5162-82-3

Basic information

• Product Name: 3-Chloro-4-methylbenzoic acid
• Synonyms: 3-chloro-p-toluicaci;Benzoic acid, 3-chloro-4-methyl-;3-CHLORO-4-TOLUIC ACID;3-CHLORO-4-METHYLBENZOIC ACID;3-CHLORO-P-TOLUIC ACID;RARECHEM AL BO 1236;3-Chloro-P-Toluic;3-CHLORO-4-METHYLBENZOIC ACID 95%
• CAS NO: 5162-82-3
• Molecular Formula: C₈H₇ClO₂
• Molecular Weight: 170.59
• Product Categories: Acids and Derivatives;Halides;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Benzoic acid
• Mol File: 5162-82-3.mol
• Article Data: 8

Chemical Properties

• Melting Point: 208 °C
• Boiling Point: 304.5 °C at 760 mmHg
• Flash Point: 138 °C
• Appearance: /
• Density: 1.31 g/cm³
• Vapor Pressure: 0.000381mmHg at 25°C
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: DMSO (Sparingly), Methanol (Slightly)
• PKA: 4.00±0.10(Predicted)
• CAS DataBase Reference: 3-Chloro-4-methylbenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Chloro-4-methylbenzoic acid(5162-82-3)
• EPA Substance Registry System: 3-Chloro-4-methylbenzoic acid(5162-82-3)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-51-41-37/38-22
• Safety Statements: 26-37/39-39
• RTECS: XU1650000
• HazardClass: IRRITANT
• Hazardous Substances Data: 5162-82-3(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powder

InChI:InChI=1/C8H7ClO2/c1-5-2-3-6(8(10)11)4-7(5)9/h2-4H,1H3,(H,10,11)/p-1

Upstream product

• 95-72-7 2-chloro-1,4-dimethyl-benzene 
• 21423-81-4 3-chloro-4-methylbenzonitrile 
• 3411-03-8 3-Chlor-4-methyl-benzaldehyd 
• 99-94-5 p-Toluic acid 
• 4395-79-3 2-chloro-p-cymene 
• 2458-12-0 3-amino-p-toluic acid 
• 76-05-1 trifluoroacetic acid 
• 7697-37-2 nitric acid 
• 108-24-7 acetic anhydride 
• 7664-93-9 sulfuric acid 
• 2719-40-6 1-methyl-2-chloro-4-chloromethylbenzene 
• 95-74-9 3-chloro-p-toluidine 
• 90792-98-6 1-(3-chloro-4-methylphenyl)-ethanone 
• 4974-59-8 2,2-dichloro-4'-methylacetophenone 

Downstream Products

• 586-30-1 3-hydroxy-4-methylbenzoic acid 
• 1967-31-3 2-chloroterephthalic acid 
• 930790-88-8 3-chloro-N-(1H-indol-5-yl)-4-methylbenzamide 
• 479234-38-3 tert-Butyl 3-chloro-4-methylbenzoate 
• 515135-27-0 5-chloro-N₃-cyclopropyl-N₄'-(cyclopropylmethyl)-6-methyl-3,4'-biphenyldicarboxamide 
• 515135-60-1 C₈H₆BrClO₂ 
• 909219-17-6 3-chloro-N-cyclopropyl-4-methylbenzamide 
• 515135-59-8 3-bromo-5-chloro-N-cyclopropyl-4-methylbenzamide 
• 74733-30-5 methyl 4-Bromomethyl-3-chlorobenzoate 
• 445303-10-6 2-(3-chloro-4-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1092307-46-4 methyl 3-amino-5-chloro-4-methylbenzoate 
• 25539-20-2 2-(phenoxy)terephthalic acid 
• 880874-02-2 3-chloro-4-(4-methyl-piperazin-1-ylmethyl)-benzoic acid ethyl ester 
• 895519-99-0 4-((4-methylpiperazin-1-yl)methyl)-3-chloro-benzoic acid 

Relevant articles and documents

The synthesis of 3-hydroxymethyldibenzo[b,f]thiepin 5,5-dioxide, a prostaglandin antagonist

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Highly selective oxidative monochlorination to synthesize organic intermediates: 2-Chlorotoluene, 2-chloroaniline, 2-chlorophenol, and 2-chloro-4-methylphenol

An alternative manufacturing process scheme was developed to synthesize monochloro-substituted aromatic compounds in high selectivity, involving oxidalive chlorination by using HCI-H2O2. Thus, 2-chlorotoluene, 2-chloroaniline, and 2-chlorophenol were synthesized by oxidative chlorination followed by desulphonation or decarboxylation. Oxidative chlorination of 4-methylbenzenesulphonic acid, 4-methylbenzoic acid, 4-aminobenzoic acid, and 4-hydroxybenzoic acid by using a suitable ratio of reactantr:HCI:H2O2, and their subsequent desulphonation or decarboxylation, gave 60-85% yield of the desired products. Oxidative chlorination of 4-methylphenol by using HCI-H2O2 gave as high as 98% selectivity to the desired 2-chloro-4-methylphenol.

Electrosynthesis of aryl-carboxylic acids from chlorobenzene derivatives and carbon dioxide

The electrocarboxylation of a large variety of chlorobenzenic compounds is achieved in N,N-dimethylformamide by constant current electrolysis between a stainless steel cathode and a sacrificial magnesium anode in a diaphragmless cell. Substituted benzoic acids are obtained in high yield in simle conditions thus avoiding the usual preparation of organometallic intermediates.