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132934

Sigma-Aldrich

Aniline

ReagentPlus®, 99%

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Synonym(s):
Aminobenzene, Benzenamine
Linear Formula:
C6H5NH2
CAS Number:
Molecular Weight:
93.13
Beilstein:
605631
EC Number:
MDL number:
eCl@ss:
39030407
PubChem Substance ID:
NACRES:
NA.21

vapor density

3.22 (185 °C, vs air)

Quality Level

vapor pressure

0.7 mmHg ( 25 °C)

product line

ReagentPlus®

Assay

99%

form

liquid

autoignition temp.

1139 °F

expl. lim.

11 %

refractive index

n20/D 1.586 (lit.)

pH

8.8 (20 °C, 36 g/L)

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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1 of 4

This Item
8.22256PHR23461036110
Aniline ReagentPlus®, 99%

Sigma-Aldrich

132934

Aniline

Aniline for synthesis

Sigma-Aldrich

8.22256

Aniline

Supelco

Supelco

PHR2346

Aniline

Aniline United States Pharmacopeia (USP) Reference Standard

USP

1036110

Aniline

vapor pressure

0.7 mmHg ( 25 °C)

vapor pressure

0.5 hPa ( 20 °C)

vapor pressure

-

vapor pressure

0.7 mmHg ( 25 °C)

assay

99%

assay

≥99.0% (GC)

assay

-

assay

-

form

liquid

form

liquid

form

liquid

form

-

autoignition temp.

1139 °F

autoignition temp.

540 °C

autoignition temp.

-

autoignition temp.

1139 °F

expl. lim.

11 %

expl. lim.

1.2-11 % (v/v)

expl. lim.

-

expl. lim.

11 %

General description

Aniline is an aromatic amine. It is a key industrial intermediate, widely employed for the preparation of dyes, rubber, resins and polymers. Complete vibrational assignements of aniline and its deuterated forms (aniline-NHD and aniline-ND2) have been reported.1 p-aminodiphenylamine (ADPA) has been reported to be formed as a major intermediate during the electropolymerizatrion of aniline. Its viscosity has been reported to be 3.1457cp at 30°C. Quantitative transformation of nitrobenzene to aniline has been carried out by employing functionalized plasmonic Au/TiO2 photocatalyst along with a Ag co-catalyst. Aniline can be prepared from nitrobenzene, via hydrogenation in the presence of Cu, Ni, Pt, Pd and Au (catalyst). It can also be prepared by photocatalytic reduction of nitrobenzene in the presence of WO3-Ag hybrid nanowires.

Application

Aniline may be used in the preparation of azobenzene.

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.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 2 - Eye Dam. 1 - Muta. 2 - Skin Sens. 1 - STOT RE 1

Target Organs

Blood

Storage Class Code

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

158.0 °F - closed cup

Flash Point(C)

70 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Aniline-2,3,4,5,6-d5 98 atom % D

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175692

Aniline-2,3,4,5,6-d5

The application of fast scan cyclic voltammetry. Mechanistic study of the initial stage of electropolymerization of aniline in aqueous solutions.
Yang H and Bard AJ.
Journal of Electroanalytical Chemistry, 339(1), 423-449 (1992)
Atsuhiro Tanaka et al.
Chemical communications (Cambridge, England), 49(25), 2551-2553 (2013-02-21)
A functionalized plasmonic Au/TiO2 photocatalyst with an Ag co-catalyst was successfully prepared by the combination of two types of photodeposition methods, and it quantitatively converted nitrobenzene and 2-propanol to aniline and acetone under irradiation of visible light.
Photocatalytic hydrogenation of nitrobenzene to aniline over tungsten oxide-silver nanowires.
Fu L, et al.
Materials Letters, 142, 201-203 (2015)
Viscosities of Binary Mixtures of Benzyl Acetate with Dioxane, Aniline, and m-Cresol.
Katti PK and Chaudhri MM.
Journal of Chemical and Engineering Data, 9(3), 442-443 (1964)
Abdessamad Grirrane et al.
Nature protocols, 5(3), 429-438 (2010-03-06)
This protocol describes the aerobic oxidation of aromatic anilines to aromatic azo compounds using gold (Au) nanoparticles supported on TiO(2) as a catalyst. Yields above 98% are achieved under a few bars of oxygen pressure. It should be noted that

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