3,3-Diphenylpropene

Base Information

• Chemical Name: 3,3-Diphenylpropene
• CAS No.: 3542-14-1
• Molecular Formula: C15H14
• Molecular Weight: 194.276
• DSSTox Substance ID: DTXSID60572334
• Nikkaji Number: J371.378D
• Wikidata: Q82460639
• Mol file: 3542-14-1.mol

Synonyms:3,3-diphenylpropene;3542-14-1;3,3-diphenyl-1-propene;(1-phenyl-2-propenyl)benzene;1-phenyl-prop-2-enyl-benzene;Prop-2-ene-1,1-diyldibenzene;DTXSID60572334;MUFTXXUPGWDJLU-UHFFFAOYSA-N;1,1'-(Prop-1-ene-3,3-diyl)dibenzene;(1-PHENYLPROP-2-EN-1-YL)BENZENE;EN300-1869726

Chemical Property of 3,3-Diphenylpropene

Chemical Property:

• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 194.109550447
• Heavy Atom Count: 15
• Complexity: 164

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C=CC(C1=CC=CC=C1)C2=CC=CC=C2

Technology Process of 3,3-Diphenylpropene

There total 54 articles about 3,3-Diphenylpropene 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: 55.0%

1,1-diphenyl-1-propene (778-66-5) → Diphenylmethane (101-81-5) + 3,3-diphenylpropene (3542-14-1) + 1,1-diphenylpropane (1530-03-6) + N-(2-Methoxyethyl)-(1-methyl-2,2-diphenylethyl)amine (133708-93-7)

Guidance literature:

With terephthalonitrile; 2-methoxyethylamine; In acetonitrile; Irradiation;

DOI:10.1246/bcsj.64.366

Reference yield: 46.0%

Diphenylacetaldehyde (947-91-1) → 3,3-diphenylpropene (3542-14-1)

Guidance literature:

Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; at -78 - 20 ℃; for 2.25h;

Diphenylacetaldehyde; In tetrahydrofuran; at -78 - 20 ℃; for 24h;

Reference yield: 44.0%

1,1-diphenyl-1-propene (778-66-5) → Diphenylmethane (101-81-5) + 3,3-diphenylpropene (3542-14-1) + 1,1-diphenylisopropylamine (3139-55-7) + 3-Methyl-4,4-diphenylbutanenitrile (133708-97-1)

Guidance literature:

With terephthalonitrile; ammonia; In acetonitrile; Mechanism; Irradiation; photoinduced nucleophilic addition of other alkylamines; other aryl-substituted alkenes;

DOI:10.1246/bcsj.64.366

upstream raw materials:

1-<3,3-Diphenyl-allyl>-tosylhydrazid

trans-3-phenylprop-2-enyl chloride

phenylmagnesium bromide

1,1-diphenyl-1-propene

Downstream raw materials:

4-methyl-1,1-diphenylhex-1-ene

4-methyl-3,3-diphenylhex-1-ene

1,1-diphenyl-1-propene

4-methyl-1,1-diphenylnona-1,8-diene

Refernces

• 1、 Ando, Shin,Miyata, Ryota,Matsunaga, Hirofumi,Ishizuka, Tadao. "Influences of Phenyl Rings on NHC Ligands with Bicyclic Architectures". . p. 128 - 139. Retrieved 2019/01/04.
• 2、 Kalkan, Melike,Erdik, Ender. "Reactivity of mixed organozinc and mixed organocopper reagents: 14. Phosphine-nickel catalyzed aryl-allyl coupling of (n-butyl)(aryl)zincs. Ligand and substrate control on the group selectivity and regioselectivity". . p. 28 - 36. Retrieved 2016/06/09.