(E)-1-Bromo-3-phenyl-2-butene

Base Information

• Chemical Name: (E)-1-Bromo-3-phenyl-2-butene
• CAS No.: 39171-59-0
• Molecular Formula: C₁₀H₁₁Br
• Molecular Weight: 211.101
• Mol file: 39171-59-0.mol

Synonyms:α-methyl cinnamyl bromide;[(2E)-4-bromobut-2-enyl]benzene;(E)-(4-bromobut-2-en-2-yl)benzene;trans-β-Methylcinnamylbromide;(E)-1-bromo-3-phenyl-2-butene;(E)-3-phenylbut-2-enyl bromide;

Chemical Property of (E)-1-Bromo-3-phenyl-2-butene

Chemical Property:

• PSA: 0.00000
• LogP: 3.48480

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (E)-1-Bromo-3-phenyl-2-butene

There total 15 articles about (E)-1-Bromo-3-phenyl-2-butene 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: 100.0%

(E)-3-phenylbut-2-en-1-ol (54976-38-4) → (E)-1-bromo-3-phenyl-2-butene (54976-39-5,90149-85-2,39171-59-0)

Guidance literature:

With phosphorus tribromide; In diethyl ether; at 0 ℃;

DOI:10.1021/ja107849y

Reference yield: 78.1%

3-phenylbut-2-en-1-ol (54976-37-3,54976-38-4,1504-54-7) → (4-bromobut-2-en-2-yl)benzene (39171-59-0,54976-39-5,90149-85-2)

Guidance literature:

With N-Bromosuccinimide; dimethylsulfide; In dichloromethane; 1) -10 deg C, 2 h, 2) room temperature, 1 h;

Reference yield:

ethyl (E)-3-phenylbut-2-enoate (945-93-7,13979-22-1,1504-72-9) → (E)-1-bromo-3-phenyl-2-butene (54976-39-5,90149-85-2,39171-59-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / DibAl-H / toluene / 1 h / -5 - 20 °C

2: 98 percent / CBr₄; PPh₃ / CH₂Cl₂ / 2 h / 20 °C

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

DOI:10.1016/S0968-0896(01)00436-9

upstream raw materials:

(E)-3-phenylbut-2-en-1-ol

ethyl (E)-3-phenylbut-2-enoate

acetophenone

methyl trans-3-methylcinnamate

Downstream raw materials:

C₄₀H₄₄

3,4-dihydro-2-methyl-2-phenyl-2H-naphtho[1,2-b]pyran-5,6-dione

dimethyl trans-2-(3'-phenylbut-2'-enyl)malonate

C₁₇H₁₆O₂