6th Edition

ISBN: 9781260826791

Author: SMITH

Publisher: MCG

Concept explainers

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Diterpenoid

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Textbook Question

Chapter 22, Problem 45P

β − Vetivone is isolated from vetiver, a perennial grass that yields a variety of compounds used in traditional eastern medicine, pest control, and fragrance. In one synthesis, ketone A is converted to β − vetivone by a two-step process: Michael reaction, followed by intramolecular aldol reaction. (a) What Michael acceptor is needed for the conjugate addition? (See problem 23.61 for another method to form the bicyclic ring system of β − vetivone) (b) Draw a stepwise mechanism for the aldol reaction, which forms six-membered ring.

Chapter 22, Problem 45P, 24.44 Vetivone is isolated from vetiver, a perennial grass that yields a variety of compounds used

Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

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Chapter 22, Problem 44P

Chapter 22, Problem 46P

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Chapter 22 Solutions

ORGANIC CHEMISTRY

Ch. 22.1 - Prob. 1P Ch. 22.1 - Prob. 2P Ch. 22.1 - Problem 24.3 What unsaturated carbonyl compound is...Ch. 22.1 - Prob. 4P Ch. 22.1 - Prob. 5P Ch. 22.2 - Prob. 6P Ch. 22.2 - Problem 24.7 Draw the products formed in each...Ch. 22.4 - Prob. 15P Ch. 22.4 - Prob. 16P Ch. 22.5 - Problem 24.16 What ester is formed when each...

Ch. 22.6 - Prob. 18P Ch. 22.6 - Prob. 19P Ch. 22.6 - Draw the products of each reaction. a. b. Ch. 22.6 - Problem 24.20 Two steps in a synthesis of the...Ch. 22.7 - Prob. 22P Ch. 22.8 - Problem 24.22 Which of the following compounds can...Ch. 22.8 - Prob. 24P Ch. 22.8 - Problem 24.24 What starting materials are needed...Ch. 22 - Prob. 29P Ch. 22 - 24.29 What steps are needed to convert A to B? Ch. 22 - Prob. 31P Ch. 22 - 24.31 Draw the product formed in each directed...Ch. 22 - Prob. 33P Ch. 22 - 24.33 What starting materials are needed to...Ch. 22 - Prob. 35P Ch. 22 - Prob. 36P Ch. 22 - 24.36 Identify the structures of C and D in the...Ch. 22 - Prob. 38P Ch. 22 - Prob. 39P Ch. 22 - 24.39 Draw the product formed from a Claisen...Ch. 22 - Prob. 41P Ch. 22 - 24.41 Even though B contains three ester groups, a...Ch. 22 - Prob. 43P Ch. 22 - Prob. 44P Ch. 22 - 24.44 Vetivone is isolated from vetiver, a...Ch. 22 - Draw the product of each Robinson annulation from...Ch. 22 - Prob. 50P Ch. 22 - Prob. 51P Ch. 22 - 24.52 Draw a stepwise mechanism for the following...Ch. 22 - Prob. 53P Ch. 22 - Prob. 54P Ch. 22 - Prob. 55P Ch. 22 - Prob. 56P Ch. 22 - Prob. 57P Ch. 22 - Prob. 58P Ch. 22 - Prob. 59P Ch. 22 - 24.62 Devise a synthesis of each compound from ,...Ch. 22 - Prob. 63P

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Solution Summary: The author explains that the Michael acceptor is needed for the conjugate addition in the synthesis of - vetivone.

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Chapter 22 Solutions