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135585

Sigma-Aldrich

4-Chlorobenzoic acid

99%

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Synonym(s):
4-CBA, p-Chlorobenzoic acid
Linear Formula:
ClC6H4CO2H
CAS Number:
Molecular Weight:
156.57
Beilstein/REAXYS Number:
907196
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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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1 of 4

This Item
PHR2581PHR3330PHR1744
4-Chlorobenzoic acid 99%

135585

4-Chlorobenzoic acid

Indomethacin Related Compound B Pharmaceutical Secondary Standard; Certified Reference Material, certified reference material, pharmaceutical secondary standard, pkg of 50 mg

PHR2581

Indomethacin Related Compound B

2-Chlorobenzoic acid certified reference material, pharmaceutical secondary standard

PHR3330

2-Chlorobenzoic acid

3-Chlorobenzoic acid Pharmaceutical Secondary Standard; Certified Reference Material

PHR1744

3-Chlorobenzoic acid

solubility

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

solubility

-

solubility

-

solubility

-

form

powder

form

powder

form

-

form

-

mp

238-241 °C (lit.)

mp

238-241 °C (lit.)

mp

138-140 °C (lit.)

mp

153-157 °C (lit.)

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

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

460.4 °F - closed cup

flash_point_c

238 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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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