Chloromethyl trimethylchlorosilane

Etherification. The reaction of alkyl halides with sugar polyols in the presence of aqueous alkaline reagents generally results in partial etherification. Thus, a tetraallyl ether is formed on reaction of D-mannitol with allyl bromide in the presence of 20% sodium hydroxide at 75°C (124). Treatment of this partial ether with metallic sodium to form an alcoholate, followed by reaction with additional allyl bromide, leads to hexaallyl D-mannitol (125). Complete methylation of D-mannitol occurs, however, by the action of dimethyl sulfate and sodium hydroxide (126). A mixture of tetra- and pentabutyloxymethyl ethers of D-mannitol results from the action of butyl chloromethyl ether (127). Completely substituted trimethylsilyl derivatives of polyols, distillable in vacuo, are prepared by interaction with trimethylchlorosilane in the presence of pyridine (128). Hexavinylmannitol is obtained from D-mannitol and acetylene at 25.31 MPa (250 atm) and 160°C (129). 

TMCS trimethylchlorosilane imidazole TMG tetramethylguanidine TMP 1,1,3,3-tetramethoxypropane TMS trimethylsilyl TNBS trinitrobenzenesulfonic acid TOCSY total correlation spectroscopy TPA texture profile analysis TPCK Af-tosyl-L-phenylalanine chloromethyl ketone... 

A silacyclopropane 69 was proposed as an intermediate in one of two possible pathways involving the Grignard reaction of bis(chloromethyl)dimethylsilane with trimethylchlorosilane in THF. The intermediate was obtained from the intramolecular cyclization of GlCH2Me2SiCH2MgCl, which undergoes a ring-opening polymerization by nucleophilic attack (Scheme 17) <19998KC422>. 

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