1-[3-Bromoprop-1-enyl]-4-chlorobenzene

Base Information

• Chemical Name: 1-[3-Bromoprop-1-enyl]-4-chlorobenzene
• CAS No.: 60691-90-9
• Molecular Formula: C₉H₈BrCl
• Molecular Weight: 231.52
• European Community (EC) Number: 823-368-1
• DSSTox Substance ID: DTXSID701249145
• Nikkaji Number: J2.786.385J,J3.417.087H
• Wikidata: Q76416811
• Mol file: 60691-90-9.mol

Synonyms:1-[3-Bromoprop-1-enyl]-4-chlorobenzene;60691-90-9;42432-30-4;1-[(E)-3-bromoprop-1-enyl]-4-chlorobenzene;(E)-1-(3-Bromoprop-1-en-1-yl)-4-chlorobenzene;1-(3-Bromoprop-1-en-1-yl)-4-chlorobenzene;1-[(1E)-3-BROMOPROP-1-EN-1-YL]-4-CHLOROBENZENE;SCHEMBL1014698;4-Chloro-trans-cinnamyl bromide;HHGLXVQTNJCLME-OWOJBTEDSA-N;DTXSID701249145;MFCD20133667;AKOS005266767;1-(4-Chlorophenyl)-3-bromo-1-propene;WS-00233;CS-0116779;1-((E)-3-Bromo-propenyl)-4-chloro-benzene;EN300-170082;EN300-7406249;1-[(1E)-3-Bromo-1-propen-1-yl]-4-chlorobenzene

Chemical Property of 1-[3-Bromoprop-1-enyl]-4-chlorobenzene

Chemical Property:

• PSA: 0.00000
• LogP: 3.74810
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 229.94979
• Heavy Atom Count: 11
• Complexity: 126

Purity/Quality:

99% ^*data from raw suppliers

1-[3-Bromoprop-1-enyl]-4-chlorobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=CCBr)Cl
• Isomeric SMILES: C1=CC(=CC=C1/C=C/CBr)Cl

Technology Process of 1-[3-Bromoprop-1-enyl]-4-chlorobenzene

There total 24 articles about 1-[3-Bromoprop-1-enyl]-4-chlorobenzene 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: 89.0%

(E)-3-(p-chlorophenyl)prop-2-en-1-ol (24583-70-8) → p-chlorocinnamyl bromide (42432-30-4,60691-90-9)

Guidance literature:

With phosphorus tribromide; In diethyl ether; at 0 - 23 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.joc.1c02290

Reference yield: 77.0%

3-(4-chlorophenyl)-2-propene-1-ol (24583-70-8) → 3-bromo-1-(p-chlorophenyl)-1-propene (60691-90-9,42432-30-4)

Guidance literature:

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

DOI:10.1002/ardp.201700314

Reference yield: 51.0%

p-chlorophenylvinylcarbinol (58824-54-7) → p-chlorocinnamyl bromide (42432-30-4,60691-90-9)

Guidance literature:

With phosphorus tribromide; In pentane; at -50 ℃; for 0.5h;

DOI:10.1002/adsc.200303207

upstream raw materials:

3-(4-chlorophenyl)-2-propene-1-ol

p-chlorophenylvinylcarbinol

1-allyl-4-chlorobenzene

4-chlorocinnamyl acetate

Downstream raw materials:

2-[(E)-3-(4-Chloro-phenyl)-allyloxy]-naphthalene-1-carbaldehyde

C₁₅H₁₂Cl₂O

C₁₆H₁₅ClO₂

(E)-1-chloro-4-(3-phenoxyprop-1-en-1-yl)benzene

Refernces

• 1、 Liu, Xian,Liu, Song,Wang, Quanjun,Zhou, Gang,Yao, Lin,Ouyang, Qin,Jiang, Ru,Lan, Yu,Chen, Weiping. "Highly Regio- A nd Enantioselective Hydrogenation of Conjugated α-Substituted Dienoic Acids". supporting information. p. 3149 - 3154. Retrieved 2020/04/09.
• 2、 He, Jia,Jia, Zizi,Tan, Hongcheng,Luo, Xiaohua,Qiu, Dachuan,Shi, Jiarong,Xu, Hai,Li, Yang. "Arene Trifunctionalization with Highly Fused Ring Systems through a Domino Aryne Nucleophilic and Diels–Alder Cascade". supporting information. p. 18513 - 18518. Retrieved 2019/11/19.