1α-Acetoxy-2α-methylcyclohexane

Base Information

• Chemical Name: 1α-Acetoxy-2α-methylcyclohexane
• CAS No.: 15288-15-0
• Molecular Formula: C9H16O2
• Molecular Weight: 156.225
• Mol file: 15288-15-0.mol

Synonyms:(1α)-2α-Methylcyclohexanol acetate;1α-Acetoxy-2α-methylcyclohexane;Acetic acid 2α-methylcyclohexane-1α-yl ester;(1R)-2α-Methylcyclohexanol acetate

Chemical Property of 1α-Acetoxy-2α-methylcyclohexane

Chemical Property:

• Boiling Point: 82 - 84 °C (24 mmHg)
• PSA: 26.30000
• LogP: 2.12820

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1α-Acetoxy-2α-methylcyclohexane

There total 9 articles about 1α-Acetoxy-2α-methylcyclohexane 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: 10.0%

(+/-)-trans-2-methylcyclohexanol acetate (5726-19-2,15288-14-9,15288-15-0,20993-78-6,50539-18-9,50539-19-0,54714-33-9,54714-34-0) → (1R,2R)-2-methylcyclohexanol acetate (15288-15-0) + trans-2-methylcyclohexanol

Guidance literature:

With Yarrowia lipolytica YL₂; In N,N-dimethyl-formamide; for 4h;

DOI:10.1016/S0957-4166(01)00463-3

Reference yield:

(+/-)-trans-2-methylcyclohexanol (7443-52-9) + acetyl chloride (75-36-5) → (+/-)-trans-2-methylcyclohexanol acetate (5726-19-2,15288-14-9,15288-15-0,20993-78-6,50539-18-9,50539-19-0,54714-33-9,54714-34-0)

Guidance literature:

With pyridine; chloroform;

DOI:10.1021/jo01152a021

Reference yield:

(+/-)-trans-2-methylcyclohexanol (7443-52-9) + acetic anhydride (108-24-7) → (+/-)-trans-2-methylcyclohexanol acetate (5726-19-2,15288-14-9,15288-15-0,20993-78-6,50539-18-9,50539-19-0,54714-33-9,54714-34-0)

Guidance literature:

DOI:10.1021/jo01114a008

upstream raw materials:

Isopropenyl acetate

(+/-)-trans-2-methylcyclohexanol

(+/-)-trans-2-methylcyclohexanol acetate

acetic anhydride

Downstream raw materials:

(1S,2S)-(+)-trans-2-methylcyclohexanyl acetate

(1R,2R)-(-)-trans-2-methylcyclohexanol

trans-2-methylcyclohexanol

1-methylcyclohex-1-ene

Refernces

• 1、 Naemura,Fukuda,Murata,Konishi,Hirose,Tobe. "Lipase-catalyzed enantioselective acylation of alcohols: A predictive active site model for lipase YS to identify which enantiomer of an alcohol reacts faster in this acylation". . p. 2385 - 2394. Retrieved 2007/10/03.
• 2、 Gassman, Paul G.,Bottorff, Kyle J.. "Anti-Markovnikov Addition of Nucleophiles to a Non-conjugated Olefin via Single Electron Transfer Photochemistry". . p. 5449 - 5452. Retrieved 2007/10/02.