(E,2S)-(-)-(2-methylcyclohexylidene)bromomethane

Base Information

• Chemical Name: (E,2S)-(-)-(2-methylcyclohexylidene)bromomethane
• CAS No.: 85114-27-8
• Molecular Formula: C₈H₁₃Br
• Molecular Weight: 189.095
• Mol file: 85114-27-8.mol

Synonyms:(E,2S)-(-)-(2-methylcyclohexylidene)bromomethane

Chemical Property of (E,2S)-(-)-(2-methylcyclohexylidene)bromomethane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E,2S)-(-)-(2-methylcyclohexylidene)bromomethane

There total 1 articles about (E,2S)-(-)-(2-methylcyclohexylidene)bromomethane 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:

(Z,2S)-(+)-(2-methylcyclohexylidene)acetic acid (85114-25-6) → (E,2S)-(-)-(2-methylcyclohexylidene)bromomethane (85114-27-8)

Guidance literature:

With bromine; sodium carbonate; Yield given. Multistep reaction; 1.) CHCl₃, -23 deg C, 15 min, 2.) reflux;

DOI:10.1021/ja00348a048

Reference yield: 48.0%

carbon dioxide (124-38-9,18923-20-1) + (E,2S)-(-)-(2-methylcyclohexylidene)bromomethane (85114-27-8) → (E,2S)-(-)-(2-methylcyclohexylidene)acetic acid (85114-28-9)

Guidance literature:

With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃;

DOI:10.1021/ja00348a048

Reference yield:

(E,2S)-(-)-(2-methylcyclohexylidene)bromomethane (85114-27-8) → (E,2S)-(-)-(2-methylcyclohexylidene)acetaldehyde (85048-42-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 48 percent / tert-butyllithium / tetrahydrofuran; pentane / -78 °C

2: 2.1 g / aq. NaOH / hexamethylphosphoric acid triamide / 0.5 h / Ambient temperature

3: 91 percent / aluminum hydride / diethyl ether / 3 h / 0 °C

4: 80 percent / MnO₂ / light petroleum / 2 h

With aluminium hydride; manganese(IV) oxide; sodium hydroxide; tert.-butyl lithium; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; Petroleum ether; pentane;

DOI:10.1021/ja00348a048

upstream raw materials:

(Z,2S)-(+)-(2-methylcyclohexylidene)acetic acid

Downstream raw materials:

(E,2S)-(-)-(2-methylcyclohexylidene)acetic acid

(E,2S)-(+)-(2-methylcyclohexylidene)propene

(E,2S)-(+)-(2-methylcyclohexylidene)ethanol

(E,2S)-(-)-(2-methylcyclohexylidene)acetaldehyde