ORGANIC CHEMISTRY W/ALEKS
ORGANIC CHEMISTRY W/ALEKS
6th Edition
ISBN: 9781264905430
Author: SMITH
Publisher: MCG CUSTOM
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Chapter 12.5, Problem 13P
Interpretation Introduction

Interpretation: The structures of A and B are to be determined.

Concept introduction: The addition of H2 in presence of catalyst is known as catalytic hydrogenation reaction. Lindlar catalyst consists of palladium deposited on calcium carbonate which is poisoned or deactivated by lead or sulfur. In presence of Lindlar catalyst, alkyne is reduced to cis-alkene.

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A chiral alkyne A with molecular formula C6H10 is reduced with H2 and Lindlar catalyst to B having the R conguration at its stereogenic center. What are the structures of A and B?
(a) Give an acceptable name for compound A. (b) Draw the organic products formed when A is treated with each reagent: [1] H3O+; [2] −OH, H2O; [3] CH3CH2CH2MgBr (excess), then H2O; [4] LiAlH4, then H2O.
Draw the organic products formed when cyclopentene is treated withfollowing reagent.  [1] OsO4 + NMO; [2] NaHSO3, H2O

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ORGANIC CHEMISTRY W/ALEKS

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