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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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Synthesis and crystal structure of a mixed-ligand compound di-n-butyl (4-chlorobenzoxy)(4-chlorobenzohydroxamato) tin (IV)
Shang X, et al.
Journal of Organometallic Chemistry, 690(17), 3997-4000 (2005)
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
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