ORGANIC CHEMISTRY (LL)-PACKAGE
ORGANIC CHEMISTRY (LL)-PACKAGE
8th Edition
ISBN: 9781319316389
Author: VOLLHARDT
Publisher: MAC HIGHER
bartleby

Concept explainers

bartleby

Videos

Question
Book Icon
Chapter 8.5, Problem 8.10E

(a)

Interpretation Introduction

Interpretation: The expected reactant that can yield 1-decanol as product of NaBH4 reduction should be formulated.

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

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 8.5, Problem 8.10E , additional homework tip  1

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 8.5, Problem 8.10E , additional homework tip  2

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 expected reactant that can yield 4-methyl-2-pentanol as product of NaBH4 reduction should be formulated.

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

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 8.5, Problem 8.10E , additional homework tip  3

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 8.5, Problem 8.10E , additional homework tip  4

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.

(c)

Interpretation Introduction

Interpretation:The expected reactant that can yield cyclopentylmethanol asproduct of NaBH4 reduction should be formulated.

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

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 8.5, Problem 8.10E , additional homework tip  5

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 8.5, Problem 8.10E , additional homework tip  6

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.

(d)

Interpretation Introduction

Interpretation:The expected reactant that can yield 1,4-cyclohexanediol as product of NaBH4 reduction should be formulated.

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

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 8.5, Problem 8.10E , additional homework tip  7

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 8.5, Problem 8.10E , additional homework tip  8

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.

Blurred answer
Students have asked these similar questions
A chemistry graduate student is studying the rate of this reaction: 2 HI (g) →H2(g) +12(g) She fills a reaction vessel with HI and measures its concentration as the reaction proceeds: time (minutes) [IH] 0 0.800M 1.0 0.301 M 2.0 0.185 M 3.0 0.134M 4.0 0.105 M Use this data to answer the following questions. Write the rate law for this reaction. rate = 0 Calculate the value of the rate constant k. k = Round your answer to 2 significant digits. Also be sure your answer has the correct unit symbol.
None
None
Knowledge Booster
Background pattern image
Chemistry
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
Introduction to General, Organic and Biochemistry
Chemistry
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Cengage Learning
How to Design a Total Synthesis; Author: Chemistry Unleashed;https://www.youtube.com/watch?v=9jRfAJJO7mM;License: Standard YouTube License, CC-BY