2-Cyclohexen-1-one, 3-benzoyl-

Base Information

• Chemical Name: 2-Cyclohexen-1-one, 3-benzoyl-
• CAS No.: 100515-02-4
• Molecular Formula: C13H12O2
• Molecular Weight: 200.237
• DSSTox Substance ID: DTXSID50393873
• Nikkaji Number: J595.456H
• Wikidata: Q82192893
• Mol file: 100515-02-4.mol

Synonyms:2-Cyclohexen-1-one, 3-benzoyl-;100515-02-4;3-benzoylcyclohex-2-en-1-one;3-Benzoyl-2-cyclohexen-1-one;SCHEMBL6316758;3-benzoyl-cyclohex-2-en-1-one;DTXSID50393873

Chemical Property of 2-Cyclohexen-1-one, 3-benzoyl-

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 200.083729621
• Heavy Atom Count: 15
• Complexity: 296

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Cyclohexen-1-one, 3-benzoyl-

There total 13 articles about 2-Cyclohexen-1-one, 3-benzoyl- 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%

3-iodo-1-trimethylsilanyloxycyclohex-2-enecarbonitrile (880132-83-2) + benzoyl chloride (98-88-4) → 3-benzoylcyclohex-2-en-1-one (100515-02-4)

Guidance literature:

3-iodo-1-trimethylsilanyloxycyclohex-2-enecarbonitrile; With TurboGrignard; In tetrahydrofuran; at -40 ℃; for 2h;

benzoyl chloride; In tetrahydrofuran; at -30 ℃; for 4h;

With hydrogenchloride; tetrabutyl ammonium fluoride; In tetrahydrofuran; at 25 ℃; for 2h;

DOI:10.1021/ol052792d

Reference yield: 63.0%

carbon monoxide (201230-82-2) + 3-Iodocyclohex-2-enone (56671-82-0) + phenyllithium (591-51-5) → 4-phenylcyclohex-2-en-1-one (51171-72-3) + 3-benzoylcyclohex-2-en-1-one (100515-02-4)

Guidance literature:

phenyllithium; With indium(III) chloride; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

carbon monoxide; 3-Iodocyclohex-2-enone; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; at 66 ℃; for 3h; under 760 Torr;

DOI:10.1021/ol034167j

Reference yield: 44.0%

cyclohexenone (930-68-7) + C11H13PolS2 → 3-benzoylcyclohexan-1-one (58753-28-9) + 3-benzoylcyclohex-2-en-1-one (100515-02-4)

Guidance literature:

C₁₁H₁₃PolS₂; With n-butyllithium; In tetrahydrofuran; at -35 ℃; for 2h; solid phase reaction;

cyclohexenone; In tetrahydrofuran; methanol; at -35 ℃; solid phase reaction;

With mercury(II) perchlorate; water; calcium carbonate; In tetrahydrofuran; thermodynamic control;

DOI:10.1055/s-2008-1072738

upstream raw materials:

cis-2-(phenylseleno)-3-cyclohexanone

benzoyl chloride

(3-Methoxy-cyclohex-1-enesulfonyl)-benzene

carbon monoxide