2,3-Dibenzyl-1,3-butadiene

Base Information

• Chemical Name: 2,3-Dibenzyl-1,3-butadiene
• CAS No.: 62640-74-8
• Molecular Formula: C18H18
• Molecular Weight: 234.341
• European Community (EC) Number: 622-944-8
• DSSTox Substance ID: DTXSID50393398
• Nikkaji Number: J1.149.929E
• Wikidata: Q82192156
• Mol file: 62640-74-8.mol

Synonyms:2,3-Dibenzyl-1,3-butadiene;62640-74-8;(3-benzyl-2-methylidenebut-3-enyl)benzene;DTXSID50393398;2,3-Dibenzyl-1,3-butadiene, 99%;AKOS015889004;(2,3-Dimethylenebutane-1,4-diyl)dibenzene;(3-benzyl-2-methylidenebut-3-en-1-yl)benzene

Chemical Property of 2,3-Dibenzyl-1,3-butadiene

Chemical Property:

• Vapor Pressure: 4.98E-05mmHg at 25°C
• Melting Point: 86-88 °C (dec.)(lit.)
• Refractive Index: 1.566
• Boiling Point: 359.3°C at 760 mmHg
• Flash Point: 184°C
• PSA: 0.00000
• Density: 0.981g/cm³
• LogP: 4.58420
• Storage Temp.: 2-8°C
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 5
• Exact Mass: 234.140850574
• Heavy Atom Count: 18
• Complexity: 244

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,3-Dibenzyl-1,3-butadiene 99% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38-40
• Safety Statements: 22-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C(CC1=CC=CC=C1)C(=C)CC2=CC=CC=C2
• Uses: 2,3-Dibenzyl-1,3-butadiene may be used in the cycloaddition reaction with donor-stabilized silylene and 1,2-diketones to form the corresponding cycloaddition products. It may be used to form cyclopentenones by dienyl-Pauson-Khand reaction with suitable alkynes.

Technology Process of 2,3-Dibenzyl-1,3-butadiene

There total 4 articles about 2,3-Dibenzyl-1,3-butadiene 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:

2-butyne-1,4-ditosylate (6337-59-3) + benzyl(bromo)zinc (62673-31-8) → (2,3-dimethylenebutane-1,4-diyl)dibenzene (62640-74-8)

Guidance literature:

With 1) CuCN*2LiBr; Yield given. Multistep reaction; 1) THF, -20 deg C, 15 min, 2) a) 0 deg C, 30 min, b) room temperature, 1 h;

DOI:10.1016/0040-4039(91)80633-H

Reference yield:

benzyl(bromo)zinc (62673-31-8) + 1,4-Dichloro-2-butyne (821-10-3) → (2,3-dimethylenebutane-1,4-diyl)dibenzene (62640-74-8)

Guidance literature:

With 1) CuCN*2LiBr; Yield given. Multistep reaction; 1) THF, -20 deg C, 15 min, 2) a) 0 deg C, 30 min, b) room temperature, 1 h;

DOI:10.1016/0040-4039(91)80633-H

Reference yield:

allylbenzene (300-57-2,57807-91-7) → (2,3-dimethylenebutane-1,4-diyl)dibenzene (62640-74-8)

Guidance literature:

With tetrahydrofuran; bromine; magnesium;

upstream raw materials:

allylbenzene

2-butyne-1,4-ditosylate

benzyl(bromo)zinc

1,4-Dichloro-2-butyne