What products are obtained by hydration of the symmetrical alkyne shown below? Show the mechanism. CH3CH2CH2C=CCH2CH2CH3Solution:H30*HgSO4CH3CH2CH2C=CCH2CH2CH3CH3CH2CH2CH2CCH2CH2CH3This symmetrical alkyne yieldsone product

Alkynes on hydration(water addition) give carbonyl compounds.Only ethyne in this reaction produces…

Answered: H30* HgSO4 CH3CH2CH,C=CCH2CH2CH3…

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H30* HgSO4 CH3CH2CH,C=CCH2CH2CH3 CH3CH,CH2CH2CCH2CH2CH3 This symmetrical alkyne yields one product

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter16: Chemistry Of Benzene: Electrophilic Aromatic Substitution

Section16.SE: Something Extra

Problem 70AP

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Concept explainers

Reactions at the Alpha Carbon Atom

The position next to the ketone or aldehyde functional group is termed as alpha position and the reaction which occurs at alpha position is called alpha substitution reaction. In an alpha substitution reaction, the alpha proton atom is substituted by an electrophile by the formation of an enol intermediate or enolate ion intermediate. Most of the carbonyl compounds go through an alpha substitution reaction.

Question

What products are obtained by hydration of the symmetrical alkyne shown below? Show the mechanism.

CH3CH2CH2C=CCH2CH2CH3
Solution:
H30*
HgSO4
CH3CH2CH2C=CCH2CH2CH3
CH3CH2CH2CH2CCH2CH2CH3
This symmetrical alkyne yields
one product

Definition Definition Organic compounds that contain at least one triple bond between carbon-carbon atoms. The general molecular formula for alkynes with one triple bond is C n H 2n-2 .

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