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Merck
CN

135577

2-Chlorobenzoic acid

98%

Synonym(s):

2-CBA, o-Chlorobenzoic acid

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About This Item

Linear Formula:
ClC6H4CO2H
CAS Number:
Molecular Weight:
156.57
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
204-285-4
Beilstein/REAXYS Number:
907340
MDL number:
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Product Name

2-Chlorobenzoic acid, 98%

InChI key

IKCLCGXPQILATA-UHFFFAOYSA-N

InChI

1S/C7H5ClO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,(H,9,10)

SMILES string

OC(=O)c1ccccc1Cl

assay

98%

mp

138-140 °C (lit.)

solubility

cold water: soluble 900 part
alcohol: freely soluble
diethyl ether: freely soluble
water: soluble (hot)

functional group

carboxylic acid
chloro

Quality Level

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Application

2-Chlorobenzoic acid was used to study the degradation of 2-bromobenzoic acid by Pseudomonas aeruginosa.

General description

2-Chlorobenzoic acid degradation by pure cultures of Burkholderia cepacia strain with and without the bacterial hemoglobin gene was studied in parallel membrane bioreactors. Intramolecular hydrogen atom tunneling in 2-chlorobenzoic acid has been studied by low-temperature matrix-isolation infrared spectroscopy.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

13 - Non Combustible Solids

wgk

WGK 2

flash_point_f

343.4 °F

flash_point_c

173 °C

ppe

dust mask type N95 (US), Eyeshields, Gloves


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F K Higson et al.
Applied and environmental microbiology, 56(6), 1615-1619 (1990-06-01)
A strain of Pseudomonas aeruginosa producing 2-bromobenzoic acid, designated 2-BBZA, was isolated by enrichment culture from municipal sewage. It degraded all four 2-halobenzoates as well as certain 3-halo- and dihalobenzoates, though none of the 4-halobenzoates supported growth of this organism.
A S Yuroff et al.
Applied and environmental microbiology, 69(12), 7401-7408 (2003-12-09)
We investigated the mechanisms of uptake of 2-chlorobenzoate (2-CBa) and 2-hydroxybenzoate (2-HBa) by Pseudomonas huttiensis strain D1. Uptake was monitored by assaying intracellular accumulation of 2-[UL-ring-14C]CBa and 2-[UL-ring-14C]HBa. Uptake of 2-CBa showed substrate saturation kinetics with an apparent Km of
W J Hickey et al.
Applied and environmental microbiology, 67(12), 5648-5655 (2001-11-28)
Protein mass spectrometry and molecular cloning techniques were used to identify and characterize mobile o-halobenzoate oxygenase genes in Pseudomonas aeruginosa strain JB2 and Pseudomonas huttiensis strain D1. Proteins induced in strains JB2 and D1 by growth on 2-chlorobenzoate (2-CBa) were
Meltem Urgun-Demirtas et al.
Biotechnology and bioengineering, 87(1), 110-118 (2004-06-24)
Application of Vitreoscilla hemoglobin (VHb) technology to 2-CBA degradation by Burkholderia cepacia strain DNT under hypoxic conditions was studied in continuous culture chemostats. Dechlorination abilities of both recombinant (VHb gene (vgb) containing) and untransformed cells were investigated at various dilution
W J Hickey et al.
Applied and environmental microbiology, 67(10), 4603-4609 (2001-09-26)
We have identified in Pseudomonas aeruginosa strain JB2 a novel cluster of mobile genes encoding degradation of hydroxy- and halo-aromatic compounds. Nineteen open reading frames were located and, based on sequence similarities, were putatively identified as encoding a ring hydroxylating

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