Thionyl chloride alcohol conversion into alkyl

The sulfonate ester method requires two steps for the conversion of an alcohol into an alkyl chloride. A reagent that can accomplish this transformation in one step is thionyl chloride, SOCl2. In a reaction very similar to the formation of sulfonate esters, this reagent replaces the hydrogen of the alcohol with a group that makes the oxygen a... 

This is regarded as an 8, 1 reaction like the well-known conversion of alcohols into alkyl chlorides with thionyl chloride. However, under the same conditions, the closely related [29] gives a normal diol [30], an observation attributed to the significant solubility of the intermediate chlorosulphonate (Espinosa, 1972). The hydrolysis is also assisted by 7c-delocahzation in the... 

The reaction of chlorodimethylformiminium chloride with alcohols has been utilized to synthesize the corresponding alkyl halides (122,234,235 and only a catalytic amount of N,N-dimethylformamide is necessary for conversion of an alcohol into the corresponding alkyl halide, using carbonyl chloride or thionyl chloride as the halogenating agent ( 22.143 p j. example. 

We win briefly review the conversion of alcohols into alkyl halides that we described in Chapter 9 in this chapter. The conversion of alcohol to alkyl chlorides and alkyl bromides is accom-phshed using thionyl chloride and phosphorus tribromide, respectively. The C—O bond breaks in these nudeophihc substitution reactions. 

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