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133310

Sigma-Aldrich

Aniline hydrochloride

97%

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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:
24848100

vapor density

4.46 (vs air)

Assay

97%

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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Application

Aniline hydrochloride was used in the preparation of polyaniline coated poly(styrene-co-styrene sulfonate) nanoparticles. It was used to study the induction of Nei-like DNA glycosylases (NEIL1/2)-mediated base excision repair(BER) in rat spleen and 8-oxoguanine glycosylase 1-mediated BER due to aniline exposure.

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.

Other Notes

This product has been replaced by A8524-ALDRICH | Aniline hydrochloride ≥99%

replaced by

Product No.
Description
Pricing

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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Certificates of Analysis (COA)

Lot/Batch Number
S47387
06014BH
S39880
02301BV
15723CE

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Preparation of PANI-coated poly (styrene-co-styrene sulfonate) nanoparticles.
Kim BJ, et al.
Polymer, 43(1), 111-116 (2002)
Huaxian Ma et al.
Toxicology and applied pharmacology, 251(1), 1-7 (2010-12-15)
The mechanisms by which aniline exposure elicits splenotoxic response, especially the tumorigenic response, are not well-understood. Earlier, we have shown that aniline-induced oxidative stress is associated with increased oxidative DNA damage in rat spleen. The base excision repair (BER) pathway
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
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