108991-79-3

Basic information

• Product Name: (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl methyl carbonate
• CAS NO: 108991-79-3
• Molecular Weight: 214.305
• Mol File: 108991-79-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl methyl carbonate(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl methyl carbonate(108991-79-3)
• EPA Substance Registry System: (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl methyl carbonate(108991-79-3)

Safety Data

• Hazardous Substances Data: 108991-79-3(Hazardous Substances Data)

Upstream product

• 2216-51-5 (-)-menthol 
• 616-38-6 carbonic acid dimethyl ester 
• 27303-99-7 sodium menthoxide 
• 79-22-1 methyl chloroformate 

Downstream Products

• 5113-93-9 (1R)-trans-p-menth-2-ene 
• 619-52-3 (1R)-menth-3-ene 

Relevant articles and documents

Heterobimetallic dinuclear lanthanide alkoxide complexes as acid-base difunctional catalysts for transesterification

A practical lanthanide(III)-catalyzed transesterification of carboxylic esters, weakly reactive carbonates, and much less-reactive ethyl silicate with primary and secondary alcohols was developed. Heterobimetallic dinuclear lanthanide alkoxide complexes [Ln2Na8{(OCH2CH2NMe2)}12(OH)2] (Ln = Nd (I), Sm (II), and Yb (III)) were used as highly active catalysts for this reaction. The mild reaction conditions enabled the transesterification of various substrates to proceed in good to high yield. Efficient activation of transesterification may be endowed by the above complexes as cooperative acid-base difunctional catalysts, which is proposed to be responsible for the higher reactivity in comparison with simple acid/base catalysts.

Carbonate, acetate and phenolate phosphonium salts as catalysts in transesterification reactions for the synthesis of non-symmetric dialkyl carbonates

Methyl trioctylphosphonium methyl carbonate [P8881] +[MeOCO2]- was prepared by the alkylation of trioctyl phosphine with the non-toxic dimethyl carbonate. This salt was a convenient source to synthesize different ionic liquids where the methyl trioctylphosphonium cation was coupled to weakly basic anions such as bicarbonate, acetate, and phenolate. At 90-220 °C, all these compounds [P8881]+X-; X = MeOCO2; HOCO 2; AcO; PhO were excellent organocatalysts for the transesterification of dimethyl and diethyl carbonate with primary and secondary alcohols, including benzyl alcohol, cyclopentanol, cyclohexanol, and the rather sterically hindered menthol. Conditions were optimized to operate with very low catalyst loadings up to 1 mol% and to obtain non-symmetric dialkyl carbonates (ROCO2R′; R = Me, Et) with selectivity up to 99% and isolated yields >90%. The catalytic performance of the investigated ionic liquids was discussed through a cooperative mechanism of simultaneous activation of both electrophilic and nucleophilic reactants.