6,6-Diphenyl-4-oxobicyclo[3.1.0]hexane-2-ene

Base Information

• Chemical Name: 6,6-Diphenyl-4-oxobicyclo[3.1.0]hexane-2-ene
• CAS No.: 13304-07-9
• Molecular Formula: C18H14O
• Molecular Weight: 246.30300
• Mol file: 13304-07-9.mol

Synonyms:4,4-diphenylbicyclo[3.1.0]-3-hexene-2-one;6,6-Diphenyl-bicyclo<3.1.0>hexen-(3)-on-(2);6,6-Diphenylbicyclo<3.1.0>hex-3-en-2-on;6,6-Diphenyl-bicyclo[3.1.0]hex-3-en-2-one;6,6-Diphenyl-bicyclo<3.1.0>hex-3-en-2-on;6,6-Diphenyl-bicyclo<3.1.o>hexen-(3)-on-(2);

Chemical Property of 6,6-Diphenyl-4-oxobicyclo[3.1.0]hexane-2-ene

Chemical Property:

• PSA: 17.07000
• LogP: 3.35760

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6,6-Diphenyl-4-oxobicyclo[3.1.0]hexane-2-ene

There total 10 articles about 6,6-Diphenyl-4-oxobicyclo[3.1.0]hexane-2-ene 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%

4,4-diphenyl-2,5-cyclohexadien-1-one (13304-12-6) → 4,4-diphenylbicyclo<3.1.0>-3-hexene-2-one (13304-07-9)

Guidance literature:

In diethyl ether; for 1.25h; Irradiation;

DOI:10.1139/v82-086

Reference yield:

2,4-Dibrom-6,6-diphenyl-bicyclo<3.1.0>hexanon-(3) (14547-92-3) → 4,4-diphenylbicyclo<3.1.0>-3-hexene-2-one (13304-07-9)

Guidance literature:

With diiron nonacarbonyl; In N,N-dimethyl-formamide;

DOI:10.1021/ja00474a018

Reference yield:

6,6-Diphenyl-bicyclo<3.1.0>-hexen-(2) (22524-13-6) → 4,4-diphenylbicyclo<3.1.0>-3-hexene-2-one (13304-07-9)

Guidance literature:

Multi-step reaction with 5 steps

1: (i) B₂H₆, THF, (ii) aq. H₂O₂, aq. NaOH

2: CrO₃, Py

3: TsOH

4: Br₂, Py

5: KOtBu, tBuOH

With pyridine; chromium(VI) oxide; potassium tert-butylate; bromine; toluene-4-sulfonic acid; tert-butyl alcohol;

DOI:10.1021/ja01030a039

upstream raw materials:

2,4-Dibrom-6,6-diphenyl-bicyclo<3.1.0>hexanon-(3)

4,4-diphenyl-2,5-cyclohexadien-1-one

3-methyl-3,7,7-triphenyl-1,2-dioxa-spiro[3.5]nona-5,8-diene

2-Brom-6,6-diphenyl-bicyclo<3.1.0>hexanon-(3)