Pushing Electrons
4th Edition
ISBN: 9781133951889
Author: Weeks, Daniel P.
Publisher: Cengage Learning
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Question
Chapter 3, Problem 28EQ
Interpretation Introduction
Interpretation:
The products of the reaction of propyl magnesium iodide with ethylene oxide need to be represented.
Concept Introduction:
The formation of a carbon-carbon sigma bond occurs in the reaction of a Grignard reagent with ethylene oxide.
The Grignard reagent is usually alkyl magnesium bromide and written as an ion pair consisting of the MgBr+ ion and the alkyl anion. Below is the structure of Grignard reagent.
Here, alkyl anion acts as the nucleophile. This helps in the ring opening and a new sigma bond formation as shown below,
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Define Nucleophile ?
e) sec-butyl bromide
• Question 2: Identify the nucleophile and leaving group and draw the products
of each reaction.
a.
b.
Br
+
+
OCH₂CH3
NaOH
d.
Br
+ N3
+
NaCN
Draw the structure of the organic product formed when the given compounds undergo the three-step reaction sequence indicated.
Select
Draw
Rings
More
Erase
C
Br
1. NaOC,H5. C,H5OH
2. NaOH, H2O
3. H3O*, heat
Chapter 3 Solutions
Pushing Electrons
Ch. 3 - Prob. 1EQCh. 3 - Prob. 2EQCh. 3 - Prob. 3EQCh. 3 - Prob. 4EQCh. 3 - Prob. 5EQCh. 3 - Prob. 6EQCh. 3 - Here are some exercises in sigma bond breaking....Ch. 3 - Prob. 8EQCh. 3 - Prob. 9EQCh. 3 - Prob. 10EQ
Ch. 3 - Prob. 11EQCh. 3 - Prob. 12EQCh. 3 - Prob. 13EQCh. 3 - Prob. 14EQCh. 3 - Prob. 15EQCh. 3 - Prob. 16EQCh. 3 - Prob. 17EQCh. 3 - Prob. 18EQCh. 3 - Prob. 19EQCh. 3 - Prob. 20EQCh. 3 - Prob. 21EQCh. 3 - Prob. 22EQCh. 3 - Prob. 23EQCh. 3 - Prob. 24EQCh. 3 - Prob. 25EQCh. 3 - Prob. 26EQCh. 3 - Prob. 27EQCh. 3 - Prob. 28EQCh. 3 - Prob. 29EQCh. 3 - Prob. 30EQCh. 3 - The reaction just described is reversible....Ch. 3 - Prob. 32EQCh. 3 - Prob. 59EQ
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