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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:
142-04-1
Molecular Weight:
129.59
Beilstein:
3593823
EC Number:
205-519-8
MDL number:
MFCD00012958
UNSPSC Code:
12352100
PubChem Substance ID:
57653890
NACRES:
NA.22

vapor density

4.46 (vs air)

Quality Level

200

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

WGK

WGK 3

Flash Point(F)

381.2 °F

Flash Point(C)

194 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
Brandon Djukic et al.
The Journal of organic chemistry, 78(18), 9340-9344 (2013-08-27)
The synthesis and electrochemical oxidative coupling of a highly electron-deficient analogue of aniline results in the formation of soluble electron-deficient oligomers. Oligomers undergo related oxidation and reduction processes that are separated by a wide potential range. The mechanism behind this
Cheng Xue et al.
Biosensors & bioelectronics, 49, 199-203 (2013-06-12)
In this work, a highly sensitive and selective biomimetic electrochemical sensor for the amperometric detection of trace dopamine (DA) in human serums was achieved by gold nanoparticles (AuNPs) doped molecularly imprinted polymers (MIPs). Functionalized AuNPs (F-AuNPs), a novel functional monomer
Roman Spesyvtsev et al.
Faraday discussions, 157, 165-179 (2012-12-13)
Femtosecond time-resolved photoelectron imaging is employed to investigate ultrafast electronic relaxation in aniline, a prototypical aromatic amine. The molecule is excited at wavelengths between 269 and 238 nm. We observe that the S2(pi3s/pi sigma*) state is populated directly during the
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