EBK ORGANIC CHEMISTRY
7th Edition
ISBN: 9780133556186
Author: Bruice
Publisher: VST
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Question
Chapter 28, Problem 25P
Interpretation Introduction
Interpretation:
The product formed in the given reactions should be differentiated.
Concept introduction:
Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”. There is a single transition state from start to finish, in contrast to a stepwise reaction.
There are mainly three types of pericyclic reactions,
- 1) Electrocyclic reactions
- 2) Cycloaddition reactions
- 3) Sigmatropic reactions
Woodward –Hoffmann rules are the set of rules used to vindicate or predict certain aspects of the stereo chemical outcome and activation energy of pericyclic reactions.
Woodward – Hoffmann rules for Electrocyclic reactions are listed below
A photochemical reaction takes place when a reactant absorbs light and a thermal reaction takes place without the absorption of light.
Woodward – Hoffmann rules for the configuration of electrocyclic reactions are,
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Students have asked these similar questions
1.
Answer the questions about the following reaction:
(a) Draw in the arrows that can be used make this reaction occur and draw in the product of substitution in this
reaction. Be sure to include any relevant stereochemistry in the product structure.
+
SK
F
Br
+
(b) In which solvent would this reaction proceed the fastest (Circle one)
Methanol
Acetone
(c) Imagine that you are working for a chemical company and it was your job to perform a similar reaction to the
one above, with the exception of the S atom in this reaction being replaced by an O atom. During the reaction, you
observe the formation of three separate molecules instead of the single molecule obtained above. What is the likeliest
other products that are formed? Draw them in the box provided.
3. For the reactions below, draw the arrows corresponding to the transformations and draw in the boxes the reactants
or products as indicated. Note: Part A should have arrows drawn going from the reactants to the middle structure
and the arrows on the middle structure that would yield the final structure. For part B, you will need to draw in
the reactant before being able to draw the arrows corresponding to product formation.
A.
B.
Rearrangement
ΘΗ
2. Draw the arrows required to make the following reactions occur. Please ensure your arrows point from exactly
where you want to exactly where you want. If it is unclear from where arrows start or where they end, only partial
credit will be given. Note: You may need to draw in lone pairs before drawing the arrows.
A.
B.
H-Br
人
C
Θ
CI
H
Cl
Θ
+
Br
O
Chapter 28 Solutions
EBK ORGANIC CHEMISTRY
Ch. 28.1 - Prob. 1PCh. 28.2 - Prob. 2PCh. 28.2 - Prob. 3PCh. 28.2 - Give a molecular orbital description for each of...Ch. 28.3 - Prob. 5PCh. 28.3 - Prob. 6PCh. 28.3 - Prob. 7PCh. 28.3 - Prob. 8PCh. 28.4 - Prob. 9PCh. 28.4 - Prob. 11P
Ch. 28.5 - Prob. 12PCh. 28.5 - a. Draw the product of the following reaction: b....Ch. 28.5 - Prob. 14PCh. 28.5 - Prob. 15PCh. 28.5 - Prob. 17PCh. 28.5 - Prob. 18PCh. 28.6 - Prob. 19PCh. 28.6 - Explain why the hydrogen and the methyl...Ch. 28.6 - Chorismate mutase is an enzyme that promotes a...Ch. 28.7 - Convince yourself that the TE-AC method for...Ch. 28 - Draw the product of each of the following...Ch. 28 - Draw the product of each of the following...Ch. 28 - Prob. 25PCh. 28 - Show how norbornance can be prepared from...Ch. 28 - Prob. 27PCh. 28 - Draw the product of each of the following...Ch. 28 - Prob. 29PCh. 28 - Prob. 30PCh. 28 - Prob. 31PCh. 28 - Prob. 32PCh. 28 - When the following compound is heated, a product...Ch. 28 - Prob. 34PCh. 28 - Prob. 35PCh. 28 - Prob. 36PCh. 28 - Prob. 37PCh. 28 - Prob. 38PCh. 28 - If isomer A is heated to about 100 C, a mixture of...Ch. 28 - Propose a mechanism for the following reaction:Ch. 28 - Prob. 41PCh. 28 - A student found that heating any one of the...Ch. 28 - Prob. 43PCh. 28 - Prob. 44PCh. 28 - Prob. 45P
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