Benzene, (3-bromo-1,2-propadienyl)-

Base Information

• Chemical Name: Benzene, (3-bromo-1,2-propadienyl)-
• CAS No.: 33992-52-8
• Molecular Formula: C9H7Br
• Molecular Weight: 195.059
• DSSTox Substance ID: DTXSID50474070
• Nikkaji Number: J1.256.056G
• Mol file: 33992-52-8.mol

Synonyms:Benzene, (3-bromo-1,2-propadienyl)-;33992-52-8;SCHEMBL2698768;DTXSID50474070

Chemical Property of Benzene, (3-bromo-1,2-propadienyl)-

Chemical Property:

• PSA: 0.00000
• LogP: 3.20730
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 193.97311
• Heavy Atom Count: 10
• Complexity: 137

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Benzene, (3-bromo-1,2-propadienyl)-

There total 9 articles about Benzene, (3-bromo-1,2-propadienyl)- 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: 71.0%

1-phenyl-2-propynyl methanesulfonate (76651-92-8) → (3-bromopropa-1,2-dien-1-yl)benzene (33992-52-8)

Guidance literature:

With CuBr₂Li; In tetrahydrofuran; at -60 ℃; for 1h;

Reference yield: 55.0%

2-(trimethylsilyl)phenyl trifluoromethanesulfonate (88284-48-4) + propargyl bromide (106-96-7) → (3-bromopropa-1,2-dien-1-yl)benzene (33992-52-8)

Guidance literature:

With potassium fluoride; 18-crown-6 ether; In tetrahydrofuran; at 20 ℃; for 6h;

DOI:10.1021/ja058418q

Reference yield: 53.0%

1-Phenyl-2-propyn-1-ol (4187-87-5) → (3-bromopropa-1,2-dien-1-yl)benzene (33992-52-8)

Guidance literature:

1-Phenyl-2-propyn-1-ol; With potassium hydride; In 1,4-dioxane;

With niobium pentabromide; In 1,4-dioxane;

DOI:10.1021/jo901287f

upstream raw materials:

1-Phenyl-2-propyn-1-ol

1-phenyl-2-propynyl methanesulfonate

1-bromo-3-phenylcyclopropene

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

Downstream raw materials:

4-ethynylpropylbenzene

4-phenyl-5-hexyn-1-ol

1-(methoxycarbonyl)-2-(phenylmethylene)cyclopropanecarboxylic acid methyl ester

(3-chloropropa-1,2-dien-1-yl)benzene