24. Dehydration of an concentrated H2so4 results in the formation of all of the
ID: 1059218 • Letter: 2
Question
24. Dehydration of an concentrated H2so4 results in the formation of all of the following unknown alcohol with alkene products. What isare the possible structures of the original alcohol? B) D) OH OH E) Both B and Care possible structures for the original alcohol 25.What synthetic goal is achieved by subjecting an alkene to an oxymercuration-demercuration uence? A) Markovnikov addition of H20 wherein skeletal rearrangement is promoted B) Markovnikov addition of H20 W rein skeletal rearrangement is prevent C) anti-Markovnikov addition of H20 wherein skeletal rearrangement is promoted D) anti-Markovnikov addition of H20 wherein skeletal rearrangement is prevented E) syn-hydroxylation ch of the following additions to alkenes occur(s) specifically in an anti fashion? 26 addition of Br2 addition of H2 A) hydroboration-oxidation E) both A and B D) addition of Hoo in dilute acidExplanation / Answer
24 B) When the alcohol in the option B) is dehydrated with concentrated H2SO4, we get all the given products. The first product is obtained when H atom of methyl group alongwith -OH group is lost. The second product is a rearrangement product obtained due to rearrangement of less stable secondary carbocation to more stable tertiary carbocation. The third product is obtained when a tertiray H atom and an -OH group is lost. The alcohols of options A) C) and D) cannot give all of the given products.
25 B) During oxymercuration demercuration, a molecule of water is added to C=C double bond. Addition occurs according to Markovnikov's rule. -OH group is added to more substittued C atom. No rearrangement occurs in this reaction.
26 B) Addition of bromine to an alkene is specifically in anti fashion as the reaction progresses through formation of cyclic bromonium ion.
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