Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Textbook Question
Chapter 8.7, Problem DQ
The strength of the H─O bond in vitamin E is weaker than the C─H from which the hydrogen is abstracted in the fatty acid primarily because,
- 1. O─H bonds are always weaker than C─H bonds.
- 2. The radical created from hydrogen abstraction from O─H is stabilized by resonance delocalization and many of the contributing structures have secondary carbon radical character.
- 3. The sp2 hybridization of the phenyl ring changes the hybridization of the oxygen in the O─H bond.
- 4. The radical created from hydrogen abstraction from O─H is stabilized by resonance delocalization and many of the contributing structures have tertiary carbon radical character.
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Choose one answer for the following. Refer to the diagram below.
1. Hybridization of atom labelled A (sp, sp2, or sp3)
2. Hybridization of atom labelled B (sp, sp2, or sp3)
3. Hybridization of atom labelled C (sp, sp2, sp3)
4.Class compound for functional group D (phenols, aryl halide, alcohols, aromatics, or carboxylic acids)
5. Class compound for functional group E (phenols, aryl halide, alcohols, aromatics, or carboxylic acids)
The bonding between the carbon and oxygen in a ketone can be described as C(sp2)-0(sp²),
o-bond and C(p)-O(p), л-bond.
How would you describe the bonding between carbon and oxygen in a ketene?
Sketch the orbitals used to make the bonds in the ketene.
H
a ketene
6. In the structure below, the sigma bond of the carbonyl is formed from the overlap of a(n)
atomic orbital of carbon and a(n)
atomic orbital of oxygen.
A) sp, sp2
B) sp3, sp2
C) sp2, sp2
D) p,p
CH3
H3C
H.
Chapter 8 Solutions
Organic Chemistry
Ch. 8.2 - Prob. 8.1PCh. 8.4 - Name and draw structural formulas for all...Ch. 8.4 - Using the table of bond dissociation enthalpies in...Ch. 8.5 - Prob. 8.4PCh. 8.6 - Given the solution to Example 8.5, predict the...Ch. 8.7 - Prob. 8.6PCh. 8.7 - Linoleic acid is shown below. What makes this...Ch. 8.7 - Prob. BQCh. 8.7 - Prob. CQCh. 8.7 - The strength of the HO bond in vitamin E is weaker...
Ch. 8.7 - Prob. EQCh. 8.8 - Prob. 8.7PCh. 8 - Prob. 8.8PCh. 8 - Prob. 8.9PCh. 8 - Prob. 8.10PCh. 8 - Prob. 8.11PCh. 8 - Account for the fact that among the chlorinated...Ch. 8 - Name and draw structural formulas for all possible...Ch. 8 - Prob. 8.14PCh. 8 - There are three constitutional isomers with the...Ch. 8 - Following is a balanced equation for bromination...Ch. 8 - Prob. 8.17PCh. 8 - Prob. 8.18PCh. 8 - Prob. 8.19PCh. 8 - Cyclobutane reacts with bromine to give...Ch. 8 - Prob. 8.21PCh. 8 - Following is a balanced equation for the allylic...Ch. 8 - Prob. 8.23PCh. 8 - Prob. 8.24PCh. 8 - The major product formed when methylenecyclohexane...Ch. 8 - Prob. 8.26PCh. 8 - Prob. 8.27PCh. 8 - Prob. 8.28PCh. 8 - Write the products of the following sequences of...Ch. 8 - Using your reaction roadmap as a guide, show...Ch. 8 - Prob. 8.31PCh. 8 - Prob. 8.32PCh. 8 - Prob. 8.33PCh. 8 - Prob. 8.34P
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