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CAS NUMBER: 123-30-8
MOLECULAR FORMULA: C6H7NO
MOLECULAR WEIGHT: 145.59
4-Aminophenol is an amino phenol (one of the three possible isomers) which has the single amino substituent located para to the phenolic -OH group.
4-Aminophenol has a role as a metabolite.
4-Aminophenol appears as white or reddish-yellow crystals or light brown powder.
4-Aminophenol turns violet when exposed to light.
4-Aminophenol (or para-aminophenol or p-aminophenol) is the organic compound with the formula H2NC6H4OH.
Typically available as a white powder.
4-Aminophenol was commonly used as a developer for black-and-white film, marketed under the name Rodinal.
Reflecting its slightly hydrophilic character, the white powder is moderately soluble in alcohols and can be recrystallized from hot water.
In the presence of a base, 4-aminophenol oxidizes readily.
The methylated derivatives N-methylaminophenol and N,N-dimethylaminophenol are of commercial value.
The compound is one of three isomeric aminophenols, the other two being 2-aminophenol and 3-aminophenol.
4-Aminophenol is produced from phenol by nitration followed by reduction with iron.
Alternatively, the partial hydrogenation of nitrobenzene affords phenylhydroxylamine, which rearranges primarily to 4-aminophenol.
4-Aminophenol (4-Hydroxyaniline) is an organic building block.
4-Aminophenol quantification in water samples upto the detection limit of 8×10-10mol l-1 has been proposed by employing single-wall carbon nanotubes (SWNT)-nafion film coated glassy carbon electrodes.
4-Aminophenol is present as the main contaminant in pharmaceutical formulations of paracetamol.
High-performance liquid chromatographic (HPLC) method with amperometric detection has been reported for its determination in various analgesic formulations.
4-Aminophenol has been reported to be formed from the reduction of 4-nitrophenol (Nip) under metal-free conditions catalyzed by N-doped graphene (NG).
4-Aminophenol (one of the three possible isomers) which has the single amino substituent located para to the phenolic -OH group.
4-Aminophenol is Soluble in acetonitrile, ethyl acetate, acetone, hot water, dimethylsulfoxide and alkalies.
Slightly soluble in toluene, diethyl ether, ethanol, trifluoroacetic acid and cold water.
4-Aminophenol is Insoluble in benzene and chloroform.
4-Aminophenol (or para-aminophenol or p-aminophenol) is the organic compound with the formula H2NC6H4OH.
Typically available as a white powder, it was commonly used as a developer for black-and-white film, marketed under the name Rodinal.
4-Aminophenols reflecting slight hydrophilic character, the white powder is moderately soluble in alcohols and can be recrystallised from hot water.
4-Aminophenol oxidizes readily In the presence of base .
The N-methyl and N,N-dimethyl derivatives are of commercial value.
The compound is one of three isomeric aminophenols, the other two being 2-aminophenol and 3-aminophenol.
4-Aminophenol is an impurity of Acetaminophen, or Paracetamol as known internationally.
This certified solution standard can be used for multiple HPLC applications including pharmaceutical testing, research, and Monograph testing methods.
4-Aminophenol has a strong reduction capability and is susceptible to air oxidation.
4-Aminophenol will exhibit gray brown color upon exposure to the light or air, especially in the wet air.
4-Aminophenol is slightly soluble in benzene, chloroform and petroleum ether, and can be dissolved in ethanol, ethyl ether and water.
4-Aminophenol quickly becomes brown after being dissolved in alkaline solution.
4-Aminophenol can generate water-soluble salts. (Upon reaction with inorganic acids).
4-Aminophenols aqueous solution will exhibit purple color,When coming across ferric chloride or sodium hypochlorite.
4-Aminophenol' oxidation in diethyl ether with silver oxide generates quinone imine while oxidation with lead dioxide or silver nitrate generates p-benzoquinone.
4-Aminophenol's reaction with excess amount of chlorine generates multi-chloranil.
Sulfonated with fuming sulfuric acid can generate 4-amino-phenol-sulfonic acid.
4-Aminophenol is white or light yellow-brown crystals.
4-Aminophenol is slightly soluble in water and ethanol but insoluble in benzene and chloroform.
4-Aminophenol will quickly exhibit brown color after being dissolved in alkaline solution.
4-Aminophenol (p-aminophenol) is a metabolite of compounds such as acetaminophen (paracetamol) and azo dyes.
4-Aminophenol as a sole source of carbon, nitrogen and energy.
4-Aminophenol was shown to degrade 4-aminophenol by a pathway that differs from the degradation pathway for aniline and C-4 substituted anilines that produces catechols.
4-Aminophenol was later shown that this organism produces two enzymes, a Fe-containing superoxide dismutase.
4-Aminophenol is an off-white crystalline solid.
4-Aminophenol is considered a minor nephrotoxic metabolite of phenacetin and acetaminophen (paracetamol) in man.
4-Aminophenol readily undergoes oxidative polymerization during incubation in human blood or plasma, to form melanin, as a component of soluble lipofuscin.
4-Aminophenol is of great commercial importance as an intermediate for the manufacture of paracetamol, acetanilide, phenacetinall analgesic and antipyretic drugs.
USES OF 4-AMINOPHENOL:
4-Aminophenol can be used for the production of Sulphur Blue FBG and weak acid dyes such as yellow 5G. It can be used for the manufacturing of drugs such as paracetamol and clofibrate as well as being used as developer and antioxidants, etc.
4-Aminophenol can be used as the reagents for the analysis.
The product is the intermediate of pharmaceutical intermediates, dyes and other fine chemicals. It can be used for the production of paracetamol, azo dyes, sulfur dyes, acid dyes, fur dye and developer, antioxidants as well as oil additive.
4-Aminophenol is widely used in the synthesis of pharmaceuticals, dyes and other organic products and is mainly for the synthesis of paracetamol, clofibrate ketone, vitamin B1 and compound nicotinamide.
4-Aminophenol can be used as the raw material of medicine and dyes, antioxidants and the developer.
4-Aminophenol can be used for gold assay as well as determination of copper, iron, magnesium, vanadium, nitrite and cyanate, antioxidants.
4-Aminophenol is used as a photograph developer intermediate.
4-Aminophenol is also used in the manufacture of sulfur and azo dyes.
4-Aminophenol is also used as a developer in photography under trade names activol and azol and in chemical dye industries.
4-Aminophenol is used as a dye for textiles, hair, furs and feathers.
4-Aminophenol is also used as a photographic developer.
4-Aminophenol is also used as a N-formylating agent for solvent-and catalyst-free N-formylations of amines at ambient condition (2).
4-Aminophenol was commonly used as a developer for black-and-white film, marketed under the name Rodinal.
4-Aminophenol is a kind of commonly used intermediate of refined chemical industrial product presented in China.
4-Aminophenol is mainly used in the manufacture of antipyretic analgesic paracetamol as well as manufacturing of various kinds of dyes such as sulfur vulcanization Blue FBL
APPLICATIONS OF 4-AMINOPHENOL:
-Synthesis of pharmaceuticals
-Dyes and other organic products
-Determination of copper, iron, magnesium, vanadium, nitrite and cyanate, antioxidants.
-Reagents for the analysis
-Raw material of medicine
-Dye for textiles, hair, furs and feathers
-Synthesis of 2,2-bis(4-aminophenoxy) benzonitrile [4-APBN]
-Derivatization reagent to improve the ionization of aliphatic and aromatic aldehydes
PHYSICAL PROPERTIES OF 4-AMINOPHENOL:
-Density: 1.29
-Melting Point: 186°C to 190°C
-Boiling Point: 284°C (decomposition)
-Odor: Phenol-like
-Quantity:50g
-Assay Percent Range: 98%
-UN Number: UN2512
-Beilstein: 385836
-Merck Index: 14,462
-Formula Weight: 109.13
CHEMICAL PROPERTIES OF 4-AMINOPHENOL:
-Sensitivity: Air and light sensitive
-Flash Point: 195°C (383°F)
-Appearance: Colorless to reddish-yellow crystals
-log P: 0.04
-Acidity (pKa): 5.48 (amino; H2O)/ 10.30 (phenol; H2O)
-Crystal structure: orthorhombic
-Std enthalpy of formation: -190.6 kJ/mol
PRODUCTION OF 4-AMINOPHENOL:
A process for preparing 4-Aminophenol which comprises;
Catalytically hydrogenating nitrobenzene in an acidic aqueous reaction medium containing from 10 to 25% sulfuric acid in the presence of from 0.1 to 1%, based on the weight of aqueous medium, of an organic acid.
4-Aminophenol is produced from phenol by nitration followed by reduction with iron.
Alternatively, the partial hydrogenation of nitrobenzene affords phenylhydroxylamine, which rearranges primarily to 4-Aminophenol.
Production of 4-Aminophenol by reducing nitrobenzene with hydrogen in a reaction zone at an elevated temperature and moderate pressure in the presence of aqueous sulfuric acid, a surfactant and a catalyst, is improved by using a platinum on carbon catalyst; utilizing a reaction zone which is not completely filled.
4-Aminophenol is an amino phenol (one of the three possible isomers) which has the single amino substituent located para to the phenolic -OH group.
4-Aminophenols reflecting slight hydrophilic character, the white powder is moderately soluble in alcohols and can be recrystallised from hot water.
4-Aminophenols solution standard can be used for multiple HPLC applications including pharmaceutical testing, research, and Monograph testing methods.
STORAGE:
-Recommended storage temperature: 15 – 25 °C
-Store lyophilized at -20ºC, keep desiccated.
-In lyophilized form, the chemical is stable for 36 months.
-In solution, store at -20ºC and use within 3 months to prevent loss of potency.
-Aliquot to avoid multiple freeze/thaw cycles.
SYNONYMS:
p-Aminophenol;
1-Amino-4-hydroxybenzene;
4-Amino-1-hydroxybenzene;
4-Hydroxy-1-aminobenzene;
4-Hydroxyaniline;
4-Hydroxybenzenamine;
4-Hydroxyphenylamine;
Activol; Azol;
Benzofur P;
Certinal;
Citol;
Fouramine P;
Fourrine 84;
NSC 1545;
Paranol;
Rodinal;
Unal;
Ursol P;
p-Hydroxyaniline;
p-Hydroxyphenylamine;
