3-Cyclohexylcyclopent-2-en-1-one

Base Information

• Chemical Name: 3-Cyclohexylcyclopent-2-en-1-one
• CAS No.: 126457-89-4
• Molecular Formula: C11H16O
• Molecular Weight: 164.247
• DSSTox Substance ID: DTXSID90562167
• Nikkaji Number: J316.855G
• Wikidata: Q82446206
• Mol file: 126457-89-4.mol

Synonyms:3-cyclohexylcyclopent-2-en-1-one;126457-89-4;SCHEMBL1022576;DTXSID90562167;AKOS014508776

Chemical Property of 3-Cyclohexylcyclopent-2-en-1-one

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 164.120115130
• Heavy Atom Count: 12
• Complexity: 209

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)C2=CC(=O)CC2

Technology Process of 3-Cyclohexylcyclopent-2-en-1-one

There total 7 articles about 3-Cyclohexylcyclopent-2-en-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: 38.0%

C18H32NO6P → 3-cyclohexylcyclopent-2-en-1-one (126457-89-4)

Guidance literature:

With trimethylsilylazide; di(n-butyl)tin oxide; In toluene; for 10h; Reflux; Inert atmosphere;

DOI:10.1016/j.tet.2020.131914

Reference yield:

3-ethoxycyclopent-2-en-1-one (22627-70-9) + cyclohexylmagnesium bromide (931-50-0) → 3-cyclohexylcyclopent-2-en-1-one (126457-89-4)

Guidance literature:

In tetrahydrofuran; at 0 - 40 ℃; Inert atmosphere;

DOI:10.1002/anie.201403753

Reference yield:

cyclopent-2-enone (930-30-3) + cyclohexylmagnesiumchloride (931-51-1) → 3-cyclohexylcyclopent-2-en-1-one (126457-89-4)

Guidance literature:

cyclopent-2-enone; cyclohexylmagnesiumchloride; In diethyl ether; at 0 - 20 ℃; for 1h;

With water; ammonium chloride; In diethyl ether;

With Celite; pyridinium chlorochromate; In dichloromethane; for 4h;

upstream raw materials:

3-cyclohexylcyclopent-3-en-1-one

3-cyclohexylpent-3-en-1-ol

cyclopent-2-enone

cyclohexylmagnesiumchloride

Downstream raw materials:

(R)-3-cyclohexylcyclopentanone

(S)-3-cyclohexylcyclopentanone

C₂₆H₂₇NO₃S

C₁₇H₁₈ClFO