4397-55-1

Basic information

• Product Name: methyl 2-(chlorocarbonyl)benzoate
• Synonyms: 2-METHOXYCARBONYLBENZOYL CHLORIDE;methyl 2-(chlorocarbonyl)benzoate;Methyl phthaloyl chloride 97%;o-Carbomethoxybenzoyl chloride;o-Methoxycarbonylbenzoyl chloride;Phthalic acid monochloride monomethyl ester;Methyl 2-chloroformylbenzoate
• CAS NO: 4397-55-1
• Molecular Formula: C₉H₇ClO₃
• Molecular Weight: 198.60308
• Mol File: 4397-55-1.mol
• Article Data: 35

Chemical Properties

• Boiling Point: 297.3°C at 760 mmHg
• Flash Point: 130.5°C
• Appearance: /
• Density: 1.291g/cm³
• Vapor Pressure: 0.00136mmHg at 25°C
• Refractive Index: 1.54
• Storage Temp.: 2-8°C
• CAS DataBase Reference: methyl 2-(chlorocarbonyl)benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-(chlorocarbonyl)benzoate(4397-55-1)
• EPA Substance Registry System: methyl 2-(chlorocarbonyl)benzoate(4397-55-1)

Safety Data

• Hazard Codes: C
• Statements: 22-34-43
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3265 8 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 4397-55-1(Hazardous Substances Data)

Usage

General Description

Methyl 2-(chlorocarbonyl)benzoate is a chemical with the molecular formula C9H7ClO3. This organic compound belongs to the family of benzoic acid esters that are typically characterized by a benzoic acid functional group substituted with a carbonyloxy group at the 2-position. It has a Chloro substituent which contributes to the reactivity, polarity, and the compound's interaction with other substances. Primarily used in the chemical and pharmaceutical industry, this compound can play a role in various organic synthesis processes. Safety precautions should be taken when handling this compound due to potential hazards associated with its use.

InChI:InChI=1/C9H7ClO3/c1-13-9(12)7-5-3-2-4-6(7)8(10)11/h2-5H,1H3

Upstream product

• 7719-09-7 thionyl chloride 
• 4376-18-5 Monomethyl phthalate 
• 85-44-9 phthalic anhydride 

Downstream Products

• 109510-44-3 2-(2-oxo-hexahydro-azepine-1-carbonyl)-benzoic acid methyl ester 
• 4388-29-8 [2,2'-biisoindoline]-1,1',3,3'-tetraone 
• 34006-78-5 methyl propyl benzene-1,2-dicarboxylate 
• 859033-58-2 2-(5,7-dihydroxy-3-methoxy-4-oxo-4H-chromen-2-yl)-benzoic acid 
• 34006-77-4 ethyl methyl phthalate 
• 73513-54-9 phthalic acid isobutyl ester-methyl ester 
• 858011-46-8 N-(β-methoxy-phenethyl)-phthalamic acid 
• 858011-45-7 N-(β-methoxy-phenethyl)-phthalamic acid methyl ester 
• 102182-10-5 N-[5-(4-nitro-phenoxy)-pentyl]-phthalamic acid methyl ester 
• 73513-53-8 phthalic acid 1-tert-butyl ester 2-methyl ester 
• 26593-43-1 2-methoxycarbonyl-N,N-dimethylbenzamide 
• 26593-44-2 o-Carbomethoxy-N,N-diethylbenzamide 
• 2346-63-6 2-(2,4-dimethylbenzoyl)benzoic acid 
• 53241-98-8 o-carbomethoxybenzoic acid anilide 

Relevant articles and documents

Palladium-catalyzed C–P bond activation of aroyl phosphine oxides without the adjacent “anchoring atom”

A novel palladium-catalyzed decarbonylation of aroyl phosphine oxides to prepare phosphine oxides from carboxylic acids is developed. Without the adjacent “anchoring atom”, the challenging C–P bond activation is achieved in high selectivity. The disclosure of this reaction provides a new example of C–P bond activation and helps to extend the understanding of the property of C–P bond.

Aziridine-2-carboxylic acid derivatives and its open-ring isomers as a novel PDIA1 inhibitors

[Figure not available: see fulltext.] Acyl derivatives of aziridine-2-carboxylic acid have been synthesized and tested as PDIA1 inhibitors. Calculations of charge value and distribution in aziridine ring system and some alkylating agents were performed. For the first time was found that acyl derivatives of aziridine-2-carboxylic acid are weak to moderately active PDIA1 inhibitors.

Synthesis and biological evaluation of chemokine receptor ligands with 2-benzazepine scaffold

Targeting CCR2 and CCR5 receptors is considered as promising concept for the development of novel antiinflammatory drugs. Herein, we present the development of the first probe-dependent positive allosteric modulator (PAM) of CCR5 receptors with a 2-benzazepine scaffold. Compound 14 (2-isobutyl-N-({[N-methyl-N-(tetrahydro-2H-pyran-4-yl)amino]methyl}phenyl)-1-oxo-2,3-dihydro-1H-2-benzazepine-4-carboxamide) activates the CCR5 receptor in a CCL4-dependent manner, but does not compete with [3H]TAK-779 binding at the CCR5. Furthermore, introduction of a p-tolyl moiety at 7-position of the 2-benzazepine scaffold turns the CCR5 PAM 14 into the selective CCR2 receptor antagonist 26b. The structure affinity and activity relationships presented here offer new insights into ligand recognition by CCR2 and CCR5 receptors.