91898-16-7

Upstream product

• 462-95-3 formaldehyde diethyl acetal 
• 89-78-1 menthol 
• 91898-15-6 1-Isopropyl-2-(2-methoxy-ethoxymethoxy)-4-methyl-cyclohexane 
• 67-56-1 methanol 
• 91898-14-5 1-Isopropyl-2-methoxymethoxy-4-methyl-cyclohexane 

Downstream Products

• 89-48-5 2-isopropyl-5-methylcyclohexyl acetate 
• 62338-23-2 (2-isopropyl-5-methylcyclohexyloxy)trimethylsilane 

Relevant academic research and scientific papers

[InCl4]: An efficient catalyst-medium for alkoxymethylation of alcohols and their interconversion to acetates and TMS-ethers

A simple, green and chemoselective method for methoxymethylation and ethoxymethylation of primary and secondary alcohols using a Lewis acidic room temperature ionic liquid, [C4mim][InCl4], as catalyst and reaction medium under ambient temperature, microwave and ultrasonic irradiations is reported. In this catalytic system, the corresponding MOM-and EOM-ethers are obtained in excellent yields and in short reaction times. Furthermore, this catalytic system was used for mild and efficient transformations of these protected alcohols to their corresponding acetates and trimethylsilyl ethers under thermal conditions and microwave and ultrasonic irradiations.

Dimethylboron Bromide and Diphenylboron Bromide: Cleavage of Acetals and Ketals

The cleavage of various acetal and ketal derivatives by the use of dialkyl- and diarylboron halides is described.Acetals and ketals readily react with dimethylboron bromide or diphenylboron bromide at -78 deg C to give the corresponding carbonyl compounds in excellent yield.Under similar reaction conditions MEM, MOM, and MTM ethers are smoothly converted to alcohols.Acetonides are also cleaved with dimethylboron bromide while THP and THF ethers and methyl glycosides react at room temperature.Mechanistic considerations of the cleavage reactions are presented.The chemoselective virtues of dimethylboron bromide are summarized.