2-Cyclopropylcyclohexan-1-one

Base Information

• Chemical Name: 2-Cyclopropylcyclohexan-1-one
• CAS No.: 24892-74-8
• Molecular Formula: C₉H₁₄O
• Molecular Weight: 138.21
• European Community (EC) Number: 872-034-1
• Nikkaji Number: J891.122C

Synonyms:2-cyclopropylcyclohexan-1-one;2-cyclopropylcyclohexanone;24892-74-8;Cyclohexanone, 2-cyclopropyl-;2-cyclopropyl-cyclohexan-1-one;AKOS013815557;CS-0308720;EN300-128961;F8889-2957;Z1233201574

Chemical Property of 2-Cyclopropylcyclohexan-1-one

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 138.104465066
• Heavy Atom Count: 10
• Complexity: 147

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC(=O)C(C1)C2CC2

Technology Process of 2-Cyclopropylcyclohexan-1-one

There total 9 articles about 2-Cyclopropylcyclohexan-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%

cyclopropylmagnesium bromide (23719-80-4) + cyclohexane-1,2-epoxide (286-20-4) → 2-cyclopropylcyclohexan-1-one (24892-74-8)

Guidance literature:

cyclopropylmagnesium bromide; With copper(I) bromide dimethylsulfide complex; In tetrahydrofuran; at 0 ℃; for 0.5h;

cyclohexane-1,2-epoxide; In tetrahydrofuran; at 0 ℃; for 1h;

With phthalic acid dimethyl ester; In dichloromethane; at 20 ℃;

DOI:10.1039/c3cc46778c

Reference yield: 71.0%

9-(trimethylsilyl)-6-nonenoyl chloride (104261-17-8) → 2-cyclopropylcyclohexan-1-one (24892-74-8)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at -78 ℃; for 1.5h;

DOI:10.1016/S0040-4039(00)84083-6

Reference yield:

cyclohexanone potassium enolate (21300-32-3,62415-82-1) → 2-cyclopropylcyclohexan-1-one (24892-74-8)

Guidance literature:

With iodine; Yield given. Multistep reaction; 1.) THF, from -78 deg C to RT, 12 h, 2.) -78 deg C;

upstream raw materials:

9-(trimethylsilyl)-6-nonenoyl chloride

2-(1-Phenylsulfanyl-cyclopropyl)-cyclohexanone

cyclohexanone potassium enolate

1-(Trimethylsilyloxy)cyclohexene

Downstream raw materials:

2-cyclopropyl-2-cyclohexen-1-one

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