Question

Halogen acids react with alcohols to form alkyl halides. The reaction follows a nucleophilic substitution mechanism. What will be the major product of the following reaction?
`CH_3-overset(CH_3)overset(|)(CH)-underset(OH)undeset(|)(CH)-CH_3+HCl to`
A. `CH_3underset(CH_3)underset(|)(CH)-underset(Cl)underset(|)(CH_3)`
B. `CH_3underset(Cl)underset(|)(CH)-underset(CH_3)underset(|)(CH)-CH_3`
C. `CH_3-underset(Cl)underset(|)overset(CH_3)overset(|)(C)-CH_2CH_3`
D. `CH_3CH_2CH_2CH_2CH_2Cl`

Answer 1

Correct Answer - C
`CH_3overset(CH_3)overset(|)(CH)underset(OH)underset(|)(CH)CH_3+HCl tounderset(2^@ "carbocation")(CH_3overset(CH_3)overset(|)CHoverset(+)CHCH_3)underset("shift")overset(1,2-"hydride")to`
`underset(3^@ "carbocation")(CH_3overset(CH_3)overset(|)overset(+)C CH_3)overset(Cl^(-))toCH_3underset("Major")underset(Cl)underset(|)overset(CH_3)overset(|)(C C)H_2CH_3+CH_3underset("Minor")underset(CH_3)underset(|)(CH)underset(Cl)underset (|)(CH)CH_3`