Hexa-1,5-dien-2-ylbenzene

Base Information

• Chemical Name: Hexa-1,5-dien-2-ylbenzene
• CAS No.: 7399-52-2
• Molecular Formula: C12H14
• Molecular Weight: 158.243
• NSC Number: 54367
• DSSTox Substance ID: DTXSID20288141
• Nikkaji Number: J734.761H
• Wikidata: Q82024438
• Mol file: 7399-52-2.mol

Synonyms:7399-52-2;hexa-1,5-dien-2-ylbenzene;NSC54367;DTXSID20288141;NSC-54367

Chemical Property of Hexa-1,5-dien-2-ylbenzene

Chemical Property:

• Vapor Pressure: 0.103mmHg at 25°C
• Boiling Point: 229.8°Cat760mmHg
• Flash Point: 86.7°C
• Density: 0.879g/cm³
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 158.109550447
• Heavy Atom Count: 12
• Complexity: 149

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Hexa-1,5-dien-2-ylbenzene

There total 14 articles about Hexa-1,5-dien-2-ylbenzene 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: 82.0%

1-Phenylpent-4-en-1-one (3240-29-7) + Methyltriphenylphosphonium bromide (1779-49-3) → hexa-1,5-dien-2-ylbenzene (7399-52-2)

Guidance literature:

Methyltriphenylphosphonium bromide; With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 0.5h;

1-Phenylpent-4-en-1-one; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1021/acs.orglett.9b02230

Reference yield: 63.0%

1-Phenylpent-4-en-1-one (3240-29-7) + Methylenetriphenylphosphorane (19493-09-5) → hexa-1,5-dien-2-ylbenzene (7399-52-2)

Guidance literature:

DOI:10.1021/ol034343o DOI:10.1021/jo035395u

Reference yield: 62.0%

3-bromo-2-phenylprop-1-ene (3360-54-1) + allylmagnesium bromide (1730-25-2) → hexa-1,5-dien-2-ylbenzene (7399-52-2)

Guidance literature:

In tetrahydrofuran; diethyl ether; at 23 ℃;

DOI:10.1002/anie.201706198

upstream raw materials:

3-bromo-2-phenylprop-1-ene

1-phenyl-2,3-diazabicyclo[2.2.2]oct-2-ene

1-phenyl-2,3-diazabicyclo<2.2.2>oct-2-ene

1-Phenylpent-4-en-1-one

Downstream raw materials:

1-(1-(but-3-enyl)-2-(2-(4-chlorophenyl)-2-phenylvinylidene)cyclopropyl)benzene

1-(2-(2-(but-3-enyl)-2-phenylcyclopropylidene)-1-phenylvinyl)benzene

1-(2-(2-(but-3-enyl)-2-phenylcyclopropylidene)-1-p-tolylvinyl)-4-methylbenzene

1-(2-(2-(but-3-enyl)-2-phenylcyclopropylidene)-1-(4-chlorophenyl)vinyl)-4-chlorobenzene