Isononylamine is an aliphatic primary amine with the general molecular formula C₉H₂₁N, commonly represented by the structural isomer 7-methyloctan-1-amine.
Isononylamine is a colorless to pale yellow liquid with a characteristic amine odor and belongs to the family of branched-chain alkylamines.
Isononylamines carbon chain, it exhibits different physical behavior compared with linear nonylamine.
CAS Number: 27775-00-4
Molecular Formula: C9H21N
Molecular Weight: 143.27
EINECS Number: 248-653-2
Synonyms: Isononanamine, Isononylamine, 27775-00-4, U4E223UMCB, EINECS 248-653-2, RefChem:791942, DTXSID6044484, 7-methyloctan-1-amine, 50782-86-0, UNII-U4E223UMCB, 7-Methyl -1-octanamine, DSSTox_CID_24484, DSSTox_RID_80260, DSSTox_GSID_44484, SCHEMBL1002935, CHEMBL3187450, DTXSID50110002, Tox21_301982, AKOS000120224, NCGC00255733-01, CAS-27775-00-4, DB-047274, CS-0238943, NS00049593, EN300-20285, G35065, 775I004, Q27290673, Isononylaminemixtureofisomericnonylamines(g.c.);Isononylamin;7-Methyloctan-1-amine;7-methyloctylamine, isononanamine, isononylamine, mixtureofisomericnonylamines, ISONONYLAMINE MIXTURE OF ISOMERIC &, ISONONYLAMINE
Isononylamine contains a terminal –NH₂ (primary amine) functional group attached to a branched C9 hydrocarbon chain.
This structure gives it basic character, allowing it to readily form salts with acids and participate in nucleophilic reactions.
Isononylamine is reactive toward carbonyl compounds, acids, epoxides, and isocyanates.
Isononylamine is hydrophobic, has low water solubility, and is miscible with many organic solvents.
Its branching lowers its melting point and influences volatility compared to straight-chain analogues.
These properties make it suitable for use in organic synthesis and industrial formulations.
In industrial chemistry, isononylamine is primarily used as an intermediate rather than a final consumer product.
Isononylamine serves as a building block for the synthesis of amides, amine salts, quaternary ammonium compounds, and surfactant-related materials.
Such derivatives are important in coatings, lubricants, and specialty chemical production.
In coatings, resins, and polymer systems, isononylamine is used as a curing agent or modifier.
Isononylamine can react with epoxy resins or acidic functional groups to adjust flexibility, adhesion, and chemical resistance.
Its branched structure helps improve hydrophobicity and compatibility with nonpolar matrices.
In corrosion inhibition and oilfield chemistry, isononylamine derivatives are employed to protect metal surfaces.
Amine-based inhibitors adsorb onto metal interfaces, forming protective films.
These applications are common in fuels, lubricants, and industrial fluids.
Health hazards of isononylamine are typical of low-molecular-weight amines.
Isononylamine can cause skin and eye irritation, and inhalation of vapors may lead to respiratory discomfort.
As a basic compound, it may cause chemical burns at high concentrations.
Environmental considerations indicate that isononylamine is not readily soluble in water and may be toxic to aquatic organisms at elevated concentrations.
Isononylamine is expected to undergo biodegradation, but release into the environment should be controlled.
Proper waste handling is required to prevent environmental contamination.
Regulatory status classifies isononylamine as an industrial chemical subject to chemical inventory and safety regulations.
Isononylamine is identified by CAS No. 27775-00-4 and listed in databases such as EINECS and DSSTox.
Its use is generally limited to controlled industrial and laboratory environments.
Isononylamine is a branched aliphatic primary amine used mainly as a chemical intermediate.
Its reactivity, hydrophobic character, and compatibility with organic systems make it valuable in specialty chemical synthesis.
However, due to its irritant properties, careful handling and regulatory compliance are essential.
Isononylamine occupies an important niche among branched aliphatic amines because its C9 carbon framework provides a balance between reactivity and hydrophobicity.
Compared with shorter-chain amines, it exhibits lower volatility and a stronger affinity for organic phases.
This makes it particularly useful where long-lasting surface interaction or reduced evaporation is required.
From a synthesis perspective, isononylamine is typically produced via amination of branched nonanol or corresponding aldehyde intermediates.
Catalytic hydrogenation routes are commonly employed to achieve high selectivity toward the primary amine.
The resulting product is often a mixture of closely related branched isomers, marketed under the collective name “isononylamine.”
In acid–base chemistry, isononylamine behaves as a moderately strong organic base.
Isononylamine readily forms stable salts with inorganic and organic acids, such as hydrochlorides, acetates, or sulfonates.
These salts are frequently easier to handle and are used directly in downstream formulations.
In epoxy and polymer chemistry, isononylamine is valued for its ability to modify crosslink density.
When reacted with epoxy groups, it introduces flexible alkyl segments into the polymer network.
This results in coatings and adhesives with improved toughness, impact resistance, and moisture resistance.
In fuel and lubricant additives, isononylamine-derived compounds act as detergents and corrosion inhibitors.
The amine functionality anchors to metal surfaces, while the hydrophobic alkyl chain repels water.
This dual action helps protect engines, pipelines, and storage systems from corrosion and deposit formation.
isononylamine is best described as a branched aliphatic primary amine used as a versatile chemical intermediate.
Its reactivity, hydrophobic alkyl chain, and compatibility with organic systems make it valuable in specialty chemical synthesis.
Because of its irritant and corrosive properties, it must be handled with proper safety measures and regulatory compliance.
Isononylamine occupies an important niche among branched aliphatic amines because its C9 carbon framework provides a balance between reactivity and hydrophobicity.
Compared with shorter-chain amines, it exhibits lower volatility and a stronger affinity for organic phases.
This makes it particularly useful where long-lasting surface interaction or reduced evaporation is required.
From a synthesis perspective, isononylamine is typically produced via amination of branched nonanol or corresponding aldehyde intermediates.
Catalytic hydrogenation routes are commonly employed to achieve high selectivity toward the primary amine.
The resulting product is often a mixture of closely related branched isomers, marketed under the collective name “isononylamine.”
Density: 0.786 g/mL at 20 °C(lit.)
Flash point: 56 °C
FDA UNII: U4E223UMCB
Isononylamine is a branched-chain aliphatic primary amine with the empirical formula C₉H₂₁N, most commonly represented by the isomer 7-methyloctan-1-amine.
Isononylamine is typically a clear, colorless to slightly yellow liquid with a strong, characteristic amine odor.
The branched alkyl structure differentiates it from linear nonylamine in both reactivity and physical behavior.
Isononylamine consists of a C9 hydrocarbon backbone with a terminal –NH₂ functional group.
The branching in the alkyl chain reduces crystallinity and lowers the melting point compared to straight-chain analogues.
This branching also affects steric interactions, influencing how the molecule reacts in synthesis and formulation chemistry.
Chemical behavior of isononylamine is governed by its basic amine functionality.
It readily undergoes protonation to form amine salts and participates in nucleophilic substitution and addition reactions.
Isononylamine reacts with acids, acid chlorides, anhydrides, epoxides, aldehydes, and isocyanates to form amides, imines, ureas, and other nitrogen-containing derivatives.
Physical properties include low water solubility and good miscibility with many organic solvents such as alcohols, hydrocarbons, and esters.
Isononylamine has moderate volatility and a boiling point typical of C9 aliphatic amines.
Its hydrophobic nature makes it suitable for nonpolar and semi-polar industrial systems.
In industrial chemistry, isononylamine is used mainly as a chemical intermediate rather than a finished product.
Isononylamine is a precursor for the synthesis of amides, fatty-amine derivatives, and quaternary ammonium compounds.
These downstream products are used in surfactants, dispersants, and specialty additives.
In coatings, resins, and polymer modification, isononylamine can function as a reactive modifier or curing agent.
Isononylamine reacts with epoxy resins and acidic polymers to adjust flexibility, adhesion, and chemical resistance.
The branched alkyl group contributes hydrophobicity and improves compatibility with organic matrices.
In lubricants, fuels, and oilfield applications, derivatives of isononylamine are used as corrosion inhibitors and surface-active agents.
Amine-based inhibitors adsorb onto metal surfaces, forming protective films that reduce corrosion.
Such applications are common in pipelines, drilling fluids, and fuel systems.
In surfactant and dispersant chemistry, isononylamine-derived compounds are used to stabilize emulsions and suspensions.
The long, branched alkyl chain provides lipophilicity, while the nitrogen functionality enables interaction with polar surfaces.
This balance is valuable in pigment dispersions, agrochemical formulations, and specialty cleaners.
Toxicological characteristics are typical of low-molecular-weight aliphatic amines.
Isononylamine can cause skin and eye irritation, and inhalation of vapors may irritate the respiratory tract.
At high concentrations, it may cause chemical burns due to its basicity.
Environmental behavior suggests limited mobility in water because of low solubility.
Isononylamine may be toxic to aquatic organisms at elevated concentrations but is expected to undergo biodegradation over time.
Controlled handling and proper disposal are required to minimize environmental impact.
Regulatory classification identifies isononylamine as an industrial chemical listed under CAS No. 27775-00-4.
Isononylamine appears in regulatory and toxicological databases such as EINECS, DSSTox, and UNII listings.
Its manufacture and use are typically restricted to industrial and laboratory settings with appropriate safety controls.
In acid–base chemistry, isononylamine behaves as a moderately strong organic base.
Isononylamine readily forms stable salts with inorganic and organic acids, such as hydrochlorides, acetates, or sulfonates.
These salts are frequently easier to handle and are used directly in downstream formulations.
In epoxy and polymer chemistry, isononylamine is valued for its ability to modify crosslink density.
When reacted with epoxy groups, it introduces flexible alkyl segments into the polymer network.
This results in coatings and adhesives with improved toughness, impact resistance, and moisture resistance.
In fuel and lubricant additives, isononylamine-derived compounds act as detergents and corrosion inhibitors.
The amine functionality anchors to metal surfaces, while the hydrophobic alkyl chain repels water.
This dual action helps protect engines, pipelines, and storage systems from corrosion and deposit formation.
In surfactant and emulsifier design, isononylamine serves as a precursor to amphiphilic molecules.
By converting it into amides, amine oxides, or quaternary ammonium salts, manufacturers obtain surface-active agents.
These are used in emulsions, dispersions, and cleaning formulations where oil–water balance is critical.
In agrochemical and specialty formulations, isononylamine derivatives function as dispersants and wetting agents.
They improve the distribution of active ingredients on hydrophobic plant surfaces or solid particles.
This enhances effectiveness and uniformity of application.
Occupational exposure considerations emphasize that isononylamine vapors and liquids can be irritating.
Direct contact with skin or eyes may cause burns due to its alkaline nature.
Engineering controls, ventilation, and personal protective equipment are standard requirements during handling.
Environmental fate studies suggest that isononylamine has limited volatility and low water solubility.
While it may pose acute toxicity to aquatic organisms at high concentrations, it is expected to biodegrade over time.
Controlled disposal and avoidance of direct release into water systems are therefore essential.
Regulatory and safety documentation classify isononylamine as an industrial-use substance rather than a consumer chemical.
Isononylamine is listed under CAS No. 27775-00-4 and referenced in multiple toxicological and chemical inventory databases.
Safety Data Sheets (SDS) guide its storage, transport, and use.
In conclusion, isononylamine is a highly functional branched primary amine used mainly as a precursor and modifier in industrial chemistry.
Isononylamines combination of reactivity, hydrophobic character, and compatibility with organic systems underpins its value in coatings, fuels, surfactants, and specialty chemicals.
Careful handling is required, but within controlled environments it remains a versatile and important industrial intermediate.
Uses Of Isononylamine:
Isononylamine is primarily used as a chemical intermediate in the synthesis of amides, amine salts, and quaternary ammonium compounds.
These derivatives are important components in surfactants, dispersants, and specialty additives.
Isononylamine is rarely used directly as a finished consumer product.
In epoxy resin and polymer systems, isononylamine functions as a curing agent or reactive modifier.
Isononylamine reacts with epoxy groups to adjust flexibility, toughness, and moisture resistance of coatings and adhesives.
The branched alkyl chain improves hydrophobicity and compatibility with nonpolar matrices.
In corrosion inhibition, isononylamine and its derivatives are used in fuels, lubricants, and oilfield chemicals.
The amine group adsorbs onto metal surfaces, forming a protective film.
This reduces oxidation, rust formation, and metal degradation.
In fuel and lubricant additives, isononylamine derivatives act as detergents and stabilizers.
They help prevent deposit buildup and maintain engine cleanliness.
Their hydrophobic chain enhances compatibility with hydrocarbon systems.
In surfactant and emulsifier production, isononylamine is converted into amine oxides, amides, or quaternary ammonium salts.
These compounds function as wetting agents, dispersants, and emulsifiers.
Applications include industrial cleaners, agrochemical formulations, and pigment dispersions.
In agrochemical formulations, isononylamine-based derivatives improve dispersion and surface coverage of active ingredients.
They enhance adhesion to plant surfaces and improve formulation stability.
This supports more efficient delivery of herbicides, fungicides, and pesticides.
In coatings and surface treatment formulations, isononylamine contributes to improved adhesion and chemical resistance.
Isononylamine can be incorporated into protective coatings for metal substrates.
Isononylamines hydrophobic character enhances durability in harsh environments.
In specialty chemical manufacturing, isononylamine is used as a building block for custom nitrogen-containing compounds.
Isononylamine participates in reactions forming imines, amides, ureas, and related derivatives.
These products are applied in various industrial and research contexts.
Isononylamine is widely used as a versatile chemical intermediate in the production of nitrogen-containing specialty chemicals.
Its primary amine functionality makes it highly reactive toward acids, epoxides, and carbonyl compounds.
As a result, it serves as a foundational building block rather than a final consumer ingredient.
In epoxy resins, polyurethanes, and polymer modification, isononylamine is employed as a curing agent or chain-terminating modifier.
It introduces flexible, hydrophobic alkyl segments into polymer networks.
This improves toughness, impact resistance, moisture resistance, and long-term durability of coatings and adhesives.
In corrosion inhibitors and metal protection systems, isononylamine-derived compounds are used extensively.
The amine group anchors onto metal surfaces while the branched hydrocarbon chain provides a water-repellent barrier.
Such systems are applied in fuels, lubricants, pipelines, and oilfield chemicals.
In fuel and lubricant additive chemistry, isononylamine derivatives act as detergents, dispersants, and stabilizers.
They help control deposit formation, neutralize acidic by-products, and maintain clean engine surfaces.
Their compatibility with hydrocarbon media makes them especially effective in automotive and industrial lubricants.
In surfactant, emulsifier, and dispersant manufacture, isononylamine is converted into amides, amine oxides, and quaternary ammonium salts.
These surface-active agents are used to stabilize emulsions and suspensions.
Applications include industrial cleaners, pigment dispersions, textile auxiliaries, and agrochemical formulations.
In agrochemical formulations, isononylamine-based additives improve wetting, spreading, and adhesion of active ingredients.
They enhance coverage on hydrophobic plant surfaces and solid particles.
This leads to more uniform application and improved efficacy of herbicides, fungicides, and insecticides.
In coatings and surface treatment technologies, isononylamine contributes to improved adhesion and chemical resistance.
It is incorporated into protective coatings for metals exposed to harsh chemical or marine environments.
The branched alkyl structure improves resistance to water and corrosive agents.
In specialty chemical and fine chemical synthesis, isononylamine is used to prepare custom amides, imines, ureas, and related nitrogen compounds.
These materials are applied in research, formulation development, and niche industrial processes.
Its predictable reactivity makes it valuable for tailored molecular design.
Isononylamine is best described as a multi-purpose industrial amine intermediate.
Its combination of reactivity, hydrophobic character, and structural flexibility enables use across polymers, fuels, surfactants, coatings, and agrochemicals.
Careful formulation allows its benefits to be exploited while controlling its irritant properties.
Safety Profile Of Isononylamine:
Isononylamine is a corrosive and irritant aliphatic amine and can cause severe skin and eye irritation upon direct contact.
Exposure may result in redness, burns, pain, and possible tissue damage, especially at high concentrations.
Protective gloves, eye protection, and chemical-resistant clothing are required during handling.
Inhalation hazards occur due to its strong amine odor and basic vapors.
Breathing vapors or aerosols may irritate the nose, throat, and respiratory tract, causing coughing, burning sensations, or shortness of breath.
High or prolonged exposure can lead to headache, dizziness, and nausea.
Ingestion risks are serious and may cause corrosive injury to the mouth, throat, and gastrointestinal tract.
Swallowing can lead to abdominal pain, vomiting, and chemical burns.
Immediate medical attention is required in case of ingestion.
Isononylamine, chronic or repeated exposure may result in persistent skin irritation, dermatitis, or sensitization.
Long-term exposure to amine vapors can affect respiratory comfort and overall well-being.
Occupational exposure limits and good industrial hygiene practices are therefore essential.
Isononylamine is combustible, although it is not classified as highly flammable.
In the presence of heat or open flames, it may ignite and produce toxic decomposition products such as nitrogen oxides.
Firefighting requires appropriate protective equipment and extinguishing media.