18. Explain why the following reaction will not produce an alcohol as product. not produced A) Cl is not a good leaving group and therefore cannot be replaced by hydroxide. B) The primary methyl group is not sufficiently reactive to allow the reaction to begin. C) Steric hindrance at the tertiary halide prevents hydroxide from acting as a nucleophile in an SN2 reaction. D) NaOH is not a sufficiently strong base to initiate the reaction. E) Tertiary halides are not reactive. 19. What is the likely product of the following reaction? A) I B) II NaOH CH3 I C) III 2-hexanol OH PCC CH₂Cl2 OH CH3CH₂CH₂CH₂ CH3CH₂CH₂CH₂CH₂ OH IV D) IV OH CH3CH₂CH₂CH₂ E) V CH3CH₂CH₂CH₂CH₂ H ||| V CH3
18. Explain why the following reaction will not produce an alcohol as product. not produced A) Cl is not a good leaving group and therefore cannot be replaced by hydroxide. B) The primary methyl group is not sufficiently reactive to allow the reaction to begin. C) Steric hindrance at the tertiary halide prevents hydroxide from acting as a nucleophile in an SN2 reaction. D) NaOH is not a sufficiently strong base to initiate the reaction. E) Tertiary halides are not reactive. 19. What is the likely product of the following reaction? A) I B) II NaOH CH3 I C) III 2-hexanol OH PCC CH₂Cl2 OH CH3CH₂CH₂CH₂ CH3CH₂CH₂CH₂CH₂ OH IV D) IV OH CH3CH₂CH₂CH₂ E) V CH3CH₂CH₂CH₂CH₂ H ||| V CH3
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter23: Addition To A Carbonyl
Section: Chapter Questions
Problem 28E
Related questions
Question
![18. Explain why the following reaction will not produce an alcohol as product.
CI
not produced
A) Cl is not a good leaving group and therefore cannot be replaced by hydroxide.
B) The primary methyl group is not sufficiently reactive to allow the reaction to begin.
C) Steric hindrance at the tertiary halide prevents hydroxide from acting as a nucleophile in an
SN2 reaction.
A) I
D) NaOH is not a sufficiently strong base to initiate the reaction.
E) Tertiary halides are not reactive.
19. What is the likely product of the following reaction?
B) II
NaOH
CH3
1
C) III
2-hexanol
OH
CH3CH₂CH₂CH₂CH₂
PCC
CH₂Cl2
OH CH3CH₂CH₂CH₂
IV
D) IV
OH
||
OH CH3CH₂CH₂CH₂ CH3
CH3CH₂CH₂CH₂CH₂
E) V
V
|||
O](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F2545faf7-1265-4263-9e97-b1d5d34aef69%2F6fff8620-664e-4861-be57-77d18aa5edb0%2Fa3c3vr2_processed.png&w=3840&q=75)
Transcribed Image Text:18. Explain why the following reaction will not produce an alcohol as product.
CI
not produced
A) Cl is not a good leaving group and therefore cannot be replaced by hydroxide.
B) The primary methyl group is not sufficiently reactive to allow the reaction to begin.
C) Steric hindrance at the tertiary halide prevents hydroxide from acting as a nucleophile in an
SN2 reaction.
A) I
D) NaOH is not a sufficiently strong base to initiate the reaction.
E) Tertiary halides are not reactive.
19. What is the likely product of the following reaction?
B) II
NaOH
CH3
1
C) III
2-hexanol
OH
CH3CH₂CH₂CH₂CH₂
PCC
CH₂Cl2
OH CH3CH₂CH₂CH₂
IV
D) IV
OH
||
OH CH3CH₂CH₂CH₂ CH3
CH3CH₂CH₂CH₂CH₂
E) V
V
|||
O
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