6-Phenyl-2-cyclohexen-1-one

Base Information

• Chemical Name: 6-Phenyl-2-cyclohexen-1-one
• CAS No.: 36702-38-2
• Molecular Formula: C12H12O
• Molecular Weight: 172.227
• DSSTox Substance ID: DTXSID10509473
• Nikkaji Number: J89.119C
• Mol file: 36702-38-2.mol

Synonyms:6-phenyl-2-cyclohexen-1-one;36702-38-2;6-phenyl-cyclohex-2-en-1-one;SCHEMBL24102958;DTXSID10509473;5,6-Dihydro[1,1'-biphenyl]-2(1H)-one

Chemical Property of 6-Phenyl-2-cyclohexen-1-one

Chemical Property:

• PSA: 17.07000
• LogP: 2.68930
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 172.088815002
• Heavy Atom Count: 13
• Complexity: 211

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 6-Phenyl-2-cyclohexen-1-one

There total 20 articles about 6-Phenyl-2-cyclohexen-1-one 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: 78.0%

2-(trimethylsiloxy)cyclohexa-1,3-diene (54781-19-0) + triphenylantimony(V) diacetate (1538-62-1,34716-94-4) → 5,6-dihydro-[1,1'-biphenyl]-2(1H)-one (36702-38-2)

Guidance literature:

With water; dichloro bis(acetonitrile) palladium(II); In 1,2-dimethoxyethane; acetonitrile; at 20 ℃;

DOI:10.1039/b006431i

Reference yield: 72.0%

6-phenyl-1-(trimethylsilyloxy)cyclohex-1-ene → 5,6-dihydro-[1,1'-biphenyl]-2(1H)-one (36702-38-2)

Guidance literature:

With 2,4,6-trimethyl-pyridine; sodium hexafluoroantimonate; Graphite; In acetonitrile; at 20 ℃; Electrochemical reaction; Inert atmosphere;

DOI:10.1038/s41557-021-00640-2

Reference yield: 63.0%

(RS)-2-phenylcyclohexanone (1444-65-1) → 2-phenylcyclohex-2-enone (4556-09-6) + 5,6-dihydro-[1,1'-biphenyl]-2(1H)-one (36702-38-2)

Guidance literature:

With palladium(II) trifluoroacetate; oxygen; acetic acid; dimethyl sulfoxide; In ethyl acetate; at 60 ℃; for 24h; under 760.051 Torr; regioselective reaction;

DOI:10.1021/ja206575j

upstream raw materials:

6-phenylcyclohex-3-en-1-one

(RS)-2-phenylcyclohexanone

6-phenyl-2-cyclohexen-1-ol

trans-3-hydroxy-6-phenyl-1-(trimethylsiloxy)-1-cyclohexene

Downstream raw materials:

6-phenyl-2-cyclohexen-1-ol

<(1S*,2R*)-3-oxo-2-phenylcyclohexyl>acetic acid

1-phenylcyclohexa-2,4-diene

trans-(2-phenylcyclohexyl)acetic acid