Compounds X has the formala CyH15CI: Y is CH15Br. X undergoes base-promoted E2 elimination to give a single alkene product Z. Y likewise reacts under similar conditions to give a single alkene product that is isomerie with Z Catalytic hydrogenation of Z affords 3-ethylpeatane. X readily reacts in S2 fashion with sodium iodide in acetone. Y does not undergo a similar Sy2 reaction. Propose structures for X and Y.

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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o chem - please break down as much as possible, I have no idea how to even begin to figure this out

Compounds X has the formmla C;H13CI: Y is C;H13B1.
X undergoes base-promoted E2 elimination to give a single alkene product Z. Y likewise reacts under similar conditions to give a single alkene product that is
isomeric with Z
Catalytic hydrogenation of Z affords 3-ethylpentane.
X readily reacts in Sy2 fashion with sodium iodide in acetone. Y does not undergo a similar Sy2 reaction. Propose structures for X and Y.
• Do not use stereobonds in your answer.
• In cases where there is more than one possible structure for each molecule, just give one for each.
• Draw one structure per sketcher. Add additional sketehers using the drop-down menu in the bottom right corner.
Separate structures with + signs from the drop-down mentu.
Transcribed Image Text:Compounds X has the formmla C;H13CI: Y is C;H13B1. X undergoes base-promoted E2 elimination to give a single alkene product Z. Y likewise reacts under similar conditions to give a single alkene product that is isomeric with Z Catalytic hydrogenation of Z affords 3-ethylpentane. X readily reacts in Sy2 fashion with sodium iodide in acetone. Y does not undergo a similar Sy2 reaction. Propose structures for X and Y. • Do not use stereobonds in your answer. • In cases where there is more than one possible structure for each molecule, just give one for each. • Draw one structure per sketcher. Add additional sketehers using the drop-down menu in the bottom right corner. Separate structures with + signs from the drop-down mentu.
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