Secondary and tertiary alcohols always gives E 1 reaction in dehydration. Primary…
Chemistry · JEE Advanced · NTA Exams — Alcohols, Phenols and Ethers
Secondary and tertiary alcohols always gives E1
reaction in dehydration. Primary, alcohols whose β-carbon is 3oor 4o also give E1 reaction. However, the primary alcohols whose β-carbon is 1oor 2o give E2 reaction. Dehydrating agents like conc. H2SO4, Al2O3, anhydrous ZnCl2 are used.
The reactivity of alcohols for elimination reaction lies in following sequence:
Tertiary alcohol > secondary alcohol > primary alcohol
Electron attracting groups present in alcohols decrease the reactivity for dehydration. Greater is the –I effect of the group present in alcohol, less will be its reactivity. Both E1 and E2 mechanism give the product according to Saytzeff’s rule, i.e., major product is the most substituted alkene
\[\text { 3-Methyl butan-2-ol }\]
Answer the following questions:
Arrange the reactivity of given four alcohols in decreasing order of dehydration.
\[\begin{array}{l} \\ \text { (A) } \end{array}\]
\[\begin{array}{l} \\ \text { (B) } \end{array}\]
\[\begin{array}{l} \\ \text { (C) } \end{array}\]
\[\begin{array}{l} \\ \text { (D) } \end{array}\]
- A > B > C > D
- D > C > B > A
- A > D > B > C
- B > C > A > D
Answer
(C) A > D > B > C
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