(1E,3Z)-1,3,5-Hexatrien-1-ylbenzene

Base Information

• Chemical Name: (1E,3Z)-1,3,5-Hexatrien-1-ylbenzene
• CAS No.: 3864-19-5
• Molecular Formula: C12H12
• Molecular Weight: 156.227
• DSSTox Substance ID: DTXSID701294021
• Nikkaji Number: J1.129.090F
• Mol file: 3864-19-5.mol

Synonyms:DTXSID701294021;3864-19-5;(1E,3Z)-1,3,5-Hexatrien-1-ylbenzene

Chemical Property of (1E,3Z)-1,3,5-Hexatrien-1-ylbenzene

Chemical Property:

• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 156.093900383
• Heavy Atom Count: 12
• Complexity: 169

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC=CC=CC1=CC=CC=C1
• Isomeric SMILES: C=C/C=C\C=C\C1=CC=CC=C1

Technology Process of (1E,3Z)-1,3,5-Hexatrien-1-ylbenzene

There total 40 articles about (1E,3Z)-1,3,5-Hexatrien-1-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: 72.0%

2-hydroxy-2-methylpropanenitrile (75-86-5) + (3-cyclopropylpropa-1,2-dien-1-yl)benzene → ((1E,3E)-hexa-1,3,5-trien-1-yl)benzene (3864-19-5,28071-55-8,53081-60-0,54826-11-8,73505-47-2,35008-84-5) + (3E,5E)-2-methyl-6-phenylhexa-3,5-dienenitrile

Guidance literature:

With triphenyl phosphite; tetrakis(triphenylphosphite)nickel⁽⁰⁾; In toluene; at 100 ℃; for 1h; stereoselective reaction;

DOI:10.1002/adsc.201601400

Reference yield: 69.0%

5-styryl-6-vinyl-2-norbornene → (1E,3Z)-hexa-1,3,5-trien-1-ylbenzene (3864-19-5)

Guidance literature:

at 200 ℃; for 1h;

DOI:10.1246/bcsj.66.3522

Reference yield: 64.0%

(2E, 4E)-5-phenylpenta-2,4-dienal (13466-40-5) + Methyltriphenylphosphonium bromide (1779-49-3) → ((1E,3E)-hexa-1,3,5-trien-1-yl)benzene (3864-19-5,28071-55-8,53081-60-0,54826-11-8,73505-47-2,35008-84-5)

Guidance literature:

Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; cyclohexane; at 0 ℃; for 0.25h;

(2E, 4E)-5-phenylpenta-2,4-dienal; In tetrahydrofuran; cyclohexane; at 0 - 20 ℃; for 2h;

DOI:10.1002/chem.201103435

upstream raw materials:

(E)-3-phenylpropenal

trimethyl(propargyl)silane

allyldiphenylphosphine

(E)-cinnamyltriphenylphosphonium bromide

Downstream raw materials:

1-phenylcyclohexa-2,4-diene

1-phenyl-cyclohexa-1,3-diene

trans,trans-1-Phenyl-4-(2,2-dichlorcyclopropyl)-1,3-butadien

(3E,5E)-1-hydroxy-6-phenylhexa-3,5-dien-2-yl acetate