24487-91-0

Basic information

• Product Name: 2-Methyl-3-methoxybenzoyl chloride
• Synonyms: Benzoyl chloride, 3-methoxy-2-methyl- (9CI);2-Methyl-3-methoxybenzoyl chloride;2-Methyl-m-anisoyl chloride;3-Methoxy-2-methylbenzoyl chloride;2-Methyl-3-Methoxybe;IHT-FC MMBC
• CAS NO: 24487-91-0
• Molecular Formula: C₉H₉ClO₂
• Molecular Weight: 184.62
• EINECS: 1312995-182-4
• Product Categories: ACIDHALIDE
• Mol File: 24487-91-0.mol
• Article Data: 32

Chemical Properties

• Boiling Point: 257 ºC
• Flash Point: 96 ºC
• Appearance: /
• Density: 1.182
• Vapor Pressure: 0.0149mmHg at 25°C
• Refractive Index: 1.527
• CAS DataBase Reference: 2-Methyl-3-methoxybenzoyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methyl-3-methoxybenzoyl chloride(24487-91-0)
• EPA Substance Registry System: 2-Methyl-3-methoxybenzoyl chloride(24487-91-0)

Safety Data

• Hazardous Substances Data: 24487-91-0(Hazardous Substances Data)

Usage

Uses

3-Methoxy-2-methylbenzoyl Chloride is an intermediate in the synthesis of Methoxyfenozide-d9 (M262768), deuterium labelled Methoxyfenozide (M262765). It is used primarily as an insecticide, and pesticide.

InChI:InChI=1/C9H9ClO2/c1-6-7(9(10)11)4-3-5-8(6)12-2/h3-5H,1-2H3

Upstream product

• 55289-06-0 3-methoxy-2-methylbenzoic acid 
• 68-12-2 N,N-dimethyl-formamide 
• 3260-88-6 1-chloro-3-methoxy-2-methylbenzene 
• 118-69-4 2,6-dichlorotoluene 
• 42981-93-1 3-methoxy-2-methylbenzoic acid methyl ester 
• 55289-05-9 methyl 3-hydroxy-2-methylbenzoate 
• 59382-59-1 2-methyl-3-nitro-benzoic acid methyl ester 
• 18583-89-6 methyl 3-amino-2-methylbenzoate 
• 1975-50-4 2-methyl-3-nitrobenzic acid 
• 83-41-0 2,3-dimethylnitrobenzene 
• 95-47-6 o-xylene 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 131-27-1 3-amino-1,5-naphthalenedisulfonic acid 
• 603-80-5 3-hydroxy 2-methylbenzoic acid 

Downstream Products

• 119086-32-7 N-[2-(3,4-Dimethoxy-phenyl)-2-hydroxy-ethyl]-3-methoxy-2-methyl-benzamide 
• 149653-77-0 (S)-N-(1-azabicyclo[2.2.2]oct-3-yl)-3-methoxy-2-methylbenzamide 
• 551964-00-2 4-isopropyl-2-(3-methoxy-2-methyl-phenyl)-4-methyl-4H-oxazol-5-one 
• 551963-99-6 4,4-diethyl-2-(3-methoxy-2-methyl-phenyl)-4H-oxazol-5-one 
• 551963-98-5 2-(3-methoxy-2-methyl-phenyl)-3-oxa-1-aza-spiro[4.4]non-1-en-4-one 
• 95330-29-3 3-methoxy-2,N-dimethylbanzamide 
• 856167-77-6 ethyl 3-(3-methoxy-2-methylphenyl)-3-oxopropanoate 

Relevant articles and documents

Preparation method of 6-chloro-2-methoxytoluene and synthesis process of methoxyfenozide

The invention relates to the field of insecticides, in particular to a preparation method of 6-chloro-2-methoxytoluene and a synthesis process of methoxyfenozide. The preparation method of the 6-chloro-2-methoxytoluene comprises the following steps: in a solvent, mixing 2, 6-dichlorotoluene with sodium methoxide, and carrying out a substitution reaction to prepare a first reaction solution containing 3-chloro-2-sodium methylphenolate and the 6-chloro-2-methoxytoluene; and dropwise adding dimethyl sulfate into the first reaction solution, carrying out etherification reaction, removing 3-chloro-2-sodium methylphenolate to obtain a second reaction solution, and carrying out post-treatment to obtain the 6-chloro-2-methoxytoluene. The synthesis process of the methoxyfenozide comprises the following steps: preparing 3-methoxy-2-methyl benzoic acid by taking 6-chloro-2-methoxytoluene as an intermediate; using 3-methoxy-2-methyl benzoic acid and 3, 5-dimethyl benzoic acid as intermediates, and preparing to obtain the methoxyfenozide. According to the synthesis process disclosed by the invention, the yield and the purity of methoxyfenozide can be remarkably improved.

Facile Synthesis of Alkylidene Phthalides by Rhodium-Catalyzed Domino C?H Acylation/Annulation of Benzamides with Aliphatic Carboxylic Acids

The Rh-catalyzed ortho-C(sp2)?H functionalization of 8-aminoquinoline-derived benzamides with aliphatic acyl fluorides generated in situ from the corresponding acids has been developed. This reaction initiated with 8-aminoquinoline-directed ortho-C(sp2)?H acylation, which was accompanied by subsequent intramolecular nucleophilic acyl substitution of amide group to produce alkylidene phthalides This approach exhibits high stereo-selectivity for Z-isomer products, and tolerates a variety of functional groups as well as aliphatic carboxylic acids with diverse structural scaffolds.

Improved synthesis of sterically encumbered heteroaromatic biaryls from aromatic β-keto esters

A protocol for the synthesis of hindered 4-aryl 2-aminopyrimidines from β–keto esters is described. The process employs trifluoroethanol as an essential additive to promote the guanidine condensation reaction, enabling the synthesis of 25 aryl- and heteroaryl substituted aminopyrimidines in good yields and high purities with no column chromatography. The conditions described herein are readily scalable and have been employed in the large-scale synthesis of the clinical A2a/A2bR antagonist AB928.