Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Chapter 12, Problem 2PP
Interpretation Introduction
Interpretation:
Oxidation products for each of the given reactions are to be determined.
Concept introduction:
Swern oxidation converts primary and secondary alcohols into
When oxidation takes place, the hydrogen atom attached to the oxygen atom is removed to form aldehydes from alcohols or form
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Suggest reactivity of compound A, B and C in increasing order of E2 reaction
Practice Problem 7.16
When the compound called isoborneol is heated with 9 M sulfuric acid, the product of the reaction is the compound
called camphene and not bornylene, as one might expect. Using models to assist you, write a step-by-step mechanism
showing how camphene is formed.
HO
H,O
not
heat
Isoborneol
Camphene
Bornylene
4. (A) A medicinal chemist wished to make a series of aromatic molecules bearing a ketone and
thioether group with ortho, meta, or para relationships. To achieve this, they propose using
nucleophilic aromatic substitution treating the corresponding ortho, meta, and para aryl
chlorides with sodium ethanethiolate (NaSEt). Predict which of these reactions will likely
work and which will likely fail. Provide a mechanistic explanation why.
SET O
NasEt
EtS
glagol Glal ol
heat
EtS
target molecules
EtS
(B) Would the analogous reactions using EtMgBr instead of NaSEt be more or less likely to work?
Explain why or why not.
لمسلم
EtMgBr
Chapter 12 Solutions
Organic Chemistry
Ch. 12 - Prob. 1PPCh. 12 - Prob. 2PPCh. 12 - Prob. 3PPCh. 12 - PRACTICE PROBLEM 12.4 Predict the products of the...Ch. 12 - Prob. 5PPCh. 12 - Prob. 6PPCh. 12 - Practice Problem 12.7
Provide retrosynthetic...Ch. 12 - Prob. 8PPCh. 12 - What products would you expect from the reaction...Ch. 12 - What products would you expect from the reaction...
Ch. 12 - What product (or products) would be formed from...Ch. 12 - Prob. 12PCh. 12 - 12.13 Write reaction conditions and the product...Ch. 12 - Prob. 14PCh. 12 - Predict the organic product from each of the...Ch. 12 - Predict the organic product from each of the...Ch. 12 - Predict the organic product from each of the...Ch. 12 - Predict the major organic product from each of the...Ch. 12 - Synthesize each of the following compounds from...Ch. 12 - Prob. 20PCh. 12 - 21. Write a mechanism for the following reaction....Ch. 12 - Prob. 22PCh. 12 - 23. What organic products A-H would you expect...Ch. 12 - Prob. 24PCh. 12 - Show how 1-pentanol could be transformed into each...Ch. 12 - Provide the reagents needed to accomplish...Ch. 12 - Prob. 27PCh. 12 - For each of the following alcohols, write a...Ch. 12 - Prob. 29PCh. 12 - Prob. 30PCh. 12 - Prob. 31PCh. 12 - Prob. 32PCh. 12 - Predict the major organic product from each of the...Ch. 12 - 34. Synthesize the following compound using...Ch. 12 - Prob. 35PCh. 12 - Prob. 36PCh. 12 - 37. Explain how and IR spectroscopy could be used...Ch. 12 - 38. An unknown X shows a broad absorption band in...Ch. 12 - Prob. 39PCh. 12 - The problem below is directed toward devising a...
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