(5-Bromopenta-1,3-dien-1-YL)benzene

Base Information

• Chemical Name: (5-Bromopenta-1,3-dien-1-YL)benzene
• CAS No.: 109529-98-8
• Molecular Formula: C11H11 Br
• Molecular Weight: 223.112
• Hs Code.: 2903999090
• DSSTox Substance ID: DTXSID30699365
• Mol file: 109529-98-8.mol

Synonyms:109529-98-8;5-bromopenta-1,3-dienylbenzene;(5-BROMOPENTA-1,3-DIEN-1-YL)BENZENE;((1E,3E)-5-BROMO-PENTA-1,3-DIENYL)-BENZENE;DTXSID30699365;AKOS017553724

Chemical Property of (5-Bromopenta-1,3-dien-1-YL)benzene

Chemical Property:

• PSA: 0.00000
• LogP: 3.65090
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 222.00441
• Heavy Atom Count: 12
• Complexity: 152

Purity/Quality:

98.5% ^*data from raw suppliers

((1E,3E)-5-BROMO-PENTA-1,3-DIENYL)-BENZENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CC=CCBr

Technology Process of (5-Bromopenta-1,3-dien-1-YL)benzene

There total 12 articles about (5-Bromopenta-1,3-dien-1-YL)benzene 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: 97.0%

(E)-1-phenyl-1,4-pentadien-3-ol (5208-89-9,129571-71-7,129646-80-6,132696-24-3) → ((1E,3E)-5-bromopenta-1,3-dien-1-yl)benzene (109529-98-8)

Guidance literature:

With phosphorus tribromide; In diethyl ether; at 0 - 20 ℃; for 3h;

DOI:10.1021/acs.orglett.0c00690

Reference yield: 83.0%

5-phenyl-trans,trans-2,4-pentadien-1-ol (58506-33-5) → ((1E,3E)-5-bromopenta-1,3-dien-1-yl)benzene (109529-98-8)

Guidance literature:

With phosphorus tribromide; In diethyl ether; at 0 ℃; for 0.166667h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.6b00941

Reference yield:

5-phenylpenta-2,4-dienoic acid (28010-12-0) → ((1E,3E)-5-bromopenta-1,3-dien-1-yl)benzene (109529-98-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / HCl / diethyl ether / 20 h

2: 55 percent / DIBAL-H / toluene / 3 h / 45 °C

3: 80 percent / PBr₃ / diethyl ether / 1.5 h / 0 °C

With hydrogenchloride; phosphorus tribromide; diisobutylaluminium hydride; In diethyl ether; toluene;

DOI:10.1021/jo047752m

upstream raw materials:

5-phenyl-trans,trans-2,4-pentadien-1-ol

5-phenylpenta-2,4-dienoic acid

(2E,4E)-methyl 5-phenylpenta-2,4-dienoate

ethyl (2E,4E)-5-phenyl-penta-2,4-dienoate

Downstream raw materials:

(2S,3S,E)-N-benzyl-2-(dimethylamino)-5-phenyl-3-vinylpent-4-enamide

(2E,4E)-N,N-dimethyl-5-phenylpenta-2,4-dien-1-amine

(1E,3E)-1-phenyl-1,3-pentadiene

(1E)-1,4-pentadienylbenzene