Identify the major product formed when 2-Meth | vedclass

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(A) The dehydration of $2-$Methylhexan$-3-$ol $(CH_3-CH(CH_3)-CH(OH)-CH_2-CH_2-CH_3)$ with concentrated $H_2SO_4$ proceeds via an $E1$ mechanism invol

Vedclass · Accepted Answer

$2-$Methylhex$-2-$ene

Vedclass · Answer

(A) The dehydration of $2-$Methylhexan$-3-$ol $(CH_3-CH(CH_3)-CH(OH)-CH_2-CH_2-CH_3)$ with concentrated $H_2SO_4$ proceeds via an $E1$ mechanism involving a carbocation intermediate.$1$. Protonation of the $-OH$ group followed by the loss of water generates a secondary carbocation at the $C3$ position: $CH_3-CH(CH_3)-CH^+-CH_2-CH_2-CH_3$.$2$. This secondary carbocation can undergo a $1,2-$hydride shift to form a more stable tertiary carbocation at the $C2$ position: $CH_3-C^+(CH_3)-CH_2-CH_2-CH_2-CH_3$.$3$. Elimination of a proton from the adjacent carbon atoms leads to the formation of alkenes. According to Saytzeff's rule,the most substituted alkene is the major product.$4$. The tertiary carbocation can lose a proton from $C3$ to form $2-$Methylhex$-2-$ene $(CH_3-C(CH_3)=CH-CH_2-CH_2-CH_3)$,which is a trisubstituted alkene and the most stable product.Therefore,the major product is $2-$Methylhex$-2-$ene.

Identify the major product formed when $2-$Methylhexan$-3-$ol is heated with concentrated sulphuric acid.

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