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Merck

242284

Aniline

ACS reagent grade, ≥99.5%, liquid, suitable for analytical testing

Synonym(s):

Aminobenzene, Benzenamine

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About This Item

Linear Formula:
C6H5NH2
CAS Number:
62-53-3
Molecular Weight:
93.13
NACRES:
NA.21
PubChem Substance ID:
24854547
eCl@ss:
39030407
UNSPSC Code:
12352100
EC Number:
200-539-3
MDL number:
MFCD00007629
Beilstein/REAXYS Number:
605631
grade:
ACS reagent
assay:
≥99.5%
bp:
184 °C (lit.)
vapor pressure:
0.7 mmHg ( 25 °C)

Product Name

Aniline, ACS reagent, ≥99.5%

InChI key

PAYRUJLWNCNPSJ-UHFFFAOYSA-N

InChI

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

SMILES string

Nc1ccccc1

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 %

dilution

(for analytical testing)

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.)

Quality Level

200

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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.

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.

General description

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

signalword

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

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

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ5558
MKCZ3372
MKCX2568
STBL1509
STBL0319

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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)
Synthesis of caboline
He l, et al
Organic Syntheses, 93, 272-285 (2016)
Synthesis of Tetrasubstituted 1H-Pyrazoles by Coppermediated
Coupling of Enaminones with Nitriles
Suri M and Glorius F
Organic Syntheses, 91, 211-220 (2014)
Potassium tert-Butoxide Mediated Synthesis of
Phenanthridinone
Bhakuni BS, et al
Organic Syntheses, 90, 164-173 (2013)
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)
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