27579-55-1

Basic information

• Product Name: 2-Bromo-4-methylcyclohexanone
• Synonyms: 2-Bromo-4-methylcyclohexanone;ZGKHYOAPWMMURT-UHFFFAOYSA-N
• CAS NO: 27579-55-1
• Molecular Formula: C₇H₁₁BrO
• Molecular Weight: 191.07
• Mol File: 27579-55-1.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Bromo-4-methylcyclohexanone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-4-methylcyclohexanone(27579-55-1)
• EPA Substance Registry System: 2-Bromo-4-methylcyclohexanone(27579-55-1)

Safety Data

• Hazardous Substances Data: 27579-55-1(Hazardous Substances Data)

Usage

Uses

2-Bromo-4-methylcyclohexanone is a versatile reactant used in the first enantioselective synthesis of (-)-Microcionin 2. Also used as a reactant in synthetic preparation of (hydroxymethyl)benzopsoralens and (diethylaminomethyl)benzopsoralens with some antiproliferative activity.

Upstream product

• 589-92-4 1-methylcyclohexan-4-one 
• 38671-78-2 4-methyl-1-(trimethylsilyloxy)-1-cyclohexene 
• 7732-18-5 water 
• 7726-95-6 bromine 
• 7553-56-2 iodine 

Downstream Products

• 75337-05-2 4-methyl-2-cyclohexenone 
• 494-90-6 menthofuran 
• 18310-19-5 4-methylcyclohexane-1,2-dione dioxime 
• 7496-50-6 2-amino-6-methyl-4,5,6,7-tetrahydrobenzothiazol-7-one 
• 7320-52-7 3-methyldibenzo[b,d]furan 
• 89816-53-5 1,7-dimethyl-dibenzothiophene 
• 89816-50-2 3,8-dimethyl-1,2,3,4-tetrahydrodibenzothiophene 
• 21592-97-2 cis-4-methylcyclohex-2-en-1-ol 
• 21592-97-2 (±)-(1R*,4R*)-4-methylcyclohex-2-enol 

Relevant articles and documents

A Novel Furan Synthesis. Menthofuran from 2-Bromo-4-methylcyclohexanone and (α-Formylethylidene)triphenylphosphorane

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Synthesis of quinoxaline analogues

Substituted tricyclic or tetracyclic quinoxalines, tricyclic pyridoquinoxalines and bis-quinoxalines were synthesized in high yields starting from cyclic ketones by the -bromination of cyclic ketones with N-bromosuccinimide (NBS) followed by condensation of the resulting -bromo ketones with 1,2-diaminobenzene, 3,4-diaminopyridine, or 3,3-diaminobenzidine. Georg Thieme Verlag Stuttgart New York.

Halogenation of carbonyl compounds by an ionic liquid, [AcMIm]X, and Ceric Ammonium Nitrate (CAN)

An ionic liquid, acetylmethylimidazolium halide ([AcMIm]X), in combination with ceric ammonium nitrate promotes halogenations of a wide variety of ketones and 1,3-keto esters at the ?-position. The ionic liquid acts here as reagent as well as reaction medium, and thus the reaction does not require any organic solvent or conventional halogenating agent. The reaction is completely arrested when the radical quencher TEMPO is used. A plausible radical mechanism is also suggested. CSIRO 2007.