3-(2-Methylprop-2-en-1-yl)cyclohexan-1-one

Base Information

• Chemical Name: 3-(2-Methylprop-2-en-1-yl)cyclohexan-1-one
• CAS No.: 937-44-0
• Molecular Formula: C10H16O
• Molecular Weight: 152.236
• DSSTox Substance ID: DTXSID30502840
• Nikkaji Number: J1.715.795G
• Mol file: 937-44-0.mol

Synonyms:937-44-0;3-(2-Methylprop-2-en-1-yl)cyclohexan-1-one;SCHEMBL11144603;DTXSID30502840;AKOS017737697

Chemical Property of 3-(2-Methylprop-2-en-1-yl)cyclohexan-1-one

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 152.120115130
• Heavy Atom Count: 11
• Complexity: 170

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=C)CC1CCCC(=O)C1

Technology Process of 3-(2-Methylprop-2-en-1-yl)cyclohexan-1-one

There total 13 articles about 3-(2-Methylprop-2-en-1-yl)cyclohexan-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: 99.0%

cyclohexenone (930-68-7) + 2-methallyltrimethylsilane (18292-38-1) → 3-(2-Methyl-1-propen-3-yl)cyclohexanone (937-44-0)

Guidance literature:

With titanium tetrachloride; at -78 ℃; for 0.166667h;

DOI:10.1016/S0040-4039(00)77749-5

Reference yield: 57.0%

3-(2-Iodo-2-methylpropyl)cyclohexan-1-one (134655-13-3) → 5-isobutylcyclohexanone (5674-05-5,709032-62-2,709032-63-3) + 3-(2-Methyl-1-propen-3-yl)cyclohexanone (937-44-0) + 3-(2-Methyl-1-propen-1-yl)cyclohexan-1-one (29843-69-4) + 7,7-Dimethylbicyclo<3.2.1>octan-1-ol (134655-22-4)

Guidance literature:

With samarium diiodide; tris(dibenzoylmethano)iron(III); In tetrahydrofuran; at 0 ℃; for 2h; Yields of byproduct given;

DOI:10.1021/jo00013a008

Reference yield:

cyclohexenone (930-68-7) → 3-(2-Methyl-1-propen-3-yl)cyclohexanone (937-44-0)

Guidance literature:

Multi-step reaction with 2 steps

2: 1.) Hg(OCOCF₃)2, 2.) NaBH₄ / 1.) CH₂Cl₂, RT, 2 min

With sodium tetrahydroborate; mercury(II) trifluoroacetate;

DOI:10.1016/0040-4020(84)85011-5

upstream raw materials:

cyclohexenone

isobutene

2-methallyltrimethylsilane

2-methylallyllithium

Downstream raw materials:

(1S,5R,7R)-2-Benzyl-5-methyl-3-oxa-2-aza-tricyclo[5.3.1.0^1,5]undecane

5-isobutylcyclohexanone