242284

Sigma-Aldrich

Aniline

ACS reagent, ≥99.5%

Linear Formula:
C6H5NH2
CAS Number:
Molecular Weight:
93.13
Beilstein/REAXYS Number:
605631
EC Number:
MDL number:
eCl@ss:
39030407
PubChem Substance ID:
NACRES:
NA.21
Pricing and availability is not currently available.

Quality Level

grade

ACS reagent

vapor density

3.22 (185 °C, vs air)

vapor pressure

0.7 mmHg ( 25 °C)

assay

≥99.5%

form

liquid

autoignition temp.

1139 °F

expl. lim.

11 %

impurities

Hydrocarbons, passes test
Nitrobenzene, passes test (lim. ~0.001%)
≤0.01% chlorobenzene

ign. residue

≤0.005%

refractive index

n20/D 1.586 (lit.)

bp

184 °C (lit.)

mp

−6 °C (lit.)

solubility

water: soluble

density

1.022 g/mL at 25 °C (lit.)

SMILES string

Nc1ccccc1

InChI

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

InChI key

PAYRUJLWNCNPSJ-UHFFFAOYSA-N

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Application

Aniline is an aromatic primary amine that may be used as a reactant in the synthesis of organic intermediates such as 3-chloro-N-phenyl-pyridin-2-amine, (Z)-methyl 3-(phenylamino)but-2-enoate, 2-iodo-N-phenylbenzamide, 2,4-dichloroquinoline and N-(2-propynyl)aniline.

Packaging

5, 100, 4×100, 500 mL in glass bottle

Biochem/physiol Actions

The acute toxicity of aniline involves its activation in vivo to 4-hydroxyaniline and the formation of adducts with hemoglobin. In erythrocytes, this is associated with the release of iron and the accumulation of methemoglobin and the development of hemolytic anemia and inflammation of the spleen. Tumor formation is often observed in the spleen on prolonged administration.

Physical properties

Material darkens in storage to reddish-brown with no loss in purity.

Signal Word

Danger

Target Organs

Blood

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 1547 6.1 / PGII

WGK Germany

WGK 3

Flash Point(F)

158.0 °F - closed cup

Flash Point(C)

70 °C - closed cup

Synthesis of Tetrasubstituted 1H-Pyrazoles by Coppermediated
Coupling of Enaminones with Nitriles
Suri M and Glorius F
Organic Syntheses, 91, 211-220 (2014)
Synthesis of caboline
He l, et al
Organic Syntheses, 93, 272-285 (2016)
Synthesis of Quinolines by Electrophilic Cyclization of N-(2-Alkynyl)Anilines: 3-Iodo-4-Phenylquinoline
Chen Y, et al
Organic Syntheses, 89, 294-306 (2012)
Potassium tert-Butoxide Mediated Synthesis of
Phenanthridinone
Bhakuni BS, et al
Organic Syntheses, 90, 164-173 (2013)
Photocatalytic hydrogenation of nitrobenzene to aniline over tungsten oxide-silver nanowires.
Fu L, et al.
Materials Letters, 142, 201-203 (2015)

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