(E)-3-methyl-5-(2',6',6'-trimethylcyclohex-1'-enyl)pent-2-enyl bromide

Base Information

• Chemical Name: (E)-3-methyl-5-(2',6',6'-trimethylcyclohex-1'-enyl)pent-2-enyl bromide
• CAS No.: 29550-53-6
• Molecular Formula: C₁₅H₂₅Br
• Molecular Weight: 285.267
• Mol file: 29550-53-6.mol

Synonyms:(E)-3-methyl-5-(2',6',6'-trimethylcyclohex-1'-enyl)pent-2-enyl bromide

Chemical Property of (E)-3-methyl-5-(2',6',6'-trimethylcyclohex-1'-enyl)pent-2-enyl bromide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-3-methyl-5-(2',6',6'-trimethylcyclohex-1'-enyl)pent-2-enyl bromide

There total 3 articles about (E)-3-methyl-5-(2',6',6'-trimethylcyclohex-1'-enyl)pent-2-enyl bromide 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: 97.8%

(E)-3-methyl-5-(2',6',6'-trimethylcyclohex-1'-en-1'-yl)pent-2-en-1-ol (18665-81-1) → (E)-3-methyl-5-(2',6',6'-trimethylcyclohex-1'-enyl)pent-2-enyl bromide (29550-53-6)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In dichloromethane; at -60 ℃; for 2h;

DOI:10.1002/hlca.19940770309

Reference yield:

Methyl (E)-3-methyl-5-(2,6,6-trimethylcyclohexen-1-yl)-2-pentenoate (4179-00-4) → (E)-3-methyl-5-(2',6',6'-trimethylcyclohex-1'-enyl)pent-2-enyl bromide (29550-53-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 83.4 percent / 1 M DIBAH / tetrahydrofuran / -78 deg C, 2 h; to -10 deg C, 4 h

2: 97.8 percent / CBr₄, Ph₃P / CH₂Cl₂ / 2 h / -60 °C

With carbon tetrabromide; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran; dichloromethane;

DOI:10.1002/hlca.19940770309

Reference yield:

4-(2,6,6-Trimethyl-cyclohex-1-enyl)-butan-2-on (17283-81-7) → (E)-3-methyl-5-(2',6',6'-trimethylcyclohex-1'-enyl)pent-2-enyl bromide (29550-53-6)

Guidance literature:

Multi-step reaction with 3 steps

2: LiAlH₄ / diethyl ether

3: PBr₃, Py / petroleum ether

With pyridine; lithium aluminium tetrahydride; phosphorus tribromide; In diethyl ether; Petroleum ether;

DOI:10.1016/S0040-4020(01)93072-8

upstream raw materials:

(E)-3-methyl-5-(2',6',6'-trimethylcyclohex-1'-en-1'-yl)pent-2-en-1-ol

Methyl (E)-3-methyl-5-(2,6,6-trimethylcyclohexen-1-yl)-2-pentenoate

4-(2,6,6-Trimethyl-cyclohex-1-enyl)-butan-2-on

Downstream raw materials:

N'-[(E)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-5-methyl-7-(2,6,6-trimethyl-cyclohex-1-enyl)-hept-4-en-(E)-ylidene]-N,N-dimethyl-hydrazine

4-[(3Z,7E)-4-Dimethoxymethyl-1-(1-ethoxy-ethoxy)-8-methyl-10-(2,6,6-trimethyl-cyclohex-1-enyl)-deca-3,7-dienyl]-5-hydroxy-5H-furan-2-one

{4-[(3Z,7E)-4-Dimethoxymethyl-1-(1-ethoxy-ethoxy)-8-methyl-10-(2,6,6-trimethyl-cyclohex-1-enyl)-deca-3,7-dienyl]-furan-2-yl}-trimethyl-silane

manoalide-2-methyl ether