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102024

Sigma-Aldrich

2,5-Dichloroaniline

99%

Linear Formula:
Cl2C6H3NH2
CAS Number:
Molecular Weight:
162.02
Beilstein:
1447438
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

autoignition temp.

>374 °F

bp

251 °C (lit.)

mp

47-50 °C (lit.)

SMILES string

Nc1cc(Cl)ccc1Cl

InChI

1S/C6H5Cl2N/c7-4-1-2-5(8)6(9)3-4/h1-3H,9H2

InChI key

AVYGCQXNNJPXSS-UHFFFAOYSA-N

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General description

2,5-Dichloroaniline is a grey to red to brown solid, powder, crystals, crystalline powder or chunks. 2,5-Dichloroaniline undergoes chemical copolymerization with aniline in aqueous 1M hydrochloric acid using potassium dichromate as oxidizing agent to form poly(2,5−dichloroaniline−co−aniline). 2,5−Dichloroaniline reacts with 2−hydroxy−1−naphthaldehyde to form N−[2−hydroxy−1−naphthylidene]2,5−dichloroaniline.

Application

2,5-Dichloroaniline was used in a study to develop a fast and sensitive quantitative method for the detection of some aniline derivatives by solid-phase microextraction in gas chromatography-mass spectrometry. It was used in the accumulation of nitrite in the culture medium.

Packaging

50 g in glass bottle

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - STOT RE 2

Storage Class Code

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Certificate of Analysis

Certificate of Origin

N M Henniger et al.
Canadian journal of microbiology, 22(5), 668-672 (1976-05-01)
Several chemicals used as nitrification inhibitors were tested to determine their effect on dentrification by a Pseudomonas sp. and in soil. Denitrification by the bacterium was suppressed by 2-chloro-6(-trichloromethyl)-pyridine (N-Serve) at a concentration of 50 ppm, while 2,5-dichloroaniline caused the
Synthesis, characterization and electrical properties of poly (2, 5-, 2, 3-and 3, 5-dichloroaniline) s. Part II. Copolymers with aniline.
Diaz FR, et al.
Synthetic Metals, 118(1-3), 25-31 (2001)
Tautomeric properties and crystal structure of N−[2−hydroxy−1−naphthylidene] 2,5−dichloroaniline.
Yildiz M, et al.
Crystal Research and Technology, 41(6), 600-606 (2006)
Determination of aromatic amines by solid-phase microextraction and gas chromatography−mass spectrometry in water samples.
Muller L, et al.
Journal of Chromatography A, 791(1), 221-230 (1997)

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