Answered: Treatment of but-1-ene with hot…

Treatment of but-1-ene with hot KMno4/OH- gives product D, and subsequent acidification of the mixture gives product E. What are D and E. Give reaction equations.

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

Chapter9: Nucleophilic Substitution And Β-elimination

Section: Chapter Questions

Problem 9.39P: Following are diastereomers (A) and (B) of 3-bromo-3,4-dimethylhexane. On treatment with sodium...

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Treatment of but-1-ene with hot KMno4/OH- gives product D, and subsequent acidification of the mixture gives product E. What are D and E. Give reaction equations.

Expert Solution

Step 1

Treatment of any alkene with hot KMnO₄ in presence of base i.e OH^- breaks the double bond and replaces it by C=O

Now if the carbon with double bond O formed has any H, than the KMnO₄ oxidises the C=O to COO^- as well.

And after subsequent acidification, the COO^- converts to COOH group.

NOTE : The reaction is exactly same as the ozonolysis reaction.

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