4. Both the Markovnikov and anti-Markovnikov hydration of alkynes proceed through an enol intermediate (1 and 2, respectively). Provide a mechanism for the conversion of each enol to its corresponding final product. H₂SO4, H₂O HgSO4 1. Sia₂BH 2. H₂O₂, NaOH [year] 2 NaOH OH [*] H₂O+ L

4. Both the Markovnikov and anti-Markovnikov hydration of alkynes proceed through an enol intermediate (1 and 2, respectively). Provide a mechanism for the conversion of each enol to its corresponding final product. H₂SO4, H₂O HgSO4 1. Sia₂BH 2. H₂O₂, NaOH [year] 2 NaOH OH [*] H₂O+ L

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions

Section: Chapter Questions

Problem 20.42P: Bicyclo-2,5-heptadiene can be prepared in two steps from cyclopentadiene and vinyl chloride. Provide...

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Concept explainers

Reactions of Alkyl and Aryl halides

In organic chemistry, an alkyl halide is formed when an atom of hydrogen is switched by a halogen in a hydrocarbon or aliphatic compound. An aryl halide is formed when an atom of hydrogen is substituted by a halogen atom in an aromatic compound. Metals react with aryl halides and alkyl halides and they also go through nucleophilic substitution reactions and elimination reactions.

Zaitsev's Rule in Organic Chemistry

Alexander Zaitsev (also pronounced as Saytzeff), in 1875, prepared a rule to help predict the result of elimination reactions which stated, "The favored product in dehydrohalogenation reactions is that alkene that has the majority of alkyl groups attached to the double-bonded carbon atoms."

Tosylate

Tosylates are important functional groups in organic chemistry, mainly because of two important properties which they possess:

Alkyl Halides

A functional group is a collection of several atoms or bonds with certain characteristic chemical properties and reactions associated with it. There is a presence of a halogen atom (F, Cl, Br, or I; it represents any halogen atom), as a functional group in alkyl halides. Therefore, it can be said that alkanes that contain a halogen compound are called alkyl halides.

Question

4. Both the Markovnikov and anti-Markovnikov hydration of alkynes proceed through an enol
intermediate (1 and 2, respectively). Provide a mechanism for the conversion of each enol to
its corresponding final product.
H₂SO4, H₂O
HgSO4
1. Sia₂BH
2. H₂O₂, NaOH
[Y]
2
NaOH
OH
[۴]
H₂O+
L

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