N-(4-Aminophenyl)aniline was formerly used as a hair dye, sensitization, when deteeted by patch testing, is relatively low in hairdressers.
N-(4-Aminophenyl)aniline is incompatible with strong oxidizers.
N-(4-Aminophenyl)aniline is also incompatible with strong acids.
CAS Number: 101-54-2
Molecular Formula: C12H12N2
Molecular Weight: 184.24
EINECS Number: 202-951-9
Synonyms: 4-Aminodiphenylamine, 101-54-2, N-Phenyl-p-phenylenediamine, P-AMINODIPHENYLAMINE, p-Anilinoaniline, Variamine Blue RT, Azosalt R, Luxan Black R, N-Phenyl-1,4-benzenediamine, p-Semidine, N-Phenyl-1,4-phenylenediamine, Diphenyl Black, N-4'-Bianiline, N-Phenyl-p-aminoaniline, Semidin, p-(Phenylamino)aniline, Acna Black DF Base, Peltol BR, Fast Blue R Salt, Peltol BR II, N, 4'-Bianiline, Oxy Acid Black Base, Naphthoelan Navy Blue, p-Aminodifenylamin, C.I. Developer 15, Variamine Blue Salt RT, Diphenylamine, p-amino-, Rodol Gray B base, Diphenylamine, 4-amino-, C.I. Oxidation Base 2, p-Phenylenediamine, N-phenyl-, Black Base P, CI Developer 15, C.I. Azoic Diazo Component 22, CI Oxidation Base 2, N-Fenyl-p-fenylendiamin, DTXSID7025895, NCI-C02233, N-phenylbenzene-1,4-diamine, para-aminodiphenylamine, C.I. 37240, C.I. 76085, CI Azoic Diazo Component 22, 1,4-Benzenediamine, N1-phenyl-, CI 76085, CI 37240, CHEBI:59038, 007X4XXS71, NSC-3401, N,4'-BIANILINE, DTXCID805895, CI-76085, RefChem:97847, 202-951-9, N1-phenylbenzene-1,4-diamine, Semidine, N-(4-Aminophenyl)aniline, 1,4-Benzenediamine, N-phenyl-, 4-(Phenylamino)aniline, 4-N-phenylbenzene-1,4-diamine, Azoic Diazo Component 22, NSC 3401, MFCD00007850, N4-phenylbenzene-1,4-diamine, (4-aminophenyl)phenylamine, CHEMBL572203, N-Phenyl-benzene-1,4-diamine, WLN: ZR DMR, p-Aminodifenylamin [Czech], CAS-101-54-2, CCRIS 513, HSDB 2178, N-Fenyl-p-fenylendiamin [Czech], Variamine Blue RT Base, N-?Phenyl-?p-?phenylenediamine(p-Anilinoaniline), EINECS 202-951-9, UNII-007X4XXS71, AI3-15983, p-aminodiphenylamin, paraaminodiphenylamine, UBOB, 4-(phenylamino) aniline, aniline, 4-phenylamino-, N-Phenyl-p-phenylenediamine(p-Anilinoaniline), Epitope ID:122685, EC 202-951-9, 4-(N-phenylamino)-aniline, cid_7564, N-phenyl-p-phenylene diamine, Oprea1_628520, SCHEMBL15371, N-phenyl-1,4-diaminobenzene, MLS000518884, n1-phenyl-1,4-benzenediamine, aniline, N-(4-amino)phenyl-, N-Phenylphenylene-1,4-diamine, SCHEMBL6408478, SCHEMBL6573774, SCHEMBL9793669, SCHEMBL11645558, SCHEMBL27969231, NSC3401, N~1~-Phenylbenzene-1,4-diamine, HMS2487O23, N-Phenyl-p-phenylenediamine, 98%, P-AMINODIPHENYLAMINE [HSDB], NSC37074, STR05023, Tox21_202144, Tox21_300027, BDBM50303914, EBC-04005, MSK000029, NSC-37074, SBB056688, AKOS000120208, FA02149, MSK000029-1000A, NCGC00164239-01, NCGC00164239-02, NCGC00164239-03, NCGC00164239-04, NCGC00254187-01, NCGC00259693-01, AC-10080, PD212540, SMR000129304, ST029306, NS00008729, P0203, EN300-20711, F87397, N-Phenyl-p-phenylenediamine, capsule (15??mg), F216681, SR-01000393954, Q4533362, SR-01000393954-1, BRD-K47738216-003-01-9, F0900-1525, Z104480152, 4-Aminodiphenylamine Solution in Acetonitrile, 1000ug/mL, 89230-95-5, InChI=1/C12H12N2/c13-10-6-8-12(9-7-10)14-11-4-2-1-3-5-11/h1-9,14H,13H, SOJ, 4-(Phenylamino)aniline;4-amino-diphenylamin;VARIAMINE BLUE RT;Variamine Blue RT Base;Fast Blue R Salt;fastbluersalt;FastblueRTbase;Luxan Black R
N-(4-Aminophenyl)aniline may react with plastics.
N-(4-Aminophenyl)aniline is an aromatic amine compound consisting of two phenyl groups connected through a nitrogen atom, with an additional amino group attached to the para position of one phenyl ring.
N-(4-Aminophenyl)aniline is commonly described as 4-aminodiphenylamine (4-ADPA) and is an important intermediate in the production of several industrial chemicals.
N-(4-Aminophenyl)aniline belongs to the broader family of substituted diphenylamines and aromatic amines.
The molecular formula of N-(4-Aminophenyl)aniline is C12H12N2, and its molecular weight is approximately 184.24 g/mol.
N-(4-Aminophenyl)anilines CAS Registry Number is 101-54-2, which is widely used as its principal chemical identifier.
N-(4-Aminophenyl)aniline may also be identified by names such as 4-aminodiphenylamine, N-phenyl-p-phenylenediamine, and N-phenyl-1,4-benzenediamine.
N-(4-Aminophenyl)aniline contains an aniline nitrogen and a para-amino substituent on one of its aromatic rings.
The conjugated aromatic structure gives the molecule characteristic chemical properties associated with aromatic amines.
Its amino groups also provide reactive sites that can participate in further chemical transformations.
N-(4-Aminophenyl)aniline is generally encountered as a solid chemical intermediate.
N-(4-Aminophenyl)anilines physical appearance and exact properties can vary depending on purity and manufacturing conditions.
As with other aromatic amines, it should be handled using appropriate industrial and laboratory safety procedures.
N-(4-Aminophenyl)aniline is primarily important as a chemical intermediate rather than as a final consumer product.
N-(4-Aminophenyl)anilines reactive amino functionality allows it to participate in reactions used to manufacture rubber chemicals, dyes, pigments, and other specialty compounds.
Industrial manufacturers therefore use it as a building block for downstream chemical synthesis.
One of its most important applications is the production of 4-aminodiphenylamine-derived rubber antioxidants.
N-(4-Aminophenyl)aniline can be converted into substituted p-phenylenediamines that protect rubber materials from degradation.
These downstream chemicals are widely used in tire and rubber manufacturing.
N-(4-Aminophenyl)aniline is particularly associated with the manufacture of 6PPD, a widely used antidegradant in rubber products.
N-(4-Aminophenyl)aniline helps protect tires and other rubber materials from ozone and oxidative degradation.
N-(4-Aminophenyl)aniline serves as an important precursor in the chemical synthesis of this type of rubber additive.
N-(4-Aminophenyl)aniline can also be used to produce other p-phenylenediamine derivatives.
These derivatives can provide different combinations of antioxidant and antiozonant properties.
The choice of derivative depends on the performance requirements of the final rubber formulation.
N-(4-Aminophenyl)aniline is therefore important in the tire manufacturing industry.
Rubber formulations require additives that protect elastomers from oxygen, ozone, heat, and mechanical aging.
4-ADPA-derived chemicals are widely incorporated into such formulations.
N-(4-Aminophenyl)aniline is also relevant to the broader synthetic rubber industry.
Synthetic elastomers used in automotive, industrial, and consumer applications can require antioxidant and antiozonant additives.
N-(4-Aminophenyl)aniline contributes indirectly to these applications through downstream chemical synthesis.
N-(4-Aminophenyl)aniline can be used in the production of rubber antidegradants.
These materials slow chemical reactions responsible for cracking, embrittlement, discoloration, and loss of mechanical properties.
This improves the service life of rubber products under demanding environmental conditions.
N-(4-Aminophenyl)aniline is particularly valuable in formulations designed to provide ozone protection.
Ozone can react with unsaturated rubber chains and produce surface cracking known as ozone cracking.
4-ADPA-derived antiozonants help reduce the rate of this degradation.
N-(4-Aminophenyl)aniline can also contribute to the production of rubber antioxidants.
These additives react with or intercept reactive species generated during oxidative aging.
They help maintain the flexibility, strength, and durability of elastomeric materials.
N-(4-Aminophenyl)aniline has applications in specialty chemical manufacturing.
N-(4-Aminophenyl)anilines two nitrogen-containing functional groups provide useful reactivity for producing more complex aromatic molecules.
This makes it a valuable intermediate for manufacturers of high-performance chemical products.
N-(4-Aminophenyl)aniline can be used in organic synthesis research.
Chemists may employ it as a starting material for preparing substituted aromatic amines and other nitrogen-containing compounds.
N-(4-Aminophenyl)anilines structure provides several possible reaction pathways.
N-(4-Aminophenyl)aniline is also relevant to dye and pigment chemistry.
Aromatic amines can serve as intermediates in the synthesis of compounds containing extended conjugated systems.
Such derivatives may have useful optical and coloring properties.
N-(4-Aminophenyl)aniline can participate in diazotization and coupling chemistry after appropriate conversion of its amino functionality.
These reactions are widely used in the preparation of aromatic compounds and colorants.
Consequently, N-(4-Aminophenyl)aniline can serve as a useful building block in synthetic chemistry.
N-(4-Aminophenyl)aniline can also be used as an intermediate for producing specialty aromatic chemicals.
The amino groups can undergo substitution, acylation, alkylation, diazotization, and other transformations.
This versatility allows manufacturers to prepare a broad range of downstream products.
N-(4-Aminophenyl)aniline is relevant to polymer chemistry because aromatic diamine structures can be incorporated into polymer synthesis.
Aromatic amines can participate in reactions that produce high-performance polymeric materials.
The specific application depends on the chemical modification performed before polymerization.
N-(4-Aminophenyl)aniline may be investigated as a building block for high-performance polymer materials.
Aromatic structures can contribute rigidity and thermal stability to polymer backbones.
Research into substituted aromatic amines therefore includes potential applications in advanced materials.
N-(4-Aminophenyl)aniline can also be used in materials-science research involving functional aromatic molecules.
Researchers may modify its amino groups to introduce specific electronic, optical, or chemical properties.
Such derivatives can be investigated for specialized material applications.
N-(4-Aminophenyl)aniline is also relevant to pharmaceutical and medicinal chemistry research.
Aromatic amines are common structural motifs in bioactive molecules.
N-(4-Aminophenyl)aniline may therefore be used as a synthetic intermediate during exploratory chemical synthesis, although it is not itself primarily a pharmaceutical active ingredient.
N-(4-Aminophenyl)aniline can be used in analytical chemistry as a reference substance.
Laboratories may analyze it using techniques such as high-performance liquid chromatography, gas chromatography, mass spectrometry, or spectroscopic methods.
Reference materials can help with identification and quantification during chemical analysis.
N-(4-Aminophenyl)aniline can be studied using UV-visible spectroscopy because its aromatic structure contains conjugated electronic systems.
Spectroscopic measurements can provide information about its electronic transitions and concentration.
Such analysis can support identification and reaction monitoring.
Infrared spectroscopy (FTIR) can also be used to characterize N-(4-Aminophenyl)aniline.
The technique can provide information about aromatic C–H bonds, C–N bonds, and N–H functional groups.
FTIR is useful for confirming functional groups and assessing chemical identity.
NMR spectroscopy is another important analytical method for this compound.
N-(4-Aminophenyl)aniline can provide detailed information about the aromatic environments and nitrogen-substituted carbon atoms.
NMR is commonly used to confirm molecular structure and purity.
Mass spectrometry can be used to determine its molecular mass and fragmentation behavior.
The molecular ion and characteristic fragments can support identification of N-(4-Aminophenyl)aniline.
This is particularly useful when analyzing complex reaction mixtures.
N-(4-Aminophenyl)aniline can also be quantified using HPLC.
Chromatographic separation allows it to be distinguished from related aromatic amines and synthesis impurities.
This is important for quality control in industrial chemical manufacturing.
N-(4-Aminophenyl)aniline is relevant to process chemistry and manufacturing quality control.
Manufacturers need to monitor starting materials, intermediates, reaction conversion, and final-product purity.
Analytical methods for 4-ADPA help ensure consistent production.
N-(4-Aminophenyl)aniline can be used in impurity profiling of rubber-chemical intermediates.
Related aromatic amines and reaction by-products may need to be identified and controlled.
Chromatographic analysis can help establish appropriate purity specifications.
N-(4-Aminophenyl)aniline is also relevant to chemical process optimization.
Researchers can study reaction temperature, catalysts, solvents, and stoichiometry to improve the yield of downstream products.
Optimization is particularly important for large-scale production of rubber-antioxidant intermediates.
N-(4-Aminophenyl)aniline can be involved in catalytic hydrogenation and aromatic amine synthesis research.
Industrial routes to aromatic amines often involve catalytic transformations of nitro, azo, or other nitrogen-containing precursors.
The exact manufacturing route depends on the desired product and process design.
N-(4-Aminophenyl)aniline has significance in the rubber chemicals supply chain because it is an upstream intermediate for important antidegradant products.
Changes in its availability can therefore influence downstream rubber-additive manufacturing.
This makes it relevant to chemical procurement and industrial production planning.
N-(4-Aminophenyl)aniline is particularly connected with the automotive materials sector through its downstream products.
Tires require protection against ozone, oxygen, heat, and mechanical aging during service.
The chemical intermediates derived from 4-ADPA contribute to the durability of these elastomeric products.
N-(4-Aminophenyl)aniline is also relevant to industrial rubber products such as hoses, belts, seals, and other elastomeric components.
These products can undergo oxidative and ozone-related degradation during service.
Appropriate rubber antidegradants help maintain their mechanical performance.
N-(4-Aminophenyl)aniline is therefore an important example of an upstream specialty chemical intermediate.
Although consumers generally do not encounter 4-ADPA as a finished product, it can contribute to the manufacture of materials used in everyday industrial applications.
Its greatest commercial significance comes from the downstream rubber chemicals produced from it.
N-(4-Aminophenyl)aniline, also known as 4-aminodiphenylamine (4-ADPA), is an aromatic amine and important chemical intermediate with the formula C12H12N2 and CAS No. 101-54-2.
Its primary industrial importance is its use as a precursor for p-phenylenediamine-based rubber antioxidants and antiozonants, including intermediates used in the production of 6PPD.
N-(4-Aminophenyl)aniline is also relevant to organic synthesis, specialty chemicals, analytical chemistry, polymer research, and the manufacture of high-performance rubber products.
Melting point: 69 °C
Boiling point: 354 °C
Density: 1.09
vapor pressure: 1 hPa
refractive index: 1.6266 (estimate)
Flash point: 193°C
storage temp.: Store below +30°C.
solubility: ethanol: soluble10mg/mL, clear, very dark red (Violet to brown to black solution)
pka: 5.20±0.10(Predicted)
form: Liquid
Colour Index: 37240
color: Clear
PH: 8.9 (0.5g/l, H2O, 20℃)
Water Solubility: Soluble in water at 20°C 0.6g/L. Soluble in (10 mg/mL) ethanol.
BRN: 908935
Henry's Law Constant: 1.5×103 mol/(m3Pa) at 25℃, Yaws (2003)
Stability: Stable. Combustible. Incompatible with strong oxidizing agents, strong acids, plastics.
Cosmetics Ingredients Functions HAIR DYEING
Cosmetic Ingredient Review (CIR): 4-Aminodiphenylamine (101-54-2)
InChI: 1S/C12H12N2/c13-10-6-8-12(9-7-10)14-11-4-2-1-3-5-11/h1-9,14H,13H2
InChIKey: ATGUVEKSASEFFO-UHFFFAOYSA-N
SMILES Nc1ccc(Nc2ccccc2)cc1
LogP: 1.82 at 20℃ and pH7
Dissociation constant: 5.45-5.47 at 20℃
N-(4-Aminophenyl)aniline is an aromatic diamine-type compound with two benzene rings and two nitrogen-containing functional groups.
N-(4-Aminophenyl)anilines structure provides both aromatic stability and reactive amino groups, making it useful as a starting material for further chemical synthesis.
N-(4-Aminophenyl)aniline is particularly important because its molecular structure can be transformed into technically valuable rubber-processing chemicals.
N-(4-Aminophenyl)aniline is commonly referred to as 4-aminodiphenylamine (4-ADPA).
The name 4-aminodiphenylamine reflects the presence of an amino substituent in the para position relative to the diphenylamine nitrogen.
Other names used in chemical literature include N-phenyl-p-phenylenediamine and N-phenyl-1,4-benzenediamine.
N-(4-Aminophenyl)aniline has the molecular formula C12H12N2 and a molecular weight of approximately 184.24 g/mol.
Its CAS Registry Number is 101-54-2, which is commonly used for identification in chemical databases and commercial documentation.
The CAS number is particularly useful when distinguishing 4-ADPA from structurally related aromatic amines.
The molecular structure contains an N-phenyl group attached to a para-phenylenediamine framework.
The nitrogen atom connecting the two aromatic rings is a secondary aromatic amine, while the para substituent is a primary amino group.
This combination provides several chemically reactive sites for subsequent synthesis.
The aromatic rings provide a relatively rigid molecular framework.
Aromaticity contributes to the stability of the carbon skeleton while allowing the amino groups to participate in electrophilic and nucleophilic reactions.
The balance between aromatic stability and amine reactivity makes N-(4-Aminophenyl)aniline useful as an industrial intermediate.
The amino groups can undergo acylation reactions.
Acylation can modify the chemical properties of the molecule and produce substituted aromatic amides.
Such transformations are useful in the synthesis of specialty chemicals and research compounds.
The amino functionality can also participate in alkylation reactions.
Controlled alkylation allows chemists to introduce different organic groups onto the nitrogen atoms.
This provides access to a range of substituted diphenylamine derivatives.
N-(4-Aminophenyl)aniline can undergo diazotization chemistry at its primary amino group.
Diazotization of aromatic amines can generate diazonium intermediates that participate in several useful transformations.
These reactions make 4-ADPA relevant to aromatic synthesis and dye chemistry.
The diazonium functionality can subsequently participate in azo coupling reactions.
Azo compounds often contain extended conjugated systems with useful optical properties.
This provides a route from aromatic amine intermediates to specialized colorants and research compounds.
N-(4-Aminophenyl)aniline can also be modified through oxidation reactions.
Oxidation of aromatic amines can generate different nitrogen-containing products depending on the reaction conditions.
These transformations are studied in organic synthesis and industrial process chemistry.
Reduction chemistry is also relevant when 4-ADPA is produced from nitro- or azo-containing precursors.
Industrial synthesis can involve catalytic or chemical reduction steps depending on the manufacturing route.
Reaction conditions are optimized to achieve high conversion and minimize unwanted by-products.
N-(4-Aminophenyl)aniline is particularly important in the production of p-phenylenediamine derivatives.
These derivatives are widely used as protective additives for elastomeric materials.
The substitution pattern of the resulting molecules can be adjusted to obtain the required antioxidant and antiozonant performance.
One major downstream application is the production of N-(1,3-dimethylbutyl)-N′-phenyl-p-phenylenediamine, commonly known as 6PPD.
6PPD is an important antidegradant used extensively in rubber and tire formulations.
N-(4-Aminophenyl)aniline serves as a key chemical precursor in its production.
N-(4-Aminophenyl)aniline and related compounds help protect rubber against ozone-induced degradation.
Ozone can react with carbon-carbon double bonds in unsaturated elastomers and produce surface cracks.
Antiozonants derived from aromatic amines can migrate toward the rubber surface and provide protection against this process.
These downstream rubber chemicals also provide antioxidant protection.
Oxidation can cause rubber chains to break or crosslink undesirably, resulting in changes in mechanical properties.
Antioxidant additives help slow these processes and extend the useful life of elastomeric products.
This makes N-(4-Aminophenyl)aniline relevant to the tire industry.
Modern tires contain complex formulations of polymers, fillers, curing agents, plasticizers, antioxidants, and antiozonants.
N-(4-Aminophenyl)aniline derived chemicals form part of the additive system responsible for long-term durability.
The same chemistry is relevant to automotive rubber components.
Hoses, seals, belts, vibration-control components, and other elastomeric parts can be exposed to oxygen, ozone, heat, and mechanical stress.
Rubber antidegradants help maintain the performance of these components during service.
It is also relevant to industrial rubber products.
Conveyor belts, gaskets, seals, flexible couplings, and other rubber products can require protection against oxidative aging.
4-ADPA-derived additives can improve the resistance of these materials to environmental degradation.
N-(4-Aminophenyl)aniline therefore has an important indirect connection with materials durability.
N-(4-Aminophenyl)aniline itself is usually not incorporated directly into the final rubber product in the same way as a polymer or filler.
Instead, it serves as a precursor for additives that protect the finished material.
N-(4-Aminophenyl)aniline is also relevant to chemical manufacturing process development.
Industrial producers need to control conversion, selectivity, temperature, pressure, catalyst performance, and purification during synthesis.
Analytical monitoring of 4-ADPA and its related compounds helps optimize these processes.
High-performance liquid chromatography (HPLC) can be used to monitor 4-ADPA during synthesis.
HPLC can separate N-(4-Aminophenyl)aniline from starting materials, intermediates, products, and related aromatic amines.
This allows manufacturers to evaluate reaction conversion and product purity.
Gas chromatography (GC) can also be useful for analyzing suitable samples containing aromatic amines.
Derivatization may sometimes be employed when necessary to improve chromatographic behavior.
GC-based methods can provide sensitive detection of trace components.
Mass spectrometry (MS) can confirm the identity of N-(4-Aminophenyl)aniline.
Its molecular ion and characteristic fragmentation pattern provide useful structural information.
LC-MS can be particularly useful when analyzing complex reaction mixtures.
FTIR spectroscopy can be used to identify characteristic functional groups.
The spectrum can provide information about N–H stretching, aromatic C–H bonds, C–N bonds, and the aromatic ring system.
FTIR is therefore useful for rapid material identification and quality control.
NMR spectroscopy provides more detailed structural confirmation.
¹H NMR can distinguish the aromatic proton environments and amino-related signals, while ¹³C NMR provides information about the carbon framework.
NMR is particularly useful when confirming the structure of synthesized or purified material.
N-(4-Aminophenyl)aniline can also be characterized using UV-visible spectroscopy.
Its aromatic and amino functionalities influence its electronic absorption behavior.
UV-visible measurements can therefore be used for qualitative analysis or reaction monitoring under appropriate conditions.
N-(4-Aminophenyl)aniline is relevant to impurity control in rubber-chemical manufacturing.
Related aromatic amines can form during synthesis and may need to be monitored.
Controlling impurities is important for maintaining consistent downstream product quality.
N-(4-Aminophenyl)aniline is also useful in reference-standard preparation.
Purified N-(4-Aminophenyl)aniline can be used to establish calibration curves for analytical methods.
Accurate standards are essential when determining trace concentrations in industrial samples.
N-(4-Aminophenyl)aniline can be studied in environmental analytical chemistry because aromatic amine intermediates can potentially enter industrial wastewater.
Researchers can investigate their concentrations in wastewater streams and receiving environments.
This supports industrial wastewater management and environmental monitoring.
N-(4-Aminophenyl)aniline is also relevant to occupational exposure assessment in industries where aromatic amine intermediates are manufactured or handled.
Workers can potentially be exposed through inhalation, skin contact, or accidental ingestion if appropriate controls are not maintained.
Industrial hygiene programs therefore monitor handling conditions and workplace exposure.
N-(4-Aminophenyl)aniline's amino functionality means that skin contact should be minimized.
Aromatic amines can be biologically active and should not be treated as ordinary low-risk organic chemicals.
Appropriate gloves, protective clothing, ventilation, and workplace hygiene are important during handling.
N-(4-Aminophenyl)aniline is also relevant to chemical toxicology research.
Aromatic amines as a chemical class have been extensively investigated because some members can undergo metabolic activation.
Consequently, individual aromatic amines require substance-specific toxicological assessment rather than being considered safe simply because they are industrial intermediates.
N-(4-Aminophenyl)aniline can undergo metabolic transformation in biological systems.
Aromatic amines may be metabolized through oxidation, conjugation, and other enzymatic pathways.
Understanding these pathways is important when evaluating occupational or environmental exposure.
N-(4-Aminophenyl)aniline can be relevant to environmental risk assessment when released from industrial processes.
Researchers consider its concentration, persistence, degradation pathways, toxicity, and potential exposure routes.
Such assessments help determine appropriate wastewater and waste-management strategies.
N-(4-Aminophenyl)aniline can also be investigated in biodegradation studies.
Microorganisms may transform aromatic amines under appropriate environmental conditions.
The rate of degradation depends on microbial species, oxygen availability, temperature, pH, and the chemical environment.
N-(4-Aminophenyl)aniline may be relevant to advanced wastewater treatment research.
Industrial wastewater containing aromatic intermediates can be treated using adsorption, oxidation, biological treatment, or combinations of these technologies.
Analytical measurements of 4-ADPA help determine treatment efficiency.
Activated carbon and other sorbents can be investigated for removal of aromatic amine contaminants.
Adsorption can reduce the concentration of organic contaminants in industrial wastewater.
The efficiency depends on the surface chemistry of the sorbent and the properties of the target molecule.
Advanced oxidation processes can also be investigated for chemical transformation of aromatic amines.
Oxidative treatment can break down organic molecules into smaller products under controlled conditions.
The identity and toxicity of transformation products must also be evaluated.
N-(4-Aminophenyl)aniline is therefore relevant to sustainable chemical manufacturing.
Industrial processes increasingly focus on reducing solvent consumption, waste generation, energy demand, and hazardous by-products.
Improved catalytic synthesis and efficient purification can help reduce the environmental footprint associated with specialty chemical production.
N-(4-Aminophenyl)aniline is also relevant to the development of alternative rubber additives.
Environmental concerns associated with some 4-ADPA-derived tire chemicals have encouraged research into alternative antiozonants and antioxidant systems.
Researchers are investigating compounds that maintain rubber durability while reducing undesirable environmental effects.
This creates an important connection between chemical synthesis and tire-material environmental research.
The upstream chemistry of 4-ADPA is linked to the performance of downstream rubber additives and their environmental fate.
Consequently, N-(4-Aminophenyl)aniline can appear in studies spanning organic chemistry, polymer science, tire technology, and environmental science.
N-(4-Aminophenyl)aniline is also relevant to specialty polymer research.
N-(4-Aminophenyl)anilines aromatic amine functionality can be chemically modified to produce monomers or intermediates with different properties.
Researchers can investigate these derivatives for applications requiring thermal stability, rigidity, or specific chemical functionality.
Its aromatic structure can contribute to thermal and chemical stability in derivatives.
This characteristic is valuable when designing materials intended to operate under demanding conditions.
However, the properties of the final material depend strongly on the substituents introduced during subsequent synthesis.
N-(4-Aminophenyl)aniline has also been used in academic organic chemistry research as a representative substituted diphenylamine.
Its relatively simple structure allows researchers to study aromatic amine reactions and reaction mechanisms.
It can therefore serve as a useful model substrate in synthetic chemistry.
N-(4-Aminophenyl)aniline is much more than simply an aromatic amine.
It is an important industrial intermediate connecting aromatic chemistry with rubber technology, polymer research, analytical chemistry, and environmental studies.
Its most commercially significant role is as a precursor for p-phenylenediamine-based rubber chemicals, particularly materials used to protect tires and other elastomers from oxidation and ozone degradation.
Uses:
N-(4-Aminophenyl)aniline is used as an oxidation dye color in hair dyes.
N-(4-Aminophenyl)aniline is also promoted as an efficient reagent for oxidase enzymes, including glucose, lactate, xanthine, and lysine oxidases.
N-(4-Aminophenyl)aniline is an antioxidant that has shown to cause a reduction of NOx emissions from soybean biodiesel powered DI diesel engines but has increased CO and HC emissions.
N-(4-Aminophenyl)aniline is also used to produce dyes, pharmaceuticals, and photographic chemicals and frmerly used as a hair dye.
N-(4-Aminophenyl)aniline, commonly known as 4-aminodiphenylamine (4-ADPA), is primarily used as an industrial chemical intermediate.
N-(4-Aminophenyl)anilines aromatic amine structure and reactive amino groups allow it to be converted into a variety of substituted diphenylamine and p-phenylenediamine derivatives.
N-(4-Aminophenyl)anilines most important commercial applications are connected with the manufacture of rubber antioxidants and antiozonants.
One of the principal uses of N-(4-Aminophenyl)aniline is as a precursor for rubber antidegradants.
These chemicals are added to rubber formulations to reduce deterioration caused by oxygen, ozone, heat, and mechanical stress.
The use of 4-ADPA-derived antidegradants helps improve the long-term durability of elastomeric materials.
N-(4-Aminophenyl)aniline is an important intermediate in the manufacture of 6PPD and related p-phenylenediamine-based rubber additives.
6PPD is widely used to protect rubber products against oxidative and ozone-induced degradation.
Through this downstream application, 4-ADPA has major importance in the global rubber and tire chemicals industry.
N-(4-Aminophenyl)aniline is therefore indirectly used in the tire manufacturing industry.
Rubber tires require protective additives to maintain their flexibility, mechanical strength, and resistance to environmental aging.
N-(4-Aminophenyl)aniline-derived chemicals help reduce cracking and degradation during the service life of tires.
N-(4-Aminophenyl)aniline is also used in the production of antiozonants for rubber formulations.
Ozone can attack unsaturated bonds in elastomeric materials and cause surface cracking.
Antiozonant chemicals derived from aromatic amine intermediates help protect rubber surfaces from ozone-related damage.
N-(4-Aminophenyl)aniline is used as a starting material for manufacturing rubber antioxidants.
These additives help slow oxidation reactions that can cause rubber chains to degrade or undergo undesirable structural changes.
The resulting protection contributes to improved durability and longer service life.
N-(4-Aminophenyl)aniline is relevant to the manufacture of automotive rubber components.
Downstream rubber additives produced from 4-ADPA can be incorporated into hoses, belts, seals, gaskets, and other elastomeric parts.
These additives help such materials resist degradation caused by heat, oxygen, ozone, and repeated mechanical loading.
It also supports the production of industrial rubber products.
Conveyor belts, seals, flexible couplings, vibration-control components, and other elastomeric products may require antioxidant and antiozonant protection.
4-ADPA-derived additives contribute to maintaining their physical and mechanical performance.
N-(4-Aminophenyl)aniline is used as an intermediate in the specialty chemicals industry.
Its primary and secondary aromatic amine groups can undergo different chemical transformations.
This makes N-(4-Aminophenyl)aniline a useful building block for producing more complex nitrogen-containing molecules.
N-(4-Aminophenyl)aniline can be used in the synthesis of substituted aromatic amines.
Its nitrogen-containing functional groups can be modified through alkylation, acylation, and other chemical reactions.
These transformations provide access to intermediates with different chemical and industrial properties.
N-(4-Aminophenyl)aniline can also be used in organic synthesis.
Research and industrial laboratories may employ it as a starting material for preparing aromatic compounds containing modified amino groups.
Its molecular structure makes it suitable for studying different aromatic amine reaction pathways.
N-(4-Aminophenyl)aniline is relevant to dye and colorant chemistry.
Its aromatic amine functionality can participate in diazotization and coupling reactions used to produce azo and other conjugated compounds.
These reactions can generate derivatives with useful coloring and optical properties.
N-(4-Aminophenyl)aniline can be used as an intermediate in the synthesis of specialty dyes and pigments.
Chemical modification of its aromatic and amino groups can produce extended conjugated structures.
The exact use depends on the specific downstream molecule being manufactured.
N-(4-Aminophenyl)aniline can participate in diazotization reactions during the synthesis of aromatic intermediates.
The primary amino group can be chemically converted into a diazonium intermediate under controlled conditions.
This intermediate can then be used in further substitution or coupling reactions.
N-(4-Aminophenyl)aniline is also useful in azo coupling chemistry.
Diazonium derivatives can react with suitable aromatic coupling components to form azo-containing products.
This chemistry is important in the synthesis of certain dyes, pigments, and specialty organic compounds.
N-(4-Aminophenyl)aniline can be used in polymer and materials research.
Its aromatic structure and amino functionality allow researchers to investigate chemical modifications that can produce monomers or functional intermediates.
Such derivatives may be incorporated into advanced polymeric or specialty material systems.
N-(4-Aminophenyl)aniline can also serve as a starting material for the synthesis of functional aromatic molecules.
Researchers can modify its amino groups to introduce additional chemical, electronic, or optical functionality.
These derivatives may be investigated for specialized materials applications.
N-(4-Aminophenyl)aniline is used in chemical research laboratories as a model aromatic amine.
Researchers can study its reaction behavior, substitution patterns, oxidation processes, and other transformations.
This makes it useful for investigating fundamental aspects of aromatic organic chemistry.
N-(4-Aminophenyl)aniline can be used in process-development studies.
Chemical manufacturers and researchers may investigate reaction conditions for converting N-(4-Aminophenyl)aniline into valuable downstream products.
Parameters such as catalysts, solvents, temperature, and reactant ratios can be optimized.
N-(4-Aminophenyl)aniline is also used in industrial reaction monitoring and quality control.
The concentration of 4-ADPA can be measured during manufacturing to determine reaction conversion and intermediate purity.
This helps maintain consistent production of downstream rubber chemicals and specialty products.
N-(4-Aminophenyl)aniline can be used as an analytical reference material.
Purified samples can support calibration and method validation when analyzing aromatic amines in chemical products or research samples.
Reference standards help laboratories achieve accurate identification and quantification.
N-(4-Aminophenyl)aniline is used in chromatographic method development.
Researchers can develop and validate HPLC, LC-MS, or other analytical methods for separating it from related aromatic amines.
Such methods are important for chemical quality control and impurity analysis.
N-(4-Aminophenyl)aniline is also relevant to impurity profiling during industrial synthesis.
Manufacturers may need to identify residual starting materials, related amines, and unwanted reaction products.
Analytical measurement of 4-ADPA supports product-quality and process-control programs.
N-(4-Aminophenyl)aniline can be used in spectroscopic characterization studies.
FTIR, NMR, UV-visible spectroscopy, and mass spectrometry can be applied to confirm its structure and investigate chemical changes.
These techniques are useful in both research and industrial analytical laboratories.
N-(4-Aminophenyl)aniline can be used in environmental analytical research.
Researchers may investigate aromatic amines in industrial wastewater, process streams, soil, or other environmental samples.
N-(4-Aminophenyl)aniline can serve as a target analyte when assessing releases from relevant manufacturing activities.
N-(4-Aminophenyl)aniline is also used in wastewater-treatment research involving aromatic amines.
Scientists can study adsorption, biological treatment, oxidation, and other processes for reducing aromatic amine concentrations.
Monitoring 4-ADPA helps evaluate the effectiveness of these treatment methods.
N-(4-Aminophenyl)aniline may be used as a model substance in adsorption studies.
Researchers can investigate how activated carbon, biochar, clay materials, or other adsorbents interact with aromatic amine molecules.
These studies can support the development of treatment technologies for industrial wastewater.
N-(4-Aminophenyl)aniline is also relevant to advanced oxidation research.
Chemical oxidation methods can be investigated for transforming aromatic amine contaminants into smaller or less persistent compounds.
Analytical monitoring is required to evaluate the disappearance of the original compound and the formation of transformation products.
N-(4-Aminophenyl)aniline can be used in biodegradation research.
Scientists may study whether microorganisms can transform aromatic amine compounds under aerobic or anaerobic conditions.
Such research contributes to understanding the environmental fate of industrial chemical intermediates.
N-(4-Aminophenyl)aniline is relevant to occupational exposure research.
Industrial hygiene studies may investigate the potential for worker exposure during manufacturing, processing, sampling, or laboratory handling.
The results can support the design of appropriate workplace controls.
N-(4-Aminophenyl)aniline is also used in toxicological and environmental research as a representative aromatic amine.
Researchers can investigate absorption, metabolism, biological activity, and environmental behavior.
These studies help evaluate the risks associated with industrial aromatic amine intermediates.
N-(4-Aminophenyl)aniline can be used in structure–activity relationship studies.
Researchers compare structurally related aromatic amines to understand how molecular substitution influences chemical reactivity and biological activity.
This type of research is useful in toxicology, medicinal chemistry, and materials chemistry.
N-(4-Aminophenyl)aniline is relevant to chemical safety and regulatory studies.
Researchers and manufacturers may evaluate its physicochemical properties, exposure pathways, toxicological data, and environmental behavior.
This information supports chemical classification and responsible industrial management.
N-(4-Aminophenyl)aniline also has importance in the rubber chemicals supply chain.
As an upstream intermediate, its production and availability influence the manufacturing of downstream antidegradants.
This makes it relevant to producers of specialty chemicals, rubber additives, and automotive materials.
Its downstream applications contribute to the production of durable consumer and industrial products.
Tires, seals, belts, hoses, and other rubber products depend on chemical additives that slow environmental aging.
N-(4-Aminophenyl)aniline contributes indirectly to these applications through the synthesis of protective rubber chemicals.
N-(4-Aminophenyl)aniline can also be used in academic and industrial research involving substituted diphenylamines.
Its structure makes it useful for studying electron distribution, aromatic amine reactivity, and functional-group modification.
This supports the development of new specialty chemicals and functional materials.
N-(4-Aminophenyl)aniline is mainly used as a chemical intermediate for the production of rubber antioxidants and antiozonants, particularly p-phenylenediamine-based additives such as 6PPD.
N-(4-Aminophenyl)aniline also has applications in specialty chemical synthesis, dye and pigment chemistry, polymer and materials research, analytical chemistry, wastewater-treatment research, and environmental studies.
Its greatest industrial significance comes from its role in producing chemicals that protect tires and other rubber products against oxidation, ozone, heat, and long-term environmental degradation.
Safety Profile:
N-(4-Aminophenyl)aniline, also known as 4-aminodiphenylamine (4-ADPA), should be treated as a hazardous aromatic amine.
N-(4-Aminophenyl)aniline can present health risks through skin contact, inhalation of dust or airborne particles, and accidental ingestion.
Appropriate chemical hygiene and exposure-control measures are important during industrial and laboratory handling.
Skin contact may present a significant exposure route for aromatic amines.
N-(4-Aminophenyl)aniline may be absorbed through the skin depending on the formulation, concentration, duration of contact, and individual conditions.
Direct contact should therefore be minimized by using suitable chemical-resistant gloves and protective clothing.
Contact with the material may cause skin irritation.
Possible effects can include redness, discomfort, itching, or irritation, particularly after prolonged or repeated exposure.
Contaminated clothing should be removed and the affected skin should be washed according to appropriate safety procedures.
N-(4-Aminophenyl)aniline may also cause eye irritation following direct contact.
Dust or particles entering the eyes can cause redness, tearing, discomfort, and temporary irritation.
Appropriate eye protection should be used when handling powders or materials that may generate airborne particles.
Inhalation of dust or airborne particles can expose the respiratory system to N-(4-Aminophenyl)aniline.
Dust-generating operations, including weighing, transferring, grinding, or processing solid material, can increase this risk.
Local exhaust ventilation and appropriate containment are important exposure-control measures.
Respiratory exposure may cause irritation of the nose, throat, and respiratory tract.
The severity of irritation depends on the airborne concentration and duration of exposure.
Dust formation should therefore be minimized during handling.
Accidental ingestion can result in systemic exposure.
N-(4-Aminophenyl)aniline should never be handled near food, beverages, or areas used for eating and drinking.
Good laboratory and workplace hygiene is essential to prevent accidental transfer from contaminated hands or surfaces.
N-(4-Aminophenyl)aniline belongs to the broader class of aromatic amines, a group that requires careful toxicological assessment.
Some aromatic amines can undergo metabolic activation in biological systems and may produce reactive intermediates.
For this reason, exposure should be kept as low as reasonably achievable even when handling small quantities.
Repeated exposure may present chronic health concerns depending on the toxicological properties of the specific substance.
Long-term risk assessment should consider occupational exposure frequency, concentration, and route of exposure.
Substance-specific safety information should always be reviewed before regular or large-scale handling.
Supply of N-(4-Aminophenyl)aniline:
For further information about N-(4-Aminophenyl)aniline, including available product grades, technical specifications, application suitability and supply options, please contact Ataman Kimya.