P8.5: Predict the organic products of the following nucleophilic substitution reactions, all of which are carried out in polar aprotic solvent. Show stereochemistry at chiral carbons. Hints:
P8.5: Predict the organic products of the following nucleophilic substitution reactions, all of which are carried out in polar aprotic solvent. Show stereochemistry at chiral carbons. Hints:
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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![P8.5: Predict the organic products of the following nucleophilic substitution reactions, all of
which are carried out in polar aprotic solvent. Show stereochemistry at chiral carbons. Hints:
Na2CO3, sodium carbonate, is a weak base. For part (f): What is the conjugate acid of NH
? What is the pKa of this conjugate acid, and what is the pK, of a terminal alkyne?
a.
NaⓇ
OTS
b.
C.
N
H
Na₂CO2
+
CH31
-ОН
d.
H3C Z
Br
NaH
CH3SNa
OTS
e.
H3C
N
Br., H
Na₂CO2
N
f.
H3C-C=C-H
Br
NaNH2](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Ff79d9817-673e-4c4f-9750-c2cf1ff38dc3%2Fa74b162a-6621-4c60-ba00-f12508fd7b72%2F7yqgurt_processed.jpeg&w=3840&q=75)
Transcribed Image Text:P8.5: Predict the organic products of the following nucleophilic substitution reactions, all of
which are carried out in polar aprotic solvent. Show stereochemistry at chiral carbons. Hints:
Na2CO3, sodium carbonate, is a weak base. For part (f): What is the conjugate acid of NH
? What is the pKa of this conjugate acid, and what is the pK, of a terminal alkyne?
a.
NaⓇ
OTS
b.
C.
N
H
Na₂CO2
+
CH31
-ОН
d.
H3C Z
Br
NaH
CH3SNa
OTS
e.
H3C
N
Br., H
Na₂CO2
N
f.
H3C-C=C-H
Br
NaNH2
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