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185760

Sigma-Aldrich

1-Chloro-2-nitrobenzene

99%

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Linear Formula:
ClC6H4NO2
CAS Number:
Molecular Weight:
157.55
Beilstein/REAXYS Number:
509273
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

5.4 (vs air)

vapor pressure

0.04 mmHg ( 25 °C)

assay

99%

form

solid

autoignition temp.

500 °F

expl. lim.

8.7 %

bp

246 °C (lit.)

mp

31-33 °C (lit.)

solubility

alcohol: soluble
benzene: soluble
diethyl ether: soluble
water: insoluble

density

1.348 g/mL at 25 °C (lit.)

SMILES string

[O-][N+](=O)c1ccccc1Cl

InChI

1S/C6H4ClNO2/c7-5-3-1-2-4-6(5)8(9)10/h1-4H

InChI key

BFCFYVKQTRLZHA-UHFFFAOYSA-N

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General description

1-Chloro-2-nitrobenzene was reduced to o-chloroaniline by using 5% platinum on carbon with ammonium formale or forinic acid as hydrogen donor. Reaction of 1-chloro-2-nitrobenzene with dinitrogen pentoxide in dichloromethane is strongly catalysed by H-Faujasite-720(zeolite).

Application

1-Chloro-2-nitrobenzene was used in the synthesis of 1-hydroxybenzotriazole derivatives.

pictograms

Skull and crossbones

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Oral

wgk_germany

WGK 3

flash_point_f

258.8 °F

flash_point_c

126 °C

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


Certificates of Analysis (COA)

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Catalytic transfer hydrogenation of aromatic nitro compounds by employing ammonium formate and 5% platinum on carbon.
Gowda DC and Mahesh B.
Synthetic Communications, 30(20), 3639-3644 (2000)
Zeolite catalysis of aromatic nitrations with dinitrogen pentoxide.
Claridge RP, et al.
J. Chem. Soc. Perkin Trans. II, 9, 1815-1818 (1999)
Spectrophotometric Determination of pKa's of 1-Hydroxybenzotriazole and Oxime Derivatives in 95% Acetonitrile-Water.
Fathalla MF and Khattab SN.
J. Chem. Soc. Pak., 33(3), 324-324 (2011)
Haizhen Wu et al.
Journal of environmental sciences (China), 21(1), 89-95 (2009-05-01)
A bacterial strain that utilized o-chloronitrobenzene (o-CNB) as the sole carbon, nitrogen and energy sources was isolated from an activated sludge collected from an industrial waste treatment plant. It was identified as Pseudomonas putida based on its morphology, physiological, and
Hong Liu et al.
Applied and environmental microbiology, 77(13), 4547-4552 (2011-05-24)
Pseudomonas stutzeri ZWLR2-1 utilizes 2-chloronitrobenzene (2CNB) as a sole source of carbon, nitrogen, and energy. To identify genes involved in this pathway, a 16.2-kb DNA fragment containing putative 2CNB dioxygenase genes was cloned and sequenced. Of the products from the

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