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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
Assay:
≥99.5%
Grade:
ACS reagent
Bp:
184 °C (lit.)
Vapor pressure:
0.7 mmHg ( 25 °C)

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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%

Quality Level

200

bp

184 °C (lit.)

mp

−6 °C (lit.)

solubility

water: soluble

density

1.022 g/mL at 25 °C (lit.)

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General description

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

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.

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

62-53-3

CAS No.

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ5558
MKCZ3372
MKCX2568
STBL1509
STBL0319

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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 Quinolines by Electrophilic Cyclization of N-(2-Alkynyl)Anilines: 3-Iodo-4-Phenylquinoline
Chen Y, et al
Organic Syntheses, 89, 294-306 (2012)
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)
Potassium tert-Butoxide Mediated Synthesis of
Phenanthridinone
Bhakuni BS, et al
Organic Syntheses, 90, 164-173 (2013)
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.
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