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Key Documents

A8524

Sigma-Aldrich

Aniline hydrochloride

≥99%

Synonym(s):

Anilinium chloride, Benzenamine hydrochloride, Phenylamine hydrochloride, Phenylammonium chloride

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About This Item

Linear Formula:
C6H5NH2 · HCl
CAS Number:
Molecular Weight:
129.59
Beilstein:
3593823
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

4.46 (vs air)

Quality Level

Assay

≥99%

form

crystals

mp

196-198 °C (lit.)

SMILES string

Cl.Nc1ccccc1

InChI

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

InChI key

MMCPOSDMTGQNKG-UHFFFAOYSA-N

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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.

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

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

381.2 °F - closed cup

Flash Point(C)

194 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Noor Mohammad et al.
Scientific reports, 10(1), 13412-13412 (2020-08-10)
This study presents the preparation of membranes of polylactic acid (PLLA), polyacrylonitrile (PAN) and their corresponding membranes coated with polyaniline (PANI) for the adsorption of methylene blue (MB). Scanning electron microscopy micrographs reveal that all the membranes exhibit nanofibrous morphology.
Dongdong Liang et al.
Chemical communications (Cambridge, England), 49(2), 173-175 (2012-11-22)
An efficient synthesis of free (NH)-phenanthridinones through Pd-catalyzed C(sp(2))-H aminocarbonylation of unprotected o-arylanilines under an atmospheric pressure of CO has been developed. Some ortho heteroarene substituted anilines as well as N-alkyl protected o-arylanilines are also suitable substrates for this C-H
Timo Stahl et al.
Journal of the American Chemical Society, 135(4), 1248-1251 (2013-01-15)
Heterolytic splitting of the Si-H bond mediated by a Ru-S bond forms a sulfur-stabilized silicon cation that is sufficiently electrophilic to abstract fluoride from CF(3) groups attached to selected anilines. The ability of the Ru-H complex, generated in the cooperative
Conghui Tang et al.
Journal of the American Chemical Society, 134(46), 18924-18927 (2012-11-08)
A novel and efficient copper-catalyzed azidation reaction of anilines via C-H activation has been developed. This method, in which the primary amine acts as a directing group by coordinating to the metal center, provides ortho azidation products regioselectively under mild
Hannelore Jasch et al.
The Journal of organic chemistry, 77(23), 10699-10706 (2012-11-08)
Substituted 2-aminobiphenyls have been prepared from arylhydrazines and anilines via radical arylation reactions under simple oxidative conditions. The strong directing effect of the free and unprotonated amino functionality leads to high regioselectivities, and anilines have been shown to be significantly

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