(Penta-1,4-dien-3-yl)benzene

Base Information

• Chemical Name: (Penta-1,4-dien-3-yl)benzene
• CAS No.: 33558-13-3
• Molecular Formula: C11H12
• Molecular Weight: 144.21300
• DSSTox Substance ID: DTXSID10579070
• Nikkaji Number: J1.959.310J
• Wikidata: Q82469475
• Mol file: 33558-13-3.mol

Synonyms:(Penta-1,4-dien-3-yl)benzene;33558-13-3;DTXSID10579070

Chemical Property of (Penta-1,4-dien-3-yl)benzene

Chemical Property:

• PSA: 0.00000
• LogP: 3.14220
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 144.093900383
• Heavy Atom Count: 11
• Complexity: 121

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (Penta-1,4-dien-3-yl)benzene

There total 4 articles about (Penta-1,4-dien-3-yl)benzene 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: 75.0%

1,4-bis(trimethylsilyl)2-butene (3528-12-9) + benzaldehyde (100-52-7) → (1-vinylallyl)benzene (33558-13-3)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at -80 ℃; for 3.5h;

DOI:10.1016/j.tetlet.2006.03.179

Reference yield:

vinyl magnesium bromide (1826-67-1) + methyllithium (917-54-4) + Cinnamyl bromide (4392-24-9) → trans-1-phenyl-1-butene (1005-64-7) + 3-phenylbut-1-ene (934-10-1) + (1-vinylallyl)benzene (33558-13-3) + (1E)-1,4-pentadienylbenzene (55666-17-6)

Guidance literature:

With indium(III) chloride; In tetrahydrofuran; diethyl ether; hexane; at 20 ℃; for 17h;

DOI:10.1016/j.tetlet.2004.02.129

Reference yield:

methylmagnesium bromide (75-16-1) + vinyl magnesium bromide (1826-67-1) + Cinnamyl bromide (4392-24-9) → trans-1-phenyl-1-butene (1005-64-7) + 3-phenylbut-1-ene (934-10-1) + (1-vinylallyl)benzene (33558-13-3) + (1E)-1,4-pentadienylbenzene (55666-17-6)

Guidance literature:

With N-n-butyl-2-pyrrolidinone; indium (III) iodide; In tetrahydrofuran; at 20 ℃; for 17h; Further Variations:; Reaction partners; Reagents; Solvents; Temperatures; Product distribution;

DOI:10.1016/j.tetlet.2004.02.129

upstream raw materials:

vinyl magnesium bromide

methyllithium

Cinnamyl bromide

methylmagnesium bromide