15288-15-0

Basic information

• Product Name: 1α-Acetoxy-2α-methylcyclohexane
• Synonyms: (1α)-2α-Methylcyclohexanol acetate;1α-Acetoxy-2α-methylcyclohexane;Acetic acid 2α-methylcyclohexane-1α-yl ester;(1R)-2α-Methylcyclohexanol acetate
• CAS NO: 15288-15-0
• Molecular Formula: C₉H₁₆O₂
• Molecular Weight: 156.22214
• Mol File: 15288-15-0.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1α-Acetoxy-2α-methylcyclohexane(CAS DataBase Reference)
• NIST Chemistry Reference: 1α-Acetoxy-2α-methylcyclohexane(15288-15-0)
• EPA Substance Registry System: 1α-Acetoxy-2α-methylcyclohexane(15288-15-0)

Safety Data

• Hazardous Substances Data: 15288-15-0(Hazardous Substances Data)

Upstream product

• 108-22-5 Isopropenyl acetate 
• 7443-52-9 (+/-)-trans-2-methylcyclohexanol 
• 5726-19-2 (+/-)-trans-2-methylcyclohexanol acetate 
• 591-49-1 1-methylcyclohex-1-ene 
• 64-19-7 acetic acid 
• 286-08-8 2,7,7-trimethyltricyclo[4.1.1.0^2,4]octane 
• 75-36-5 acetyl chloride 
• 108-24-7 acetic anhydride 

Downstream Products

• 591-49-1 1-methylcyclohex-1-ene 
• 591-48-0 3-methyl-1-cyclohexene 
• 19043-03-9 (1R,2R)-(-)-trans-2-methylcyclohexanol 
• 15963-37-8 trans-2-methylcyclohexanol 
• 152140-96-0 (1S,2S)-(+)-trans-2-methylcyclohexanyl acetate 

Relevant articles and documents

Enantioselective hydrolyses with Yarrowia lipolytica: A versatile strain for esters, enol esters, epoxides, and lactones

Racemic secondary esters 1-3, γ-lactones 8-9, and styrene oxide 7 are kinetically resolved via hydrolysis with Yarrowia lipolytica YL2 strain. The enantioselective hydrolysis of prochiral enol esters 4-6 to the corresponding homochiral carbonyl compounds 13-15 is also described. Subsequent reduction of the ketone 13 and of the aldehyde 15 can be avoided using lyophilised cells.

Lipase YS-catalysed Acylation of Alcohols: a Predictive Active Site Model for Lipase YS to Identify which Enantiomer of a Primary or a Secondary Alcohol Reacts Faster in this Acylation

Primary alcohols having a hydroxymethyl group at an S chiral centre and secondary alcohols with an R configuration are preferentially acylated to give the corresponding acetates by lipase YS-catalysed acylation in diisopropyl ether; a predictive cubic-spaced active site model for lipase YS is proposed for identifying which enantiomer of a primary or a secondary alcohol reacts faster in this acylation.

Electrophilic Cleavage of Cyclopropanes. Acetolysis of Bicyclic and Tricyclic Cyclopropanes

The acetolysis of a series of bicycloalkanes and propellanes has been studied.The effect of ring strain, caused by changing ring size or introducing a trans-ring fusion, on the rate and products of the reaction has been examined.No correlation was found between rates of acetolysis and strain energy relief, but with the exception of propellane, there is a rough correlation with ionization potentials.The degree of polarization of the C-C bonds in the presence of a proton correlates very well with reactivity and is a controlling factor for the acetolysis rates.The importance of the energies of unoccupied orbitals with the appropriate symmetry in controlling electron polarization is shown by the large difference in rate of reaction between - and propellanes.