51326-26-2

Basic information

• Product Name: α-bromo-3-methylcyclohex-2-en-1-one
• Synonyms: α-bromo-3-methylcyclohex-2-en-1-one
• CAS NO: 51326-26-2
• Molecular Weight: 189.052
• Mol File: 51326-26-2.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: α-bromo-3-methylcyclohex-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: α-bromo-3-methylcyclohex-2-en-1-one(51326-26-2)
• EPA Substance Registry System: α-bromo-3-methylcyclohex-2-en-1-one(51326-26-2)

Safety Data

• Hazardous Substances Data: 51326-26-2(Hazardous Substances Data)

Upstream product

• 21889-89-4 2,3-epoxy-3-methylcyclohexanone 
• 117910-79-9 2,3-dibromo-3-methyl-cyclohexanone 
• 51326-00-2 2-bromo-3-ethoxycyclohex-2-en-1-one 
• 75-16-1 methylmagnesium bromide 
• 5323-87-5 3-Ethoxycyclohex-2-en-1-one 
• 1193-18-6 3-methylcyclohexen-2-one 
• 917-64-6 methyl magnesium iodide 
• 60060-44-8 2-bromocyclohexane-1,3-dienone 
• 917-54-4 methyllithium 

Downstream Products

• 154710-30-2 Benzyloxy-acetic acid 2-bromo-3-methyl-cyclohex-2-enyl ester 
• 1446687-48-4 3-methyl-2-(tributylstannyl)cyclohex-2-enone 
• 1446687-54-2 methyl 2-methyl-6-oxocyclohex-1-enecarbonylcarbamate 
• 24965-87-5 (S)-3-methylcyclohexanone 
• 152976-07-3 (2S,3S)-2,3-epoxy-3-methylcyclohexanone 

Relevant articles and documents

Solvent-free organic reactions on silica gel supports. Facile transformation of epoxides to β-halohydrins with lithium halides

The reaction of epoxides with lithium halides was efficiently promoted on the surface of silica gel in the absence of any solvent to give the corresponding β-halohydrins. The reactivity of lithium halides was shown to follow the order LiI > LiBr >> LiCl, and the reactivity of LiCl was dramatically increased by adding an equivalent amount of water to this system. On the other hand a similar reaction with α,β-epoxyketones produces the α-haloenone derivatives, presumably via halohydrin intermediates. The epoxide-opening reaction of (R)-(+)-styrene oxide was also investigated to clarify the stereochemical features of this reaction.

Synthetic Study toward the Total Synthesis of Taxezopidines A and B

A concise synthetic approach to construct the [6,8,6]-tricyclic core of taxezopidines A and B, which contains a synthetically challenging bridged bicyclo[5.3.1]undecane ring system bearing most of the desired functionalized groups and stereocenters, has b

Synthesis of 4,6-dimethyldibenzothiophene and 1,2,3,4-tetrahydro-4,6- dimethyldibenzothiophene via Tilak annulation

1,2,3,4-Tetrahydro-4,6-dimethyldibenzothiophene was prepared by coupling 2-bromo-3-methylcyclohexanone with 2-methylbenzenethiol and annulating the product with the aid of polyphosphoric acid. A mixture of 1,2,3,4-tetrahydro-4, 6-dimethyldibenzothiophene and 4,6-dimethyldibenzothiophene was prepared by coupling 2-bromo-3-methylcyclohex-2-en-1-one with 2-methylbenzenethiol and annulating the product with the aid of polyphosphoric acid. 2-Bromo-3- methylcyclohexanone was synthesized by conjugate addition of Me3Al to 2-bromocyclohex-2-en-1-one with CuBr as catalyst and 2-bromo-3-methylcyclohex- 2-en-1-one by bromination-elimination of 3-methylcyclohex-2-en-1-one. 1,2,3,4,4a,9b-Hexahydro-4,6-dimethyldibenzothiophene was prepared by reduction of 1,2,3,4-tetrahydro-4,6-dimethyldibenzothiophene with Zn and CF 3COOH. Copyright