Tetrakis(4-vinylphenyl)methane

Base Information

• Chemical Name: Tetrakis(4-vinylphenyl)methane
• CAS No.: 188647-25-8
• Molecular Formula: C33H28
• DSSTox Substance ID: DTXSID10571317
• Nikkaji Number: J813.167H
• Wikidata: Q82459369
• Mol file: 188647-25-8.mol

Synonyms:Tetrakis(4-vinylphenyl)methane;188647-25-8;1-ethenyl-4-[tris(4-ethenylphenyl)methyl]benzene;Benzene, 1,1',1'',1'''-methanetetrayltetrakis[4-ethenyl- (9CI);YSZC462;DTXSID10571317;BS-46178;CS-0170432;G72164;1,1',1'',1'''-Methanetetrayltetrakis(4-ethenylbenzene)

Chemical Property of Tetrakis(4-vinylphenyl)methane

Chemical Property:

• XLogP3: 10.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 8
• Exact Mass: 424.219100893
• Heavy Atom Count: 33
• Complexity: 520

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC1=CC=C(C=C1)C(C2=CC=C(C=C2)C=C)(C3=CC=C(C=C3)C=C)C4=CC=C(C=C4)C=C

Technology Process of Tetrakis(4-vinylphenyl)methane

There total 3 articles about Tetrakis(4-vinylphenyl)methane 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: 58.0%

tri-n-butyl(vinyl)tin (7486-35-3) + tetrakis(4-iodophenyl)methane (134080-67-4) → tetrakis (4-vinylphenyl)methane (188647-25-8)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; triphenylphosphine; In tetrahydrofuran; Heating;

DOI:10.1016/S0040-4039(97)00136-6

Reference yield:

tetraphenylmethane (630-76-2) → tetrakis (4-vinylphenyl)methane (188647-25-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 56 percent / bis(trifluoroacetoxy) iodobenzene, iodine / CCl₄ / 50 - 60 °C

2: 58 percent / tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform, triphenylphosphine / tetrahydrofuran / Heating

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; iodine; triphenylphosphine; bis-[(trifluoroacetoxy)iodo]benzene; In tetrahydrofuran; tetrachloromethane;

DOI:10.1016/S0040-4039(97)00136-6

Reference yield:

4-tritylaniline (22948-06-7) → tetrakis (4-vinylphenyl)methane (188647-25-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 79 percent / 1.) conc. sulfuric acid, isopentylnitrite; 2.) 50percent hypophosphorous acid / 1.) EtOH, -10 deg C, 30 min; 2.) MeOH, reflux

2: 56 percent / bis(trifluoroacetoxy) iodobenzene, iodine / CCl₄ / 50 - 60 °C

3: 58 percent / tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform, triphenylphosphine / tetrahydrofuran / Heating

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sulfuric acid; iodine; hypophosphorous acid; triphenylphosphine; bis-[(trifluoroacetoxy)iodo]benzene; isopentyl nitrite; In tetrahydrofuran; tetrachloromethane;

DOI:10.1016/S0040-4039(97)00136-6

upstream raw materials:

tri-n-butyl(vinyl)tin

tetrakis(4-iodophenyl)methane

tetraphenylmethane

4-tritylaniline