ORGANIC CHEMISTRY
4th Edition
ISBN: 9781119745105
Author: Klein
Publisher: WILEY
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Question
Chapter 8.7, Problem 17CC
(a)
Interpretation Introduction
Interpretation: In the oxymercuration-demercuration reaction, a nucleophile other than water can be used. In the given reaction mechanism, the product is to be interpreted.
Concept introduction:
Addition reactions are the
(b)
Interpretation Introduction
Interpretation: In the oxymercuration-demercuration reaction, a nucleophile other than water can be used. In the given reaction mechanism, the product is to be interpreted.
Concept introduction:
Addition reactions are the chemical reactions that show the addition of a certain group or molecule to the unsaturated carbon atoms. Alkenes are the unsaturated hydrocarbon that contains at least one double bond between the carbon atoms. Therefore, they tend to give addition reactions. Some examples of addition reactions are acid-catalyzed hydration, oxymercuration-demercuration, etc.
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For the given Sy2 reaction, draw the organic and inorganic products of the reaction, and identify the nucleophile,
substrate, and leaving group. Include wedge-and-dash bonds and draw hydrogen on a stereocenter.
:CEN
Organic product
Inorganic product
+
Draw the organic product.
Draw the inorganic product.
Incorrect
Alcohols are acidic in nature. Therefore, a strong base can
abstract the acidic hydrogen atom of the alcohol in a process
known as deprotonation. The alcohol forms an alkoxide ion by
losing the proton attached to the oxygen atom of the hydroxyl (
-OH) group. The alkoxide formed can act as a base or a
nucleophile depending on the substrate and reaction conditions.
However, not all bases can abstract the acidic proton of alcohols
and not all alcohols easily lose the proton. Deprotonation
depends on the strength of the base and the acidity of the
alcohol. Strong bases, such as NaNH2, can easily abstract a
proton from almost all alcohols. Likewise, more acidic alcohols
lose a proton more easily.
Determine which of the following reactions would undergo deprotonation based on the strength of the base and the acidity of the alcohol.
Check all that apply.
► View Available Hint(s)
CH3CH,OH + NH3 →CH,CH,O-NH
CH3
CH3
H3C-C-H+NH3 → H3 C-C-H
OH
O-NH
CH3CH2OH + NaNH, → CH3CH,O-Na* + NH3
CHC12
Cl₂…
In a polar reaction mechanism, the atom that gives away electrons in an uncharged nucleophile will end up as a/an
anion
neutral
cation
radical
Chapter 8 Solutions
ORGANIC CHEMISTRY
Ch. 8.3 - Provide a systematic name for each of the...Ch. 8.3 - Prob. 2CCCh. 8.3 - Prob. 3CCCh. 8.3 - Prob. 4CCCh. 8.5 - Prob. 5CCCh. 8.5 - Prob. 6CCCh. 8.5 - Prob. 1LTSCh. 8.5 - Prob. 7PTSCh. 8.5 - Prob. 8ATSCh. 8.5 - Prob. 9CC
Ch. 8.5 - Prob. 2LTSCh. 8.5 - Prob. 10PTSCh. 8.5 - Prob. 11ATSCh. 8.6 - Prob. 12CCCh. 8.6 - Prob. 13CCCh. 8.6 - Prob. 3LTSCh. 8.6 - Prob. 14PTSCh. 8.6 - Prob. 15ATSCh. 8.7 - Predict the product for each reaction, and predict...Ch. 8.7 - Prob. 17CCCh. 8.8 - Prob. 18CCCh. 8.8 - Prob. 19CCCh. 8.8 - Prob. 4LTSCh. 8.8 - Prob. 20PTSCh. 8.8 - Prob. 21ATSCh. 8.9 - Prob. 5LTSCh. 8.9 - Prob. 22PTSCh. 8.9 - Prob. 23ATSCh. 8.10 - Prob. 24CCCh. 8.10 - Prob. 6LTSCh. 8.10 - Prob. 25PTSCh. 8.10 - Prob. 26ATSCh. 8.10 - Prob. 27ATSCh. 8.11 - Prob. 7LTSCh. 8 - Prob. 47PP
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