ORGANIC CHEMISTRY SOLUTION MANUAL
ORGANIC CHEMISTRY SOLUTION MANUAL
16th Edition
ISBN: 9781260036510
Author: SMITH
Publisher: MCG
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Chapter 9, Problem 9.9P
Interpretation Introduction

Interpretation: The two different routes for the synthesis of given acyclic ether X are to be stated and the preferred route is to be predicted.

Concept introduction: Alcohols, and ethers are the functional groups that involve CO, σ bonds. They are the most common organic products of nucleophilic substitution reaction. They are prepared from alkyl halides and strong nucleophiles. The reaction proceeds through SN2 mechanism. The highest yields of products are obtained from less sterically hindered primary alkyl halides. Synthesis of ethers from this route is known as Williamson ether synthesis.

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Chapter 9 Solutions

ORGANIC CHEMISTRY SOLUTION MANUAL

Ch. 9 - Problem 9.11 Draw the products formed when each...Ch. 9 - Prob. 9.12PCh. 9 - Problem 9.13 Draw the structure of each...Ch. 9 - What other alkene is also formed along with Y in...Ch. 9 - Prob. 9.15PCh. 9 - Explain why two substitution products are formed...Ch. 9 - Draw the products of each reaction. a. b. c.Ch. 9 - Problem 9.18 Draw the products of each reaction,...Ch. 9 - Problem 9.19 What is the major product formed...Ch. 9 - Prob. 9.20PCh. 9 - Prob. 9.21PCh. 9 - Problem 9.22 Draw the organic products formed in...Ch. 9 - Problem 9.23 Draw two steps to convert into each...Ch. 9 - Prob. 9.24PCh. 9 - Problem 9.25 Draw the products of each reaction,...Ch. 9 - Draw the products formed when (S)-butan-2-ol is...Ch. 9 - Draw the product formed when (CH3)2CHOH is treated...Ch. 9 - What alkyl halides are formed when each ether is...Ch. 9 - Explain why the treatment of anisole with HBr...Ch. 9 - Name each thiol. a. b. Ch. 9 - Draw the product of each reaction. ac b.d.Ch. 9 - Give the IUPAC name for each sulfide. a. b. Ch. 9 - Draw the product of each reaction. a. b. Ch. 9 - Prob. 9.34PCh. 9 - The cis and trans isomers of 2, 3-dimethyloxirane...Ch. 9 - Problem 9.36 Draw the product of each...Ch. 9 - 9.37 Name each compound depicted in the...Ch. 9 - Answer each question using the ball-and-stick...Ch. 9 - Prob. 9.39PCh. 9 - 9.40 Give IUPAC name for each...Ch. 9 - Prob. 9.41PCh. 9 - Prob. 9.42PCh. 9 - Prob. 9.43PCh. 9 - 9.44 Why is the boiling point of higher than...Ch. 9 - 9.45 Draw the organic product(s) formed when is...Ch. 9 - 9.46 What alkenes are formed when each alcohol is...Ch. 9 - Prob. 9.47PCh. 9 - 9.48 Draw the products of each reaction and...Ch. 9 - 9.49 Draw the product of the following reaction,...Ch. 9 - Prob. 9.50PCh. 9 - Prob. 9.51PCh. 9 - 9.52 Draw a stepwise mechanism for the following...Ch. 9 - 9.53 Although alcohol V gives a single alkene W...Ch. 9 - Prob. 9.54PCh. 9 - Prob. 9.55PCh. 9 - Prob. 9.56PCh. 9 - 9.57 Draw a stepwise, detailed mechanism for the...Ch. 9 - Prob. 9.58PCh. 9 - 9.59 Draw two different routes to each of the...Ch. 9 - Prob. 9.60PCh. 9 - 9.61 Draw the products formed when each ether is...Ch. 9 - 9.62 Draw a stepwise mechanism for each...Ch. 9 - Draw a stepwise, detailed mechanism for the...Ch. 9 - Prob. 9.64PCh. 9 - Draw the products of each reaction. a.c. b.d.Ch. 9 - When each halohydrin is treated with, a product of...Ch. 9 - Prob. 9.67PCh. 9 - Prob. 9.68PCh. 9 - Prob. 9.69PCh. 9 - Prob. 9.70PCh. 9 - Prepare each compound from cyclopentanol. More...Ch. 9 - 9.72 Identify the reagents (a–h) needed to carry...Ch. 9 - Prob. 9.73PCh. 9 - 9.74 Treatment of with affords compound A and ....Ch. 9 - Prob. 9.75PCh. 9 - Prob. 9.76PCh. 9 - 9.77 Draw a stepwise, detailed mechanism for the...Ch. 9 - 9.78 Dehydration of with affords as a minor...Ch. 9 - Prob. 9.79PCh. 9 - 9.80 Draw a stepwise mechanism for the following...Ch. 9 - 9.81 Aziridines are heterocycles that contain an...
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