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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/REAXYS Number:
907340
EC Number:
204-285-4
MDL number:
MFCD00002412
UNSPSC Code:
12352100
PubChem Substance ID:
24848210
NACRES:
NA.22

Quality Level

100

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

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

signalword

Warning

hcodes

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

13 - Non Combustible Solids

wgk_germany

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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Certificates of Analysis (COA)

Lot/Batch Number
SDBB0295
STBL2195
MKAA3396
STBL0549
STBK6746

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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 C Layton et al.
Journal of industrial microbiology, 13(6), 392-401 (1994-11-01)
The microbial populations in PCB-contaminated electric power substation capacitor bank soil (TVA soil) and from another PCB-contaminated site (New England soil) were compared to determine their potential to degrade PCB. Known biphenyl operon genes were used as gene probes in
Gang-hua Lang et al.
Applied microbiology and biotechnology, 83(6), 1085-1094 (2009-03-26)
TfdT is a LysR-type transcriptional regulator that activates the transcription of the chlorocatechol degradative gene operon tfdCDEF of the chlorobenzoate-degrading bacterium Burkholderia sp. NK8. To identify the amino acids involved in the effector recognition by TfdT, a polymerase-chain-reaction-based random mutagenesis
Satoshi Nishino et al.
The journal of physical chemistry. A, 111(30), 7041-7047 (2007-07-03)
Intramolecular hydrogen atom tunneling in 2-chlorobenzoic acid has been investigated by low-temperature matrix-isolation infrared spectroscopy with the aid of density functional theory calculation. Infrared spectra of two relatively stable syn isomers, SC and ST, were observed in argon and xenon
Grazia Baggi et al.
Biodegradation, 16(3), 275-282 (2005-05-04)
A study was made of the metabolic and co-metabolic intermediates of 2- and 3-chlorobenzoate, 2,3- and 3,5-dichlorobenzoate to elucidate the mechanism(s) involved in the negative effects observed on the growth of a chlorobenzoate-degrading microbial consortium in the presence of mixed
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