1,2-Diphenylcyclobutene

Base Information

• Chemical Name: 1,2-Diphenylcyclobutene
• CAS No.: 3306-02-3
• Molecular Formula: C16H14
• Molecular Weight: 206.287
• Hs Code.: 2902909090
• Mol file: 3306-02-3.mol

Synonyms:Cyclobutene,1,2-diphenyl- (7CI,8CI); 1,2-Diphenyl-1-cyclobutene; 1,2-Diphenylcyclobutene;NSC 168881

Chemical Property of 1,2-Diphenylcyclobutene

Chemical Property:

• Boiling Point: 325.6oC at 760 mmHg
• Flash Point: 157.8oC
• PSA: 0.00000
• Density: 1.093g/cm3
• LogP: 4.39120

Purity/Quality:

99% ^*data from raw suppliers

1,1''-(1-Cyclobutene-1,2-diyl)bis-benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• General Description: 1,2-Diphenylcyclobutene is a reactive cyclobutene derivative that undergoes addition reactions with dihalocarbenes (e.g., dibromo-, dichloro-, and difluorocarbene), leading to ring expansion and rearrangement products such as 1,3-diphenyl-2-halocyclopenta-1,3-dienes or aromatic compounds like 1,3-difluoro-2,4-diphenylbenzene. These transformations involve cationic cyclopropyl-allyl rearrangements and dehydrohalogenation steps, demonstrating its utility as a substrate for synthesizing structurally complex and functionalized cyclic compounds.

Technology Process of 1,2-Diphenylcyclobutene

There total 15 articles about 1,2-Diphenylcyclobutene 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: 88.0%

phenyllithium (591-51-5) + 1-phenylsulfonyl-2-phenyl-1-cyclobutene (647028-03-3) → 1,2-diphenyl-1-cyclobutene (3306-02-3)

Guidance literature:

In tetrahydrofuran; toluene; at 0 ℃; for 0.5h;

DOI:10.1002/chem.200304902

Reference yield: 87.0%

phenacylacetophenone (495-71-6) → 1,2-diphenyl-1-cyclobutene (3306-02-3)

Guidance literature:

With titanium tetrachloride; zinc; In tetrahydrofuran; at 50 - 60 ℃; for 24h;

DOI:10.1039/c39840001234

Reference yield: 73.0%

(E)-1,2-diphenyl-1,4-diiodobut-1-ene (193211-89-1) → 1,2-diphenyl-1-cyclobutene (3306-02-3)

Guidance literature:

With n-butyllithium; In diethyl ether; hexane; at -78 - 23 ℃;

DOI:10.1021/jo961277d

upstream raw materials:

2-phenyl-2-(1-phenyl-cyclopropyl)-oxirane

2,3-diphenyl-1,3-butadiene

phenacylacetophenone

(E)-1,2-diphenyl-1,4-diiodobut-1-ene

Downstream raw materials:

2,5-Diphenyl-anti-tricyclo<4.3.0.0.^2.5>non-7-en

1,4-diphenyl-2,2,3,3-tetrachlorobicyclo<2.2.0>hexane

endo-2,2-dimethyl-1,4-diphenyl-3-(2-methyl-1-propenyl)bicyclo<2.2.0>hexane

exo-2,2-dimethyl-1,4-diphenyl-3-(2-methyl-1-propenyl)bicyclo<2.2.0>hexane

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