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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:
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)

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
GHS06

Signal Word

Danger

Hazard Statements

H301 + H311

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Oral

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

258.8 °F - closed cup

Flash Point(C)

126 °C - closed cup

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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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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