2-allylcyclohexan-1-one

Base Information

• Chemical Name: 2-allylcyclohexan-1-one
• CAS No.: 115182-22-4
• Molecular Formula: C₉H₁₄O
• Molecular Weight: 138.21
• Mol file: 115182-22-4.mol

Synonyms:

Chemical Property of 2-allylcyclohexan-1-one

Chemical Property:

• Vapor Pressure: 0.378mmHg at 25°C
• Water Solubility.: insoluble

Purity/Quality:

Safty Information:

• Hazard Codes: Xn:Harmful
• Statements: R20/21/22:; R36/37/38:
• Safety Statements: S26:; S36/37/39:

MSDS Files:

Useful:

Technology Process of 2-allylcyclohexan-1-one

There total 42 articles about 2-allylcyclohexan-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: 75.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + allyl-trimethyl-silane (762-72-1) → (R)-2-allylcyclohexanone (94-66-6,36302-35-9,115182-22-4,67074-37-7)

Guidance literature:

With hydrogenchloride; ammonium cerium (IV) nitrate; 5-benzyl-3-methyl-2-(benzothiophen-2-yl)imidazolidin-4-one; sodium hydrogencarbonate; In tetrahydrofuran; water; at -78 - -20 ℃; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1073/pnas.1002845107

Reference yield: 72.0%

allyl methyl carbonate (35466-83-2) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → (R)-2-allylcyclohexanone (94-66-6,36302-35-9,115182-22-4,67074-37-7)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; n-butyllithium; chloroform; C₃₈H₃₄Cl₂O₂P₂; diisopropylamine; lithium chloride; In tetrahydrofuran; hexane; at -78 ℃; diastereoselective reaction; Inert atmosphere;

DOI:10.1002/adsc.200700409

Reference yield: 70.0%

2-allylcyclohexan-1-one (94-66-6) → (S)-2-allylcyclohexanone (36302-35-9) + (R)-2-allylcyclohexanone (94-66-6,36302-35-9,115182-22-4,67074-37-7)

Guidance literature:

2-allylcyclohexan-1-one; With (4R,5R)-α,α,α',α'-2-Pentaphenyl-1,3-dioxolan-4,5-dimethanol; sodium hydroxide; In methanol; water; at 20 ℃; for 48h; Resolution of racemate;

In methanol; water; at 20 ℃; for 24h; optical yield given as %ee; Resolution of racemate;

DOI:10.1016/j.tet.2010.09.085

upstream raw materials:

vinyl acetate

(S)-1-Cyclohex-1-enyl-pyrrolidine-2-carboxylic acid diethylamide

((S)-1-Cyclohex-1-enyl-pyrrolidin-2-yl)-pyrrolidin-1-yl-methanone

Allyl acetate

Downstream raw materials:

(±)-(1S,2R)-2-allylcyclohexanol

(1R,2R)-2-allylcyclohexanol

(+)-cis-1-[2-isopropenyl-2-(triethylsiloxy)cyclohexyl]-3,4-dimethylpent-3-en-2-ol

(-)-(1R,2R)-[2-isopropenyl-2-(triethylsiloxy)cyclohexyl]acetaldehyde