ORGANIC CHEMISTRY (LL)-PACKAGE
ORGANIC CHEMISTRY (LL)-PACKAGE
8th Edition
ISBN: 9781319316389
Author: VOLLHARDT
Publisher: MAC HIGHER
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Chapter 8, Problem 36P

(a)

Interpretation Introduction

Interpretation:The major product of indicated reaction should be identified.

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 8, Problem 36P , additional homework tip  1

Concept introduction: The carbonyl bond is polar with partial postive charge on carbon and partial negative charge on oxygen as illustrated below.

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 8, Problem 36P , additional homework tip  2

Thus it can undergo hydride addition at carbon and proton addition at oxygen. Certain reagents that are useful for such hydride addition at carbonyl carbon include sodium borohydride, lithium aluminum hydride. The boron and lithium in these reagents tend to push the electron of B-H bond towards carbonyl carbon as illustrated below;

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 8, Problem 36P , additional homework tip  3

Any organic compound must have no plane of symmetry in order to be chiral or optically active. The compounds with any plane of symmetry are achiral and optically inactive.

(b)

Interpretation Introduction

Interpretation:The major product of indicated reaction should be identified.

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 8, Problem 36P , additional homework tip  4

Concept introduction: The carbonyl bond is polar with partial postive charge on carbon and partial negative charge on oxygen as illustrated below.

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 8, Problem 36P , additional homework tip  5

The aluminum and lithium in these reagents such as LiAlH4 tend to push the electron of Al-H bond towards carbonyl carbon.The work up finally yields alcohol as illustrated below:

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 8, Problem 36P , additional homework tip  6

(c)

Interpretation Introduction

Interpretation: The major product of indicated reaction should be identified.

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 8, Problem 36P , additional homework tip  7

Concept introduction: The carbonyl bond is polar with partial postive charge on carbon and partial negative charge on oxygen as illustrated below.

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 8, Problem 36P , additional homework tip  8

Thus it can undergo hydride addition at carbon and proton addition at oxygen. Certain reagents that are useful for such hydride addition at carbonyl carbon include sodium borohydride, lithium aluminum hydride. The boron and lithium in these reagents tend to push the electron of B-H bond towards carbonyl carbon as illustrated below;

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 8, Problem 36P , additional homework tip  9

(d)

Interpretation Introduction

Interpretation: The major product of indicated reaction should be identified.

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 8, Problem 36P , additional homework tip  10

Concept introduction: The carbonyl bond is polar with partial postive charge on carbon and partial negative charge on oxygen as illustrated below.

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 8, Problem 36P , additional homework tip  11

The aluminum and lithium in these reagents such as LiAlH4 tend to push the electron of Al-H bond towards carbonyl carbon.The work up finally yields alcohol as illustrated below:

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 8, Problem 36P , additional homework tip  12

(e)

Interpretation Introduction

Interpretation: The major product of indicated reaction should be identified.

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 8, Problem 36P , additional homework tip  13

Concept introduction: The carbonyl bond is polar with partial postive charge on carbon and partial negative charge on oxygen as illustrated below.

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 8, Problem 36P , additional homework tip  14

Thus it can undergo hydride addition at carbon and proton addition at oxygen. Certain reagents that are useful for such hydride addition at carbonyl carbon include sodium borohydride, lithium aluminum hydride. The boron and lithium in these reagents tend to push the electron of B-H bond towards carbonyl carbon as illustrated below;

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 8, Problem 36P , additional homework tip  15

(f)

Interpretation Introduction

Interpretation: The major product of indicated reaction should be identified.

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 8, Problem 36P , additional homework tip  16

Concept introduction: The carbonyl bond is polar with partial postive charge on carbon and partial negative charge on oxygen as illustrated below.

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 8, Problem 36P , additional homework tip  17

Thus it can undergo hydride addition at carbon and proton addition at oxygen. Certain reagents that are useful for such hydride addition at carbonyl carbon include sodium borohydride, lithium aluminum hydride. The boron and lithium in these reagents tend to push the electron of B-H bond towards carbonyl carbon as illustrated below;

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 8, Problem 36P , additional homework tip  18

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