Benzene, 1-bromo-4-(1,2-propadienyl)-

Base Information

• Chemical Name: Benzene, 1-bromo-4-(1,2-propadienyl)-
• CAS No.: 91028-07-8
• Molecular Formula: C9H7Br
• Molecular Weight: 195.059
• DSSTox Substance ID: DTXSID20462969
• Nikkaji Number: J900.887J
• Mol file: 91028-07-8.mol

Synonyms:Benzene, 1-bromo-4-(1,2-propadienyl)-;91028-07-8;p-bromophenylallene;SCHEMBL3312812;DTXSID20462969

Chemical Property of Benzene, 1-bromo-4-(1,2-propadienyl)-

Chemical Property:

• Boiling Point: 261.5±10.0 °C(Predicted)
• PSA: 0.00000
• Density: 1.329±0.06 g/cm3(Predicted)
• LogP: 3.24720
• XLogP3: 3
• 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:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C=CC1=CC=C(C=C1)Br

Technology Process of Benzene, 1-bromo-4-(1,2-propadienyl)-

There total 10 articles about Benzene, 1-bromo-4-(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: 94.0%

1,1-dibromo-2-(4-bromophenyl)cyclopropane (51884-07-2) → 4-allenylbromobenzene (91028-07-8)

Guidance literature:

With ethylmagnesium bromide; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201403774

Reference yield: 92.0%

1,4-bromoiodobenzene (589-87-7) + allenyltributylstannane (53915-69-8) → 4-allenylbromobenzene (91028-07-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium chloride; In N,N-dimethyl-formamide; at 25 ℃; for 12h;

DOI:10.1016/S0040-4020(03)00516-7

Reference yield: 80.0%

1-(3-(benzyloxy)prop-1-yn-1-yl)-4-bromobenzene (1228107-76-3) → 4-allenylbromobenzene (91028-07-8)

Guidance literature:

With [XPhosAu(NCCH₃)]SbF₆; In chloroform; at 60 ℃;

DOI:10.1021/ja1020469

upstream raw materials:

1,4-bromoiodobenzene

allenyltributylstannane

propargyl bromide

1-(3-(benzyloxy)prop-1-yn-1-yl)-4-bromobenzene

Downstream raw materials:

BrC₆H₄CHC(Si(CH₃)3)(CH₂Sn(C₄H₉)3)

2-(dimethylphenylsilyl)-3-(4-bromophenyl)-2-propene

(3-(4-bromophenyl)prop-1-en-2-yl)dimethyl(phenyl)silane

1-(4-bromophenyl)-1,2-propanedione