Aniline - Materials / Alfa Chemistry

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Aniline

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Catalog Number

ACMA00017306

Product Name

Aniline

Category

Polymers

Description

Aniline appears as a yellowish to brownish oily liquid with a musty fishy odor. Melting point -6°C; boiling point 184°C; flash point 158°F. Denser than water (8.5 lb / gal) and slightly soluble in water. Vapors heavier than air. Toxic by skin absorption and inhalation. Produces toxic oxides of nitrogen during combustion. Used to manufacture other chemicals, especially dyes, photographic chemicals, agricultural chemicals and others.;Liquid; PelletsLargeCrystals;Liquid;COLOURLESS OILY LIQUID WITH CHARACTERISTIC ODOUR. TURNS BROWN ON EXPOSURE TO AIR OR LIGHT.;Colorless to brown, oily liquid with an aromatic amine-like odor.;Colorless to brown, oily liquid with an aromatic amine-like odor. [Note: A solid below 21°F.]

IUPAC Name

aniline

Molecular Weight

93.13g/mol

Molecular Formula

C6H7N;C6H5NH2;C6H7N

Canonical SMILES

C1=CC=C(C=C1)N

InChI

InChI=1S/C6H7N/c7-6-4-2-1-3-5-6/h1-5H,7H2

InChI Key

PAYRUJLWNCNPSJ-UHFFFAOYSA-N

Boiling Point

363 to 367 °F at 760 mm Hg (EPA, 1998);184.1 °C;184.1 °C;184 °C;363°F;363°F

Melting Point

21 °F (EPA, 1998);-6.0 °C;-6.0 °C;-6°C;-6 °C;21°F;21°F

Flash Point

158 °F (EPA, 1998);70 °C (158 °F) - closed cup;169 °F (76 °C) - Closed cup;76 °C c.c.;158°F;158°F

Density

1.022 at 68 °F (EPA, 1998);1.0217 at 20 °C/20 °C;Relative density (water = 1): 1.02;1.02;1.02

Solubility

10 to 50 mg/mL at 73° F (NTP, 1992);0.39 M;In water, 36,000 mg/L at 25 °C;3.5 parts/100 parts water at 25 °C; 6.4 parts/100 parts water at 90 °C;One gram dissolves in 28.6 mL water, 15.7 mL boiling water;Soluble in water;Soluble in alcohol, ether, and benzene;Soluble in carbon tetrachloride and ligroin; miscible in ethanol, ethyl ether, benzene and acetone.;Miscible with lipids; soluble in dilute hydrochloric acid;Miscible with vegetable oils, essential oils;36 mg/mL at 25 °C;Solubility in water, g/100ml at 20 °C: 3.4;4%

Color/Form

Oily liquid; colorless when freshly distilled, darkens on exposure to air and light;Colorless with a bluish fluorescence when freshly distilled;Colorless to brown, oily liquid [Note: A solid below 21 °F]

Complexity

46.1

Covalently-Bonded Unit Count

EC Number

200-539-3

Exact Mass

93.057849g/mol

Formal Charge

Heat of Vaporization

55.83 kJ/mol

Heavy Atom Count

ICSC Number

0011

Log P

0.9 (LogP);log Kow = 0.90;0.90;0.94

MeSH Entry Terms

aniline;aniline aluminium salt;aniline dihydrofluoride;aniline diphosphate (1:1);aniline diphosphate (3:1);aniline diphosphate (4:1);aniline hydrobromide;aniline hydrochloride;aniline hydrochloride-(14)C-labeled cpd;aniline hydrochloride-(15)N-labeled cpd;aniline hydrofluoride;aniline hydrogen iodide;aniline monosulfate;aniline nitrate;aniline perchlorate;aniline phosphate (1:1);aniline phosphate (1:2);aniline phosphate (2:1);aniline phosphonate (1:1);aniline sulfate;aniline sulfate (2:1);aniline sulfate (2:1), (14)C-labeled cpd;aniline, (13)C-labeled cpd;aniline, (14)C-labeled cpd;aniline, 15N-labeled cpd;aniline, 2-(13)C-labeled cpd;aniline, 3-(13)C-labeled cpd;aniline, 3H-labeled cpd;aniline, 4-(13)C-labeled cpd;aniline, conjugate acid;aniline, ion(1+);aniline, magnesium (1:1) salt;aniline, monolithium salt;aniline, sodium salt

Monoisotopic Mass

93.057849g/mol

Odor

Hedonic tone; pungent;Aromatic amine-like odor.

Other Experimental

pKb: 9.30; combines with acids to form salts; it dissolves alkali or alkaline earth metals with evolution of hydrogen and formation of anilides;Easily acylated and alkylated ... easily oxidized to complex self-condensation dyes known as aniline blacks;Liquid-water interfacial tension: 5.8 dynes/cm = 0.0058 Newton/m at 20 °C;Brown oily liquid /SRP: Technical grade/;Dielectric constant: 6.89 at 20 °C, 5.93 at 70 °C; dipole moment: 1.53 at 20 °C in benzene;Wt/gal at 25 °C: 8.50 lb;Heat capacity: 191.9 J/mole at 25 °C, 1 atm (liquid); 107.9 J/mole at 25 °C, 1 atm (gas);Yields acetanilide when treated with acetic anhydride or acetyl chloride & thiocarbanilide when carbon disulfide vapor is passed into aniline;Vapor Pressure: 1 mm Hg at 35 °C; 0.3 mm Hg at 20 °C;White crystals which darken in light and air. Melting point: 196-198 °C. Boiling point: 245 °C /Aniline hydrochloride/;Henry's Law constant = 2.02X10-6 atm-cu m/mol at 25 °C;Hydroxyl radical reaction rate constant = 1.1X10-10 cu cm/molec-sec at 25 °C

Refractive Index

Index of refraction: 1.5863 at 20 °C/D

Rotatable Bond Count

RTECS Number

BW6650000

Stability

Stable under recommended storage conditions.;Darkens on exposure to air and light and polymerizes to a resinous mass.;Forms explosive mixture with air. Unless inhibited (usually methanol), aniline is readily able to polymerize.;Storage at pH 7 and 4 °C were found to give best stability of the anilines.

UNII

SIR7XX2F1K

UN Number

1547;1547;1547;1547;1547

Vapor Density

3.22 (EPA, 1998) (Relative to Air);3.3 (Air = 1);Relative vapor density (air = 1): 3.2;3.22

Vapor Pressure

0.67 mm Hg at 77 °F (EPA, 1998);0.49 mmHg;6.67X10-1 mm Hg at 25 °C;Vapor pressure, Pa at 20 °C: 40;0.6 mmHg;0.6 mmHg

Viscosity

4.35 cP at 20 °C; 1.62 cP at 60 °C

XLogP3

0.9