Aniline

Broad Chemical Reactivity – Aniline is a key aromatic amine featuring reactive amino groups that participate in a variety of transformations, including salt formation, alkylation, acylation, and diazotization.

Extensive Synthetic Utility – It functions as a crucial intermediate in the preparation of benzene derivatives, azo compounds, dyes, and various fine chemical products.

Good Solubility in Organic Media – Aniline is soluble in ethanol, ether, chloroform, and other organic solvents, facilitating its use in diverse organic synthesis procedures.

Fundamental Industrial Intermediate – As the simplest and most important aromatic amine, aniline is widely employed in chemical manufacturing, owing to its stable molecular framework and broad application potential.

Product Description
Chemical Properties
Product Usage

Product Description of Aniline CAS#62-53-3 

Aniline, the simplest and most prominent aromatic amine, is formed by the substitution of a hydrogen on the benzene ring with an –NH₂ group. It is a colorless, oily, and flammable liquid, notable for its strong, unpleasant odor.

At elevated temperatures up to 370°C, the compound is only marginally soluble in water but mixes freely with ethanol, ether, chloroform, and other organic solvents. It tends to darken upon exposure to air or light, developing a brownish tint over time. Purification by steam distillation is common practice; the inclusion of a small amount of zinc powder during distillation can help prevent oxidation. For additional stability, purified aniline may be preserved with 10–15 ppm NaBH₄ to suppress oxidative degradation. In water, aniline forms a solution with mild alkaline properties.

Aniline readily combines with acids to form ammonium-type salts. The amine hydrogens are susceptible to substitution by alkyl or acyl groups, affording secondary and tertiary amines or acyl anilines. Electrophilic aromatic substitution predominantly yields ortho- and para-isomers. Furthermore, reaction with nitrous acid produces diazonium salts, which are indispensable intermediates in the synthesis of a wide array of benzene derivatives and azo compounds.

 Aniline

Aniline Chemical Properties

Melting point -6 °C (lit.)
Boiling point 184 °C (lit.)
density 1.022 g/mL at 25 °C (lit.)
vapor density 3.22 (185 °C, vs air)
vapor pressure 0.7 mm Hg ( 25 °C)
refractive index n20/D 1.586(lit.)
Fp 76 °C
storage temp. 2-8°C
solubility water: soluble
form Liquid
pka4.63(at 25℃)
color APHA: ≤250
Specific Gravity1.021
OdorSweet, amine-like odor detectable at 0.6 to 10 ppm
Relative polarity0.42
PH8.8 (36g/l, H2O, 20℃)
PH Range8.1
explosive limit1.2-11%(V)
Water Solubility 36 g/L (20 ºC)
Merck 14659
BRN 605631
Henry's Law Constant1.91 at 25 °C (thermodynamic method-GC/UV spectrophotometry, Altschuh et al., 1999)
Exposure limitsTLV-TWA skin 2 ppm (~8 mg/m3) (ACGIH), 5 ppm (~19 mg/m3) (MSHA, OSHA, and NIOSH); IDLH 100 ppm (NIOSH).
Dielectric constant7.8(0℃)
Stability:Stable. Incompatible with oxidizing agents, bases, acids, iron and iron salts, zinc, aluminium. Light sensitive. Combustible.
LogP0.9
CAS DataBase Reference62-53-3(CAS DataBase Reference)
IARC2A (Vol. 27, Sup 7, 127)
NIST Chemistry ReferenceAniline(62-53-3)
EPA Substance Registry SystemAniline (62-53-3)
Hazard Codes T,N,F
Risk Statements 23/24/25-40-41-43-48/23/24/25-50-68-48/20/21/22-39/23/24/25-11
Safety Statements 26-27-36/37/39-45-46-61-63-36/37-16
RIDADR UN 1547 6.1/PG 2
OELTWA: None ppm
WGK Germany 2
RTECS BW6650000
F 46243
Autoignition Temperature615 °C
TSCA Yes
HS Code 2921 41 00
HazardClass 6.1
PackingGroup II
Hazardous Substances Data62-53-3(Hazardous Substances Data)
ToxicityLD50 orally in rats: 0.44 g/kg (Jacobson)
IDLA100 ppm
Aniline

Product Usage

Aniline has long been an important commodity chemical, with a history of industrial use spanning many decades. At present, the bulk of aniline consumption is directed toward the production of polyurethanes and rubber materials. Smaller portions are used in the formulation of agricultural chemicals (such as herbicides, fungicides, insecticides, and animal repellents), defoliants, dyes, antioxidants, antidegradants, and rubber accelerators. 

Furthermore, aniline is incorporated into a variety of household products, including polish formulations for stoves and footwear, paints, clear coatings, and permanent marking inks.

Aniline