7499-07-2

Basic information

• Product Name: 4-CHLORO-2-METHYLBENZOIC ACID
• Synonyms: RARECHEM AL BO 0472;2-METHYL-4-CHLOROBENZOIC ACID;4-CHLORO-O-TOLUIC ACID;4-CHLORO-2-METHYLBENZOIC ACID;2-Carboxy-5-chlorotoluene, 4-Chloro-o-toluic acid;4-Chloro-2-Methylbenzoic Acid, 97+%;4-Chloro-2-methylbenzoicacid,98%;Benzoic acid,4-chloro-2-methyl-
• CAS NO: 7499-07-2
• Molecular Formula: C₈H₇ClO₂
• Molecular Weight: 170.59
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Benzene series;Benzoic acid;C8;Carbonyl Compounds;Carboxylic Acids
• Mol File: 7499-07-2.mol
• Article Data: 16

Chemical Properties

• Melting Point: 167-171 °C(lit.)
• Boiling Point: 300.3 °C at 760 mmHg
• Flash Point: 135.4 °C
• Appearance: /
• Density: 1.31 g/cm³
• Vapor Pressure: 0.000504mmHg at 25°C
• Refractive Index: 1.573
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 3.63±0.25(Predicted)
• CAS DataBase Reference: 4-CHLORO-2-METHYLBENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLORO-2-METHYLBENZOIC ACID(7499-07-2)
• EPA Substance Registry System: 4-CHLORO-2-METHYLBENZOIC ACID(7499-07-2)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-41
• Safety Statements: 26-37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 7499-07-2(Hazardous Substances Data)

Usage

Uses

4-Chloro-2-methylbenzoic acid can be used in the synthesis of:4-chloro-2-methylbenzophenone via Freidel Craft′s acylation with benzene4-chloro-2-methyl-5-(methylsulfonyl)benzoic acid4-chloro-2-methyl-3-nitrobenzoic acid methyl ester

General Description

4-Chloro-2-methylbenzoic acid can be synthesized from 4-chlorobenzoic acid via a multi-step reaction process.

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

Upstream product

• 146516-71-4 2,N-dimethyl-4-chloro-benzanilide 
• 74-11-3 para-chlorobenzoic acid 
• 1048025-62-2 4-chloro-2-iodo-6-methylbenzoic acid 
• 129716-11-6 2-methyl-4-chlorobenzyl alcohol 
• 124-38-9 carbon dioxide 
• 762-49-2 2-fluoroethyl bromide 
• 75319-02-7 4-chloro-2-methylbenzohydrazide 
• 74-88-4 methyl iodide 
• 14495-51-3 2-bromo-5-chlorotoluene 
• 766-80-3 1-bromomethyl-3-chlorobenzene 
• 108-41-8 1-chloro-3-methylbenzene 
• 95-69-2 4-chloro-2-methylbenzeneamine 
• 120-66-1 N-(2-methylphenyl)acetamide 
• 6611-78-5 4-dichloromethyl-4-methyl-2,5-cyclohexadienone 

Downstream Products

• 58231-16-6 4-chloro-2-ethylbenzoic acid 
• 321-21-1 4-fluoro-2-methylbenzoic acid 
• 702693-31-0 N-[4-chloro-2-methylbenzoyl]-2,3-dihydrobenzofuran-5-sulfonamide 
• 15393-58-5 4-chloro-2-methyl-benzoic acid ethyl ester 
• 18362-49-7 1,3-bis(4-chlorophenyl)propane-1,3-dione 
• 176308-95-5 methyl 2-methyl-4-chloro-5-methylsulphonylbenzoate 
• 1048025-62-2 4-chloro-2-iodo-6-methylbenzoic acid 
• 1350411-23-2 4-chloro-2-(2-hydroxy-ethyl)-N-(tetrahydro-pyran-4-yl)-benzamide 
• 102392-17-6 4-Chloro-5-chlorosulfonyl-2-methyl-benzoic acid 
• 190367-56-7 methyl 4-chloro-2-methyl-5-nitrobenzoate 
• 190367-57-8 4-chloro-2-methyl-3-nitrobenzoic acid methyl ester 
• 129716-11-6 2-methyl-4-chlorobenzyl alcohol 
• 75870-97-2 4-chloro-2-methylbenzoyl fluoride 
• 40319-46-8 3,5-dinitro-4-chloro-o-toluic acid 

Relevant articles and documents

Catalytic Reductions Without External Hydrogen Gas: Broad Scope Hydrogenations with Tetrahydroxydiboron and a Tertiary Amine

Facile reduction of aryl halides with a combination of 5% Pd/C, B2(OH)4, and 4-methylmorpholine is reported. Aryl bromides, iodides, and chlorides were efficiently reduced. Aryl dihalides containing two different halogen atoms underwent selective reduction: I over Br and Cl, and Br over Cl. Beyond these, aryl triflates were efficiently reduced. This combination was broadly general, effectuating reductions of benzylic halides and ethers, alkenes, alkynes, aldehydes, and azides, as well as for N-Cbz deprotection. A cyano group was unaffected, but a nitro group and a ketone underwent reduction to a low extent. When B2(OD)4 was used for aryl halide reduction, a significant amount of deuteriation occurred. However, H atom incorporation competed and increased in slower reactions. 4-Methylmorpholine was identified as a possible source of H atoms in this, but a combination of only 4-methylmorpholine and Pd/C did not result in reduction. Hydrogen gas has been observed to form with this reagent combination. Experiments aimed at understanding the chemistry led to the proposal of a plausible mechanism and to the identification of N,N-bis(methyl-d3)pyridin-4-amine (DMAP-d6) and B2(OD)4 as an effective combination for full aromatic deuteriation. (Figure presented.).

Synthetic method of 1-(4-iodophenyl)-5-chlorinisobenzofuran

The invention relates to a synthetic method of a compound, in particular to a synthetic method of 1-(4-iodophenyl)-5-chlorinisobenzofuran.By means of the method, the 1-(4-iodophenyl)-5-chlorinisobenzofuran is obtained through a series of reactions of oxidation, condensation and the like.The method is mild in reaction condition and high in yield.

The first regioselective metalation and functionalization of unprotected 4-halobenzoic acids

(Chemical Equation Presented) By treatment with s-BuLi, s-BuLi/TMEDA, or t-BuLi at ～-78°C, 4-fluoro- and 4-chlorobenzoic acids (1a,b) are metalated preferentially in the position adjacent to the carboxylate. A complete reversal in regioselectivity is observed for 1a when treated with LTMP; a sequential process involving a rapid intraaggregate lithiation through a quasi dianion complex "QUADAC" is postulated to explain the unusual reactivity of Me2S2 and I2.