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185760

Sigma-Aldrich

1-Chloro-2-nitrobenzene

99%

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About This Item

Linear Formula:
ClC6H4NO2
CAS Number:
88-73-3
Molecular Weight:
157.55
Beilstein/REAXYS Number:
509273
EC Number:
201-854-9
MDL number:
MFCD00007061
UNSPSC Code:
12352100
PubChem Substance ID:
24851178
NACRES:
NA.22

vapor density

5.4 (vs air)

Quality Level

200

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.)

functional group

chloro

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
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Oral

Storage Class

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

wgk_germany

WGK 3

flash_point_f

258.8 °F - closed cup

flash_point_c

126 °C - closed cup

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH0113
BCCF1593
BCCD7651
BCCB6605
BCBW7359

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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)
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)
Zeolite catalysis of aromatic nitrations with dinitrogen pentoxide.
Claridge RP, et al.
J. Chem. Soc. Perkin Trans. II, 9, 1815-1818 (1999)
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
Zhaobing Guo et al.
Water research, 39(6), 1174-1182 (2005-03-16)
The selective adsorption of p-chloronitrobenzene (p-CNB) using zeolite as the adsorbent from an aqueous mixture containing p-CNB and o-chloronitrobenzene (o-CNB) was investigated. The maximum adsorption amounts of p-CNB in HZSM-5 zeolite were found to be approximately 4 molecules per unit
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