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

Description

2-Methyl-3-methoxybenzoyl chloride is an organic compound that serves as a crucial intermediate in the synthesis of various chemical products. It is characterized by its molecular structure, which includes a benzene ring with a methyl group at the 2nd position, a methoxy group at the 3rd position, and a benzoyl chloride group attached to the benzene ring. 2-Methyl-3-methoxybenzoyl chloride is known for its reactivity and versatility in chemical reactions, making it a valuable component in the synthesis of different compounds.

Uses

Used in Chemical Synthesis:
2-Methyl-3-methoxybenzoyl chloride is used as an intermediate in the synthesis of Methoxyfenozide-d9 (M262768) and deuterium labelled Methoxyfenozide (M262765). Its unique structure allows it to participate in various chemical reactions, facilitating the creation of complex molecules with specific properties.
Used in Pesticide Industry:
2-Methyl-3-methoxybenzoyl chloride is used as a key component in the production of Methoxyfenozide, which is an insecticide and pesticide. Its role in the synthesis of these compounds contributes to their effectiveness in controlling pests and protecting crops from damage. The compound's reactivity and stability make it an essential part of the formulation process, ensuring the development of efficient and reliable pest control solutions.

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 
• 72623-17-7 2-(2-Methyl-3-methoxyphenyl)-4,4-dimethyl-2-oxazoline 
• 73453-77-7 3-(4,4-dimethyloxazolin 2-yl)anisole 
• 603-80-5 3-hydroxy 2-methylbenzoic acid 
• 131-27-1 3-amino-1,5-naphthalenedisulfonic acid 
• 68-12-2 N,N-dimethyl-formamide 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 95-47-6 o-xylene 
• 83-41-0 2,3-dimethylnitrobenzene 
• 1975-50-4 2-methyl-3-nitrobenzic acid 
• 18583-89-6 methyl 3-amino-2-methylbenzoate 
• 59382-59-1 2-methyl-3-nitro-benzoic acid methyl ester 
• 55289-05-9 methyl 3-hydroxy-2-methylbenzoate 
• 42981-93-1 3-methoxy-2-methylbenzoic acid methyl ester 

Downstream Products

• 860537-09-3 2-chloro-1-(3-methoxy-2-methyl-phenyl)-ethanone 
• 104216-40-2 1-(3-methoxy-2-methyl-phenyl)-propan-1-one 
• 24487-92-1 1-(3-methoxy-2-methylphenyl)ethanone 
• 117498-59-6 (3-Methoxy-2-methyl-phenyl)-thiophen-2-yl-methanone 
• 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 
• 176088-64-5 3-Methoxy-2-methyl-N-((1R,3R,5S)-8-methyl-8-aza-bicyclo[3.2.1]oct-3-yl)-benzamide 
• 603-80-5 3-hydroxy 2-methylbenzoic acid 
• 860732-72-5 2,6-dihydroxy-1,5-dimethyl-9,10-anthraquinone 
• 860731-27-7 2,6-Dimethoxy-1,5-dimethyl-9,10-anthrachinon 
• 161050-58-4 methoxyfenoside 
• 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 

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.