6th Edition

ISBN: 9781264860746

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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Part C The perspective formula of isoleucine, an amino acid, is provided below. HOOC H₂NIC H 川 CH3 CH,CH3 Draw the Newman projection in staggered conformation for isoleucine by viewing the molecule along the C-2-C-3 bond. 1. Edit the Newman projection on the canvas. 2. Replace the appropriate hydrogens with the appropriate -CH3 or other groups. 3. If you need to start over, Undo or choose a Newman projection from the Templates toolbar (bottom). Important: Never delete the hydrogen atoms or bonds directly attached to the template, and do not move them by dragging or dropping them. That will break the projections structures. Only replace them! ▸ View Available Hint(s) 0 2 H± 3D EXP. L ד י CONT. 2 H 0 N о

Chapter 22 Solutions

ORG CHEM CONNECT CARD

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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