Cyclohexanone, 2-methyl-2-(2-propenyl)-

Base Information

• Chemical Name: Cyclohexanone, 2-methyl-2-(2-propenyl)-
• CAS No.: 16178-87-3
• Molecular Formula: C10H16O
• Molecular Weight: 152.236
• DSSTox Substance ID: DTXSID301347327
• Nikkaji Number: J47.883K
• Mol file: 16178-87-3.mol

Synonyms:2-allyl-2-methylcyclohexanone;16178-87-3;2-Methyl-2-allylcyclohexanone;2-allyl-2-methyl cyclohexanone;SCHEMBL1137957;FGDGJMZVLROUMG-UHFFFAOYSA-N;DTXSID301347327;AKOS015907100;2-methyl-2-prop-2-enylcyclohexan-1-one

Chemical Property of Cyclohexanone, 2-methyl-2-(2-propenyl)-

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 152.120115130
• Heavy Atom Count: 11
• Complexity: 172

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCCCC1=O)CC=C

Technology Process of Cyclohexanone, 2-methyl-2-(2-propenyl)-

There total 28 articles about Cyclohexanone, 2-methyl-2-(2-propenyl)- 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: 95.0%

Allyl acetate (591-87-7) + 1-tri-n-butylstannyloxy-2-methylcyclohex-1-ene (21750-52-7) → 2-methyl-2-allylcyclohexanone (16178-87-3)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1016/S0040-4039(00)92813-2

Reference yield: 90.0%

allyl methyl carbonate (35466-83-2) + 1-acetoxy-2-methylcyclohexene (1196-73-2) → 2-methyl-2-allylcyclohexanone (16178-87-3)

Guidance literature:

allyl methyl carbonate; 1-acetoxy-2-methylcyclohexene; With 1,2-bis-(diphenylphosphino)ethane; Pd(dibenzylideneacetone)2 chloroform adduct; In 1,4-dioxane; at 25 ℃; for 0.166667h;

With tributyltin methoxide; In 1,4-dioxane; for 10h; Heating;

DOI:10.1016/j.tet.2004.07.064

Reference yield: 72.0%

1-methyl-2-oxocyclohexanecarboxylic acid 2-propenyl ester (7770-41-4) → 2-methyl-2-cyclohexen-1-one (1121-18-2) + 2-methyl-2-allylcyclohexanone (16178-87-3) + 2-Methylcyclohexanone (583-60-8)

Guidance literature:

palladium diacetate; 1,2-bis-(diphenylphosphino)ethane; In acetonitrile; for 4h; Yields of byproduct given; Heating;

DOI:10.1055/s-1987-28145

upstream raw materials:

2-Methylcyclohexanone

1-acetoxy-2-methylcyclohexene

allyl bromide

2-n-Butylthiomethylen-cyclohexanon

Downstream raw materials:

2-Allyl-2-methyl-cyclohexanol

formic acid

2-(diethoxy-phosphoryl)-4-ethoxythiocarbonylsulfanyl-5-(1-methyl-2-oxo-cyclohexyl)-pentanoic acid ethyl ester