Organic Chemistry
11th Edition
ISBN: 9781118133576
Author: T. W. Graham Solomons, Craig Fryhle
Publisher: Wiley, John & Sons, Incorporated
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Chapter 7, Problem 36P
Interpretation Introduction
Interpretation:
The reason for the different products in given reactions is to be explained.
Concept Introduction:
The dehydration of alcohols includes the protonation of alcohol and formation of carbocation.
The order of stability of carbocation is such that the tertiary carbocation is most stable whereas the primary carbocation is least stable and the stability of the secondary carbocation lies between primary and secondary carbocation.
The reaction in which a halide group is removed to form
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When trans-2-chloro-1-cyclohexanol is treated with a base, cyclohexene oxide is the product. However, when cis-2-chloro-1-cyclohexanol is treated with a base, the product is cyclohexanone.
Write the mechanism for each of the two reactions.
Reaction of HBr with 3-methylcyclohexene yields a mixture of four products: cis-and trans-1-bromo-3-methylcyclohexane and cis-and trans-1-bromo-2-methylcyclohexane. The analogous reaction of HBr with 3-bromocyclohexene yields trans-1, 2-dibromocyclohexane as the soleproduct. Draw structures of the possible intermediates, and then explain why only a single product is formed in this reaction.
Identify two alkenes that react with HBr to form
1-bromo-1-methylcyclohexane without undergoing a carbocation rearrangement.
Chapter 7 Solutions
Organic Chemistry
Ch. 7 - Prob. 1PPCh. 7 - Prob. 2PPCh. 7 - Prob. 3PPCh. 7 - Prob. 4PPCh. 7 - Practice Problem 7.5
How many stereoisomers are...Ch. 7 - Prob. 6PPCh. 7 - Prob. 7PPCh. 7 - PRACTICE PROBLEM 7.8
Examine Solved Problem 7.3....Ch. 7 - Prob. 9PPCh. 7 - Practice Problem 7.10 When...
Ch. 7 - Practice Problem 7.11
(a) When...Ch. 7 - Practice Problem 7.14
Dehydration of 2-propanol...Ch. 7 - Practice Problem 7.15
Rank the following alcohols...Ch. 7 - Practice Problem 7.16
Acid-catalyzed dehydration...Ch. 7 - Practice Problem 7.17 Acid-catalyzed dehydration...Ch. 7 - Prob. 16PPCh. 7 - Prob. 17PPCh. 7 - Practice Problem 7.20
Show how you might...Ch. 7 - Prob. 19PPCh. 7 - Prob. 20PPCh. 7 - Practice Problem 7.23
Write the structure of...Ch. 7 - Prob. 22PPCh. 7 - Prob. 23PPCh. 7 - Practice Problem 7.26 (a) Devise retrosynthetic...Ch. 7 - Each of the following names is incorrect, Give the...Ch. 7 - Prob. 26PCh. 7 - Prob. 27PCh. 7 - Give the IUPAC names for each of the following:...Ch. 7 - Prob. 29PCh. 7 - Prob. 30PCh. 7 - Prob. 31PCh. 7 - Prob. 32PCh. 7 - 7.54. Outline a synthesis of phenylethyne from...Ch. 7 - Prob. 34PCh. 7 - Prob. 35PCh. 7 - Prob. 36PCh. 7 - Prob. 37PCh. 7 - 7.35. Write structural formulas for all the...Ch. 7 - 7.47. Starting with an appropriate alkyl halide...Ch. 7 - Arrange the following alcohols in order of their...Ch. 7 - Prob. 41PCh. 7 - Prob. 42PCh. 7 - Prob. 43PCh. 7 - Prob. 44PCh. 7 - 7.49. What is the index of hydrogen deficiency...Ch. 7 - Prob. 46PCh. 7 - Prob. 47PCh. 7 - Compounds I and J both have the molecular formula...Ch. 7 - Prob. 49PCh. 7 - Prob. 50PCh. 7 - Consider the interconversion of cis-2-butene and...Ch. 7 - Prob. 52PCh. 7 - (a) Using reactions studied in this chapter, show...Ch. 7 - Prob. 54PCh. 7 - Prob. 55PCh. 7 - 1. Write the structure(s) of the major product(s)...Ch. 7 - Prob. 2LGPCh. 7 - (a) Write the structure of the product(s) formed...Ch. 7 - Prob. 4LGPCh. 7 - Prob. 5LGPCh. 7 - 7.1 Which conditions/reagents would you employ to...Ch. 7 - Which of the following names is incorrect? (a)...Ch. 7 - 7.3 Select the major product of the reaction
Ch. 7 - 7.4 Supply the missing reagents.
Ch. 7 - Arrange the following alkenes in order of...Ch. 7 - 7.6 Complete the following synthesis.
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