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135585

Sigma-Aldrich

4-Chlorobenzoic acid

99%

Synonym(s):

4-CBA, p-Chlorobenzoic acid

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About This Item

Linear Formula:
ClC6H4CO2H
CAS Number:
74-11-3
Molecular Weight:
156.57
Beilstein:
907196
EC Number:
200-805-9
MDL number:
MFCD00002531
UNSPSC Code:
12352100
PubChem Substance ID:
24848211
NACRES:
NA.22

Assay

99%

form

powder

mp

238-241 °C (lit.)

solubility

methanol: soluble 1%, clear, colorless to faintly yellow

SMILES string

OC(=O)c1ccc(Cl)cc1

InChI

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

InChI key

XRHGYUZYPHTUJZ-UHFFFAOYSA-N

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General description

4-Chlorobenzoic acid is a degradation product of indomethacin. It is degraded by Acinetobacter sp. strain ST-1 and causes its dehalogenation to yield 4-hydroxybenzoic acid under both aerobic and anaerobic conditions.

Application

4-Chlorobenzoic acid can be used:
  • As a ligand to synthesize luminescent lanthanide complexes for bio-labeling or fiber communication applications.
  • To prepare organotin(IV) chlorobenzoates exhibiting anticorrosion properties.
  • As a ligand to synthesize di-n-butyl(4-chlorobenzoxy)(4-chlorobenzohydroxamato)tin(IV).

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

460.4 °F - closed cup

Flash Point(C)

238 °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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Kikuo Kobayashi et al.
The Journal of general and applied microbiology, 43(2), 105-108 (1997-04-01)
Acinetobacter sp. strain ST-1, isolated from garden soil, can mineralize 4-chlorobenzoic acid (4-CBA). The bacterium degrades 4-CBA, starting with dehalogenation to yield 4-hydroxybenzoic acid (4-HBA) under both aerobic and anaerobic conditions, suggesting that the dehalogenating enzyme in the strain is
S M Lindenauer et al.
Biomedical engineering, 11(9), 301-306 (1976-09-01)
Knitted Dacron cloth fabricated into tubes has gained widespread acceptance as an arterial prosthesis. Continued research and development in the field of vascular prostheses is required because existing materials are not ideal. This paper relates general developments in vascular prosthesis
Ruiyang Xiao et al.
Environmental pollution (Barking, Essex : 1987), 257, 113498-113498 (2019-11-26)
Carbamazepine (CBZ), a widely detected pharmaceutical in wastewaters, cannot currently be treated by conventional activated sludge technologies, as it is highly resistant to biodegradation. In this study, the degradation kinetics and reaction mechanisms of CBZ by hydroxyl radical (OH) and
Synthesis, structure and fluorescence of Er (III) complexes with benzoic acid and 4-chlorobenzoic acid
Luo X, et al.
Inorganica chimica acta, 446, 169-175 (2016)
Heather O'Neal Tugaoen et al.
The Science of the total environment, 613-614, 1331-1338 (2017-10-04)
A key barrier to implementing photocatalysis is delivering light to photocatalysts that are in contact with aqueous pollutants. Slurry photocatalyst systems suffer from poor light penetration and require post-treatment to separate the catalyst. The alternative is to deposit photocatalysts on
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