1-Bromo-2-(1-propenyl)benzene

Base Information

• Chemical Name: 1-Bromo-2-(1-propenyl)benzene
• CAS No.: 74532-86-8
• Molecular Formula: C₉H₉Br
• Molecular Weight: 197.074
• DSSTox Substance ID: DTXSID801302380
• Mol file: 74532-86-8.mol

Synonyms:1-(2'-bromophenyl)prop-1-ene;1-bromo-2-(1-propenyl)benzene;IPDBNWOEFLIODE-UHFFFAOYSA-N;DTXSID801302380;1-Bromo-2-(1-propen-1-yl)benzene;74532-86-8

Chemical Property of 1-Bromo-2-(1-propenyl)benzene

Chemical Property:

• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 195.98876
• Heavy Atom Count: 10
• Complexity: 118

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC=CC1=CC=CC=C1Br

Technology Process of 1-Bromo-2-(1-propenyl)benzene

There total 39 articles about 1-Bromo-2-(1-propenyl)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: 100.0%

1-(2-bromophenyl)propan-1-ol (74532-85-7) → (E)-1-bromo-2-(2-methylethenyl)benzene (70913-21-2,74532-86-8,70968-46-6)

Guidance literature:

With sodium hydrogencarbonate; toluene-4-sulfonic acid; In toluene;

Reference yield: 100.0%

pentan-3-one (96-22-0) + ortho-bromobenzaldehyde (6630-33-7) → (E)-1-bromo-2-(2-methylethenyl)benzene (70913-21-2,74532-86-8,70968-46-6)

Guidance literature:

With boron trifluoride diethyl etherate; In hexane; for 2h; stereoselective reaction; Inert atmosphere; Schlenk technique; Reflux;

DOI:10.1021/jacs.9b05319

Reference yield: 97.0%

ethyltriphenylphosphonium bromide (1530-32-1) + ortho-bromobenzaldehyde (6630-33-7) → (E/Z)-1-bromo-2-(prop-1-enyl)benzene (70913-21-2,70968-46-6,74532-86-8)

Guidance literature:

ethyltriphenylphosphonium bromide; With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 0.5h;

ortho-bromobenzaldehyde; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1021/jacs.8b09825

upstream raw materials:

1-(2-bromophenyl)propan-1-ol

ethyltriphenylphosphonium bromide

ortho-bromobenzaldehyde

ethylenetriphenylphosphorane

Downstream raw materials:

(E)-1-bromo-2-(2-methylethenyl)benzene

1,2-Dibrom-1-(2-bromphenyl)propan

(Z)-1-bromo-2-(2-methylethenyl)benzene

Refernces

• 1、 Ding, Du,Jiang, Hua-Jie,Wang, Tao,Wu, Xiang,Zhang, Ying,Zhao, Li-Ping. "Enantioselective synthesis of 1-aminoindene derivativesviaasymmetric Br?nsted acid catalysis". supporting information. p. 9680 - 9683. Retrieved 2021/09/30.
• 2、 Vetter, Anna C.,Gilheany, Declan G.,Nikitin, Kirill. "Wittig Olefination Using Phosphonium Ion-Pair Reagents Incorporating an Endogenous Base". supporting information. p. 1457 - 1462. Retrieved 2021/03/08.