ChemicalBook > CAS DataBase List > 4-Chlorobenzoic acid

4-Chlorobenzoic acid

Product Name
4-Chlorobenzoic acid
CAS No.
74-11-3
Chemical Name
4-Chlorobenzoic acid
Synonyms
74-11-3;PCBA;4-CHLOROBENZOATE;P-CHLOROBENZOIC ACID;Acemetacin impurity A CRS;4-chlorobenzoic;Indomethacin Related Compound B;Mycosid;NSC 8444;NSC 32738
CBNumber
CB5482423
Molecular Formula
C7H5ClO2
Formula Weight
156.57
MOL File
74-11-3.mol
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4-Chlorobenzoic acid Property

Melting point:
238-241 °C(lit.)
Boiling point:
274-276 °C
Density 
1.540
refractive index 
1.5812 (estimate)
Flash point:
238 °C
storage temp. 
room temp
solubility 
methanol: soluble1%, clear, colorless to faintly yellow
form 
Crystalline Powder
pka
3.98(at 25℃)
color 
White to yellow
PH
4.3 (0.08g/l, H2O, 20℃)
Water Solubility 
soluble in hot water
λmax
284nm(EtOH)(lit.)
Merck 
14,2125
BRN 
907196
Stability:
Stable. Combustible. Incompatible with bases, strong oxidizing agents.
InChIKey
XRHGYUZYPHTUJZ-UHFFFAOYSA-N
LogP
2.650
CAS DataBase Reference
74-11-3(CAS DataBase Reference)
NIST Chemistry Reference
Benzoic acid, 4-chloro-(74-11-3)
EPA Substance Registry System
p-Chlorobenzoic acid (74-11-3)
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Safety

Hazard Codes 
Xn
Risk Statements 
22-36/37/38
Safety Statements 
26-36-37/39
WGK Germany 
2
RTECS 
DG4976010
Autoignition Temperature
545 °C
TSCA 
Yes
HS Code 
29163900
Hazardous Substances Data
74-11-3(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: 1170 mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
135585
Product name
4-Chlorobenzoic acid
Purity
99%
Packaging
50g
Price
$42.1
Updated
2024/03/01
Sigma-Aldrich
Product number
PHR2581
Product name
Indomethacin Related Compound B
Purity
Pharmaceutical Secondary Standard; Certified Reference Material, certified reference material, pharmaceutical secondary standard, pkg of 50?mg
Packaging
50MG
Price
$534
Updated
2024/03/01
Sigma-Aldrich
Product number
1112423
Product name
Indomethacin Related Compound B
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
25mg
Price
$1300
Updated
2024/03/01
Sigma-Aldrich
Product number
8.00476
Product name
4-Chlorobenzoic acid
Purity
for synthesis
Packaging
5G
Price
$33
Updated
2022/05/15
Sigma-Aldrich
Product number
8.00476
Product name
4-Chlorobenzoic acid
Purity
for synthesis
Packaging
250g
Price
$77.9
Updated
2022/05/15
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4-Chlorobenzoic acid Chemical Properties,Usage,Production

Chemical Properties

white to light yellow crystal powder. Soluble in methanol, anhydrous ethanol and ether, very slightly soluble in water, toluene and 95% ethanol.

Uses

4-Chlorobenzoic acid is a benzoic acid analogue that showed antifungal activity against strains of Aspergillus flavus, Aspergillus fumigatus and Aspergillus terreus, causative agents of human aspergillosis, in in vitro bioas says. It is used as a preservative.
P-chlorobenzoic acid is the intermediate of fungicide dimethomorph, rodenticide Warfarin, Coumatetralyl and insecticide flumethrin, and also the intermediate of dye and medicine.

Uses

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).

Preparation

4-Chlorobenzoic acid is obtained by oxidation of p-chlorotoluene: add potassium permanganate solution to the mixture of p-chlorotoluene and water in stages. The reaction is refluxed under stirring for 5-6h, then acidified with hydrochloric acid to pH 2, filtered to obtain the crude product, and recrystallized with ethanol to obtain the finished product.

Definition

ChEBI: 4-chlorobenzoic acid is a monochlorobenzoic acid carrying a chloro substituent at position 4. It has a role as a bacterial xenobiotic metabolite. It derives from a benzoic acid. It is a conjugate acid of a 4-chlorobenzoate.

Synthesis Reference(s)

Organic Syntheses, Coll. Vol. 2, p. 135, 1943
Synthetic Communications, 25, p. 3695, 1995 DOI: 10.1080/00397919508015507
Tetrahedron Letters, 22, p. 1013, 1981 DOI: 10.1016/S0040-4039(01)82853-7

General Description

Triclinic crystals or light fluffy white powder.
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.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

4-Chlorobenzoic acid is incompatible with strong oxidizing agents and strong bases.

Fire Hazard

Flash point data for 4-Chlorobenzoic acid are not available; however, 4-Chlorobenzoic acid is probably combustible.

Purification Methods

Purify it as for m-chlorobenzoic acid. It has also been crystallised from hot water, and from EtOH. [Beilstein 9 IV 973.]

4-Chlorobenzoic acid Preparation Products And Raw materials

Raw materials

Potassium permanganate 4-Chlorotoluene

Preparation Products

Moclobemide 4-Chloro-3,5-dinitrobenzoic acid 2-Amino-5-nitrobenzophenone 3-Amino-4-methoxybenzanilide 4-Chloro-3-nitrobenzoic acid 4-Chlorobenzoyl chloride Bumetanide
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View Lastest Price from 4-Chlorobenzoic acid manufacturers

Ouhuang Engineering Materials (Hubei) Co., Ltd
Product
4-Chlorobenzoic acid 74-11-3
Price
US $1.00/KG
Min. Order
1KG
Purity
99.91%
Supply Ability
200000
Release date
2024-04-15
Speranza Chemical Co., Ltd.
Product
4-Chlorobenzoic acid 74-11-3
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
300MT/year
Release date
2019-12-24
WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
Product
4-Chlorobenzoic acid 74-11-3
Price
US $0.00/KG
Min. Order
100g
Purity
98%+
Supply Ability
100kg
Release date
2021-03-03

74-11-3, 4-Chlorobenzoic acidRelated Search:

4-Chloro-N-(4-Methoxyphenyl)benzaMide, 97% 1H-Indole-3-acetic acid, 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-, 2-hydroxypropyl ester 4-Chloro-2-(4-chlorobenzoyl)-1-(4-Methoxyphenyl)hydrazide Benzoic Acid 5-METHOXY-2-METHYL-3-INDOLEACETIC ACID Benzoic acid, 4-chloro-, 2,3-dihydroxypropyl ester 1H-Indole-3-acetic acid, 1-(4-chlorobenzoyl)-5-Methoxy-2-Methyl-, ethyl ester 1H-INDOLE-3-ACETICACID,1-(3-CHLOROBENZOYL)-5-METHOXY-2-METHYL 2-(4-METHOXYPHENYL)HYDRAZINESULFONIC ACID SODIUM SALT MONOHYDRATE IndoMethacin DiaMide methyl 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetate 1H-Indole-3-acetic acid, 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-,2,3-d ihydroxypropyl ester Indometacin EP Impurity G 4-Chlorobenzonitrile 4-Chlorobenzaldehyde 4-Chloroanisole Indometacin Impurity 17 Methanone, (4-chlorophenyl)[2,6-dichloro-4-(hydroxymethyl)phenyl]- Indometacin

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