Benzene, 1,1'-(cyclobutylidenemethylene)bis-

Base Information

• Chemical Name: Benzene, 1,1'-(cyclobutylidenemethylene)bis-
• CAS No.: 1432-53-7
• Molecular Formula: C17H16
• Molecular Weight: 220.314
• DSSTox Substance ID: DTXSID50454690
• Nikkaji Number: J713.322G
• Wikidata: Q82276365
• Mol file: 1432-53-7.mol

Synonyms:Benzene, 1,1'-(cyclobutylidenemethylene)bis-;1432-53-7;[CYCLOBUTYLIDENE(PHENYL)METHYL]BENZENE;Benzhydrylidenecyclobutane;diphenylmethylenecyclobutane;DTXSID50454690

Chemical Property of Benzene, 1,1'-(cyclobutylidenemethylene)bis-

Chemical Property:

• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 220.125200510
• Heavy Atom Count: 17
• Complexity: 248

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=C(C2=CC=CC=C2)C3=CC=CC=C3)C1

Technology Process of Benzene, 1,1'-(cyclobutylidenemethylene)bis-

There total 17 articles about Benzene, 1,1'-(cyclobutylidenemethylene)bis- 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: 74.0%

cyclobutyldiphenylcarbinol (4404-60-8) → (diphenylmethylene)cyclobutane (1432-53-7)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 3h; Heating;

DOI:10.1021/jo000095n

Reference yield: 70.0%

2,2-diphenyl-1,3-dithiolane (6317-10-8) + cyclobutylmagnesium bromide (13384-48-0) → (diphenylmethylene)cyclobutane (1432-53-7)

Guidance literature:

bis(triphenylphosphine)nickel(II) chloride; Heating;

DOI:10.1021/ja00207a029

Reference yield: 18.0%

1,1-diphenylspiro[2.2]pentane (128742-43-8) + chloranil (118-75-2) → (diphenylmethylene)cyclobutane (1432-53-7) + C17H16 (128742-47-2) + 4-(2-Benzhydrylidene-cyclobutoxy)-2,3,5,6-tetrachloro-phenol (128742-50-7)

Guidance literature:

In acetonitrile; at 15 - 20 ℃; for 1h; Irradiation;

DOI:10.1016/S0040-4039(00)97375-1

upstream raw materials:

cyclobutyldiphenylcarbinol

2,2-diphenyl-1,3-dithiolane

cyclobutylmagnesium bromide

1,1-diphenylspiro[2.2]pentane

Downstream raw materials:

benzophenone

succinic acid

C₁₉H₁₉BrO₂

2-deutero-1-(2-deuterophenyl)-1-phenyl-1-pentene

Refernces

• 1、 Qi, Wenke,Wang, Peipei,Fan, Liyuan,Zhang, Songlin. "A method for synthesis of homoallylic bromide". . p. 5918 - 5924. Retrieved 2013/07/26.
• 2、 Fujiwara, Tooru,Iwasaki, Norie,Takeda, Takeshi. "Preparation of Alkylidenecyclobutanes and Their Transformation to 2,2-Disubstituted Cyclopentanones". . p. 741 - 742. Retrieved 2007/10/03.