72422-80-1

Basic information

• Product Name: 3-Methyl-5-brom-2-hydroxyacetophenon
• Synonyms: 3-Methyl-5-brom-2-hydroxyacetophenon
• CAS NO: 72422-80-1
• Molecular Weight: 229.073
• Mol File: 72422-80-1.mol
• Article Data: 1

Chemical Properties

• Melting Point: 78–79°C
• CAS DataBase Reference: 3-Methyl-5-brom-2-hydroxyacetophenon(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Methyl-5-brom-2-hydroxyacetophenon(72422-80-1)
• EPA Substance Registry System: 3-Methyl-5-brom-2-hydroxyacetophenon(72422-80-1)

Safety Data

• Hazardous Substances Data: 72422-80-1(Hazardous Substances Data)

Usage

Preparation

Preparation by reaction of bromine with 2-hydroxy3-methylacetophenone in acetic acid at r.t. (80%) (66%).

Downstream Products

• 78095-37-1 (E)-1-(5-Bromo-2-hydroxy-3-methyl-phenyl)-3-furan-2-yl-propenone 
• 78095-41-7 (E)-1-(5-Bromo-2-hydroxy-3-methyl-phenyl)-3-thiophen-2-yl-propenone 
• 129632-40-2 (2E,4E)-1-(5-Bromo-2-hydroxy-3-methyl-phenyl)-5-furan-2-yl-penta-2,4-dien-1-one 
• 129333-68-2 Phenyl-acetic acid 2-acetyl-4-bromo-6-methyl-phenyl ester 
• 77708-29-3 Thiophene-2-carboxylic acid 2-acetyl-4-bromo-6-methyl-phenyl ester 
• 130029-43-5 5-bromo-3-methyl-(p-methoxy)cinnamoyloxyacetophenone 
• 145665-64-1 4-Acetylamino-3-nitro-benzoic acid 2-acetyl-4-bromo-6-methyl-phenyl ester 
• 134640-61-2 2-Methoxy-benzoic acid 2-acetyl-4-bromo-6-methyl-phenyl ester 
• 129632-23-1 (E)-3-Furan-2-yl-acrylic acid 2-acetyl-4-bromo-6-methyl-phenyl ester 
• 106551-37-5 2-Chloro-benzoic acid 2-acetyl-4-bromo-6-methyl-phenyl ester 
• 106551-42-2 1-(5-Bromo-2-hydroxy-3-methyl-phenyl)-3-(2-chloro-phenyl)-propane-1,3-dione 
• 77708-37-3 Thiophene-2-carboxylic acid 4-bromo-2-(2-bromo-acetyl)-6-methyl-phenyl ester 
• 106551-55-7 2-(2'-chlorophenyl)-6-bromo-8-methyl-3-bromoflavone 
• 106573-24-4 2-Chloro-benzoic acid 4-bromo-2-(2-bromo-acetyl)-6-methyl-phenyl ester 

Relevant articles and documents

Reaction of 4-(2′-hydroxyaryl)-1,3-dithiolium salts with sodium sulfide. A selective synthesis of 2′-hydroxyacetophenones

The treatment of 4-(2′-hydroxyaryl)-2-(N,N-dialkylamino)-1,3-dithiolium perchlorates (1a-g) with sodium sulfide nonahydrate in ethanol at room temperature affords the corresponding 1,3-dithiole-2-thiones (2a-g). When these reactions are conducted in boiling ethanol, 2′-hydroxyacetophenones (3a-g) have been obtained in good to excellent yield. A tentative mechanism for the formation of 3a-g shows that this reaction is regioselective, this being established by the presence of hydroxyl group in 2′-position. That has been confirmed in a control experiment, 4-phenyl-2-(piperidin-1-yl)-1,3-dithiolium perchlorate affording a mixture of condensation products of acetophenone and phenylacetaldehyde, under similar reaction conditions.