This chapter continues to study allylic carbocations, specifically, benzylic carbocations. Because the positive charge can be delocalized to multiple sites, they are highly stabilized as allylic carbocations. However, they are not sufficiently stabilized to be classified as aromatic carbocations. Considering delocalization of charge, rank the following benzylic carbocations from most stable to least stable? -CH3 CI 1. II. H3C III. H3C -CH3 -CH=CH2 IV. H3C V. A. I> II > III > IV > V B. V> IV> III > II > I C. IV > V> II > III > I D. V> II > IV> III > I E. I> III > II > V > IV F. IV> V> II >I> III

Organic Chemistry: A Guided Inquiry
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ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter14: Elimination
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Problem 46CTQ
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This chapter continues to study allylic carbocations, specifically, benzylic carbocations. Because
the positive charge can be delocalized to multiple sites, they are highly stabilized as allylic
carbocations. However, they are not sufficiently stabilized to be classified as aromatic
carbocations. Considering delocalization of charge, rank the following benzylic carbocations
from most stable to least stable?
H,c
-CH3
CI
1.
II.
H3C
III.
H3C
-CH3
-CH=CH2
V.
H3C
V.
A. I> II> III> IV > V
B. V> IV > III > II >I
С. IV > V> II> II>I
D. V> II> IV > III > I
Е. I > II> I >V> IV
F. IV > V> II>I>III
Transcribed Image Text:This chapter continues to study allylic carbocations, specifically, benzylic carbocations. Because the positive charge can be delocalized to multiple sites, they are highly stabilized as allylic carbocations. However, they are not sufficiently stabilized to be classified as aromatic carbocations. Considering delocalization of charge, rank the following benzylic carbocations from most stable to least stable? H,c -CH3 CI 1. II. H3C III. H3C -CH3 -CH=CH2 V. H3C V. A. I> II> III> IV > V B. V> IV > III > II >I С. IV > V> II> II>I D. V> II> IV > III > I Е. I > II> I >V> IV F. IV > V> II>I>III
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