The main product of the following reaction is: C_6H_5CH_2CH(OH)CH(CH_3)_2 Conc. H_2SO_4 ? **[AIEEE 2010]**

JEE Main Chemistry question

The main product of the following reaction is: C_6H_5CH_2CH(OH)CH(CH_3)_2 \xrightarrow{Conc. H_2SO_4} ? **[AIEEE 2010]**

(A)The *trans* alkene -type product arising from loss of the more hindered β-HCorrect
(B)The *cis* isomer of the same alkene
(C)A rearranged, differently substituted alkene
(D)An ether (intermolecular condensation product)

Answer: (A)

Solution

Acid-catalysed dehydration of this secondary benzylic-type alcohol proceeds through loss of a -hydrogen anti to the leaving water, with the more stable, more substituted and (here) *trans*-configured alkene forming as the major product due to

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Question ID VK-148472