EBK ORGANIC CHEMISTRY AS A SECOND LANGU
4th Edition
ISBN: 9781119234715
Author: Klein
Publisher: VST
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Chapter 13, Problem 47ASP
Interpretation Introduction
Interpretation: The possible intermediate formed in the given reaction needs to be identified.
Concept Introduction:
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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…
By analyzing the starting material and the product, the following reaction is possibly an example of what type of mechanism(s)?
Chapter 13 Solutions
EBK ORGANIC CHEMISTRY AS A SECOND LANGU
Ch. 13.2 - Prob. 1LTSCh. 13.2 - Prob. 1PTSCh. 13.2 - Prob. 2PTSCh. 13.2 - Prob. 3ATSCh. 13.4 - Prob. 4CCCh. 13.5 - Prob. 2LTSCh. 13.5 - Prob. 5PTSCh. 13.5 - Prob. 6ATSCh. 13.5 - Prob. 7CCCh. 13.5 - Prob. 8CC
Ch. 13.5 - Prob. 9CCCh. 13.6 - Prob. 10CCCh. 13.7 - Prob. 11CCCh. 13.7 - Prob. 12CCCh. 13.8 - Prob. 3LTSCh. 13.8 - Prob. 13PTSCh. 13.8 - Prob. 14ATSCh. 13.9 - Prob. 15CCCh. 13.10 - Prob. 4LTSCh. 13.10 - Prob. 17ATSCh. 13.10 - Prob. 5LTSCh. 13.10 - Prob. 19ATSCh. 13.11 - Prob. 20CCCh. 13.12 - Prob. 6LTSCh. 13.12 - Prob. 7LTSCh. 13 - Prob. 26PPCh. 13 - Prob. 27PPCh. 13 - Prob. 28PPCh. 13 - Prob. 29PPCh. 13 - Prob. 30PPCh. 13 - Prob. 31PPCh. 13 - Prob. 32PPCh. 13 - Prob. 33PPCh. 13 - Prob. 34PPCh. 13 - Prob. 35PPCh. 13 - Prob. 36PPCh. 13 - Prob. 37PPCh. 13 - Prob. 38PPCh. 13 - Prob. 39PPCh. 13 - Prob. 40PPCh. 13 - Prob. 41PPCh. 13 - Prob. 42PPCh. 13 - Prob. 43PPCh. 13 - Prob. 44PPCh. 13 - Prob. 45PPCh. 13 - Prob. 46ASPCh. 13 - Prob. 47ASPCh. 13 - Prob. 48ASPCh. 13 - Prob. 49ASPCh. 13 - Prob. 50ASPCh. 13 - Prob. 51ASPCh. 13 - Prob. 52ASPCh. 13 - Prob. 53ASPCh. 13 - Prob. 54IPCh. 13 - Prob. 59IPCh. 13 - Prob. 60IPCh. 13 - Prob. 61IPCh. 13 - Prob. 62IPCh. 13 - Prob. 63IPCh. 13 - Prob. 64IPCh. 13 - Prob. 65IPCh. 13 - Prob. 66IPCh. 13 - Prob. 69IPCh. 13 - Prob. 70IPCh. 13 - Prob. 71IPCh. 13 - Prob. 72IPCh. 13 - Prob. 73IPCh. 13 - Prob. 74IPCh. 13 - Prob. 77CPCh. 13 - Prob. 79CPCh. 13 - Prob. 80CP
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