(c)The starting material is a tertiary alcohol and reacted readily with hydrogen chloride to formthe corresponding chloride in 67% yield.(d)Both primary alcohol functional groups were converted to primary bromides; the yield was88%.(e)This molecule is called adamantane. It has six equivalent CH2groups and four equivalent CHgroups. Bromination is selective for tertiary hydrogens, so a hydrogen of one of the CHgroups is replaced. The product shown was isolated in 76% yield.4.33The order of reactivity of alcohols with hydrogen halides is tertiary .secondary .primary .methyl.Reactivity of Alcohols with Hydrogen Bromide:
This is the end of the preview.
access the rest of the document.