1,1'-(2-Phenylethene-1,1-diyl)bis(4-methylbenzene)

Base Information

• Chemical Name: 1,1'-(2-Phenylethene-1,1-diyl)bis(4-methylbenzene)
• CAS No.: 61080-12-4
• Molecular Formula: C22H20
• Molecular Weight: 284.401
• DSSTox Substance ID: DTXSID00499930
• Nikkaji Number: J502.581H
• Mol file: 61080-12-4.mol

Synonyms:61080-12-4;DTXSID00499930;1,1'-(2-Phenylethene-1,1-diyl)bis(4-methylbenzene)

Chemical Property of 1,1'-(2-Phenylethene-1,1-diyl)bis(4-methylbenzene)

Chemical Property:

• XLogP3: 6.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 284.156500638
• Heavy Atom Count: 22
• Complexity: 320

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(=CC2=CC=CC=C2)C3=CC=C(C=C3)C

Technology Process of 1,1'-(2-Phenylethene-1,1-diyl)bis(4-methylbenzene)

There total 15 articles about 1,1'-(2-Phenylethene-1,1-diyl)bis(4-methylbenzene) 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%

2,2-dibromostyrene (7436-90-0) + 4-methylphenylboronic acid (5720-05-8) → 4,4'-(2-phenylethene-1,1-diyl)bis(methylbenzene) (61080-12-4)

Guidance literature:

With C₁₇H₁₅ClN₇Pd⁽¹⁺⁾*F₆P^(1-); potassium carbonate; In water; at 100 ℃; for 12h;

DOI:10.1002/asia.201000071

Reference yield: 78.0%

4,4'-dimethylbenzophenone 4-methylphenylsulfonylhydrazone + benzyl bromide (100-39-0) → 4,4'-(2-phenylethene-1,1-diyl)bis(methylbenzene) (61080-12-4)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trifuran-2-yl-phosphane; lithium tert-butoxide; In toluene; at 80 ℃; for 3h; Inert atmosphere;

DOI:10.1021/ol901876w

Reference yield:

bis(p-methylphenyl)-methanone (611-97-2) + benzylmagnesium chloride (6921-34-2) → 4,4'-(2-phenylethene-1,1-diyl)bis(methylbenzene) (61080-12-4)

Guidance literature:

With diethyl ether; Erhitzen des nach der Hydrolyse erhaltenen Reaktionsprodukts mit H₂SO₄ unter vermindertem Druck;

DOI:10.1021/ja01345a046

upstream raw materials:

bis(p-methylphenyl)-methanone

benzylmagnesium chloride

methyl iodide

benzyl bromide

Downstream raw materials:

2-phenyl-3,3-di-p-tolyl-acrylic acid

6-methyl-2-phenyl-3-p-tolyl-inden-1-one

2,2-bis(4-methylphenyl)-1-phenylvinyl bromide

Refernces

• 1、 Li, Shenhuan,Li, Jie,Xia, Tianlai,Zhao, Wanxiang. "Stereoselective Synthesis of Vinylboronates by Rh-Catalyzed Borylation of Stereoisomeric Mixtures". . p. 462 - 468. Retrieved 2019/03/28.
• 2、 Gu, Shaojin,Xu, Hui,Zhang, Na,Chen, Wanzhi. "Triazole-functionalized N-heterocyclic carbene complexes of palladium and platinum and efficient aqueous Suzuki-Miyaura coupling reaction". experimental part. p. 1677 - 1686. Retrieved 2011/08/05.