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135577

Sigma-Aldrich

2-Chlorobenzoic acid

98%

Synonym(s):

2-CBA, o-Chlorobenzoic acid

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About This Item

Linear Formula:
ClC6H4CO2H
CAS Number:
118-91-2
Molecular Weight:
156.57
Beilstein:
907340
EC Number:
204-285-4
MDL number:
MFCD00002412
UNSPSC Code:
12352100
PubChem Substance ID:
24848210
NACRES:
NA.22

Assay

98%

mp

138-140 °C (lit.)

solubility

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

SMILES string

OC(=O)c1ccccc1Cl

InChI

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

InChI key

IKCLCGXPQILATA-UHFFFAOYSA-N

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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.

Application

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 2

Flash Point(F)

343.4 °F

Flash Point(C)

173 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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.
Gejiao Wang et al.
FEMS microbiology letters, 233(2), 307-314 (2004-04-06)
The potential for real-time PCR (RTm-PCR) detection of the genetically engineered strain Pseudomonas putida GN2 was studied during 2-chlorobenzoate (2-CB) degradation in three different soils. The strain contained the constructed plasmid pGN2 which encoded genes for 2-CB oxidation (cbdA) and
C A Blackledge et al.
Journal of pharmaceutical and biomedical analysis, 22(6), 1023-1028 (2000-06-17)
The metabolic fate of [14C]-labelled 2 and 4-chlorobenzoic acids (2- and 4-CBA) has been determined in the rat following intraperitoneal (i.p.) administration at 100 mg/kg to male rats. The major route of elimination for both 2-and 4-CBA was urine with
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
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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