1-Bromo-6-methyl-1-cyclohexene

Base Information

• Chemical Name: 1-Bromo-6-methyl-1-cyclohexene
• CAS No.: 40648-09-7
• Molecular Formula: C7H11Br
• Molecular Weight: 175.068
• Mol file: 40648-09-7.mol

Synonyms:1-Bromo-6-methyl-1-cyclohexene

Chemical Property of 1-Bromo-6-methyl-1-cyclohexene

Chemical Property:

• PSA: 0.00000
• LogP: 3.08520

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Bromo-6-methyl-1-cyclohexene

There total 3 articles about 1-Bromo-6-methyl-1-cyclohexene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

6-methyl-cyclohex-1-en-1-yl trifluoromethanesulfonate (76605-82-8) → 2-bromo-3-methylcyclohexene (40648-09-7)

Guidance literature:

With tris(2,4-pentanedionato)ruthenium(III); 1,10-Phenanthroline; ethylmagnesium bromide; lithium bromide; In tetrahydrofuran; at 60 ℃; for 24h; Inert atmosphere;

DOI:10.1039/b907761h

Reference yield: 26.0%

1,6-dibromocyclohex-1-ene (17202-32-3) + methylmagnesium bromide (75-16-1) → 2-bromo-3-methylcyclohexene (40648-09-7) + (2-bromo-cyclohex-2-enyl)-trimethyl-silane (118451-61-9)

Guidance literature:

1,6-dibromocyclohex-1-ene; With trichlorosilane; triethylamine; copper(l) chloride; In diethyl ether; at 15 - 23 ℃; Inert atmosphere;

methylmagnesium bromide; In diethyl ether; at 0 - 23 ℃; Inert atmosphere;

With ammonium chloride; In diethyl ether; at 0 ℃; Inert atmosphere;

DOI:10.1021/ol802970g

Reference yield:

2-Methylcyclohexanone (583-60-8) → 2-bromo-3-methylcyclohexene (40648-09-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) lithium diisopropylamide (LDA)

2: 1.) hexamethyldistannane, tetrakis(triphenylphosphine)palladium⁽⁰⁾, 2.) Br₂ / 1.) THF, 60 deg C, 10 h 2.) THF, -20 deg C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; bromine; hexamethyldistannane; lithium diisopropyl amide;

DOI:10.1021/jo00352a039

upstream raw materials:

6-methyl-cyclohex-1-en-1-yl trifluoromethanesulfonate

2-Methylcyclohexanone

1,6-dibromocyclohex-1-ene

methylmagnesium bromide

Downstream raw materials:

1-t-Butoxy-2-methylcyclohexen

1-t-Butoxy-3-methylcyclohexen

1-t-Butoxy-6-methylcyclohexen

1-Iodo-6-methylcyclohexene