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242284

Sigma-Aldrich

Aniline

ACS reagent, ≥99.5%

Synonym(s):

Aminobenzene, Benzenamine

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100 ML
$81.90
500 ML
$207.00
4 X 100 ML
$290.00

About This Item

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

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grade

ACS reagent

Quality Level

200

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[1], (Z)-methyl 3-(phenylamino)but-2-enoate[2], 2-iodo-N-phenylbenzamide[3], 2,4-dichloroquinoline[4] and N-(2-propynyl)aniline.[5]

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

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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Certificates of Analysis (COA)

Lot/Batch Number
STBL1509
STBL0319
STBK7862
STBK7834
STBK9825

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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 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)
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)
View All Related Papers

Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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