1-(3-Methylcyclohex-2-en-1-yl)ethan-1-one

Base Information

• Chemical Name: 1-(3-Methylcyclohex-2-en-1-yl)ethan-1-one
• CAS No.: 60048-68-2
• Molecular Formula: C9H14O
• Molecular Weight: 138.21
• DSSTox Substance ID: DTXSID00502812
• Mol file: 60048-68-2.mol

Synonyms:60048-68-2;1-(3-Methylcyclohex-2-en-1-yl)ethan-1-one;SCHEMBL1782003;DTXSID00502812

Chemical Property of 1-(3-Methylcyclohex-2-en-1-yl)ethan-1-one

Chemical Property:

• PSA: 17.07000
• LogP: 2.32180
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 138.104465066
• Heavy Atom Count: 10
• Complexity: 168

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(CCC1)C(=O)C

Technology Process of 1-(3-Methylcyclohex-2-en-1-yl)ethan-1-one

There total 6 articles about 1-(3-Methylcyclohex-2-en-1-yl)ethan-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: 70.0%

methyl vinyl ketone (78-94-4,25038-87-3) + isoprene (78-79-5,9003-31-0) → 3-acetyl-1-methylcyclohexene (60048-68-2) + (+-)-4-acetyl-1-methylcyclohexene (6090-09-1)

Guidance literature:

at 20 ℃; for 0.666667h; deposition of a mixture of the substrates on the silica gel; reaction with acroleine; acceleration of a Diels-Alder reaction under adsorption conditions;

DOI:10.1007/BF00962357

Reference yield:

1-(3-Benzenesulfonyl-3-methyl-cyclohex-1-enyl)-ethanone (68940-30-7) → 3-acetyl-1-methylcyclohexene (60048-68-2)

Guidance literature:

With lithium dimethylcuprate; In diethyl ether;

DOI:10.1021/ja00525a023

Reference yield:

1-(3-(phenylsulfonyl)cyclohex-1-en-1-yl)ethanone (68940-36-3) → 3-acetyl-1-methylcyclohexene (60048-68-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent Spectr_. / sodium hydride / dimethylformamide

2: 92 mg / lithium dimethylcuprate / diethyl ether

With lithium dimethylcuprate; sodium hydride; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1021/ja00525a023

upstream raw materials:

3-methylcyclohexen-2-one

ethanol

methyl vinyl ketone

isoprene

Downstream raw materials:

1-(3-methyl-cyclohex-1-enyl)-ethanone