2-Allyl-6-methylcyclohexanone

Base Information

• Chemical Name: 2-Allyl-6-methylcyclohexanone
• CAS No.: 36321-95-6
• Molecular Formula: C10H16O
• Molecular Weight: 152.236
• DSSTox Substance ID: DTXSID90504562
• Nikkaji Number: J47.884I
• Mol file: 36321-95-6.mol

Synonyms:2-allyl-6-methylcyclohexanone;2-methyl-6-prop-2-enylcyclohexan-1-one;36321-95-6;DTXSID90504562;AKOS015907610;2-Methyl-6-(prop-2-en-1-yl)cyclohexan-1-one

Chemical Property of 2-Allyl-6-methylcyclohexanone

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: 160

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1CCCC(C1=O)CC=C

Technology Process of 2-Allyl-6-methylcyclohexanone

There total 13 articles about 2-Allyl-6-methylcyclohexanone 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: 90.0%

diallylcarbonate (15022-08-9) + 6-methyl-1-trimethylsiloxycyclohex-1-ene (19980-33-7) → 6-methyl-2-allylcyclohexanone (36321-95-6)

Guidance literature:

With 1,2-bis-(diphenylphosphino)ethane; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; for 12h; Heating;

DOI:10.1246/cl.1983.1325

Reference yield: 78.0%

allyl methyl carbonate (35466-83-2) + 6-methyl-1-acetoxycyclohexene (1541-29-3) → 6-methyl-2-allylcyclohexanone (36321-95-6)

Guidance literature:

With Pd⁽⁰⁾-bis(diphenylphosphino)ethane; tributyltin methoxide; In 1,4-dioxane; for 10h; Heating;

DOI:10.1016/S0040-4039(00)86235-8

Reference yield: 77.0%

Allyl 6-methyl-1-cyclohexenyl carbonate (86950-90-5) → 6-methylcyclohex-2-en-1-one (6610-21-5) + 6-methyl-2-allylcyclohexanone (36321-95-6) + 2-Methylcyclohexanone (583-60-8)

Guidance literature:

palladium diacetate; triphenylphosphine; In acetonitrile; for 2h; Yields of byproduct given; Heating;

DOI:10.1055/s-1987-28145

upstream raw materials:

Allyl acetate

6-methyl-1-oxocyclohexane-2-carboxylic acid

allyl methyl carbonate

6-methyl-1-acetoxycyclohexene

Downstream raw materials:

2-Methyl-6-[2-(5,6,7,8-tetrahydro-[2]naphthyl)-propyl]-cyclohexanol

2-Methyl-6-(2-naphthalen-2-yl-propyl)-cyclohexanone

2-Methyl-6-(2-naphthalen-2-yl-propyl)-cyclohexanol