ORGANIC CHEMISTRY W/CONNECT & ALEKS
6th Edition
ISBN: 9781264683888
Author: SMITH
Publisher: MCG
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Chapter 29, Problem 33P
Interpretation Introduction
Interpretation: The stepwise mechanism for the formation of flexibilene from diphosphate and isopentenyl diphosphate is to be drawn. The unusual about the cyclization that forms
Concept introduction: Terpenes are naturally occurring compounds that are present in plants and animals. Terpenes contain one or more isoprene units. Terpenoids are derivatives of terpenes with oxygen containing functional group such as carbonyl groups. Monoterpenes contain two isoprene units, sesquiterpene contain three isoprene units etc. Terpenes and terpenoids can be biologically synthesized from dimethylallyl diphosphate and isopentenyl diphosphate.
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Flexibilene is a terpene isolated from Sinularia exibilis, a soft coral found in the Indian Ocean. Draw a stepwise mechanism for the formation of exibilene from farnesyl diphosphate and isopentenyl diphosphate. What is unusualabout the cyclization that forms the 15-membered ring of exibilene?
An unknown hydrocarbon A with the formula C6H10 reacts with 1 molar equivalent of H2 over a palladium catalyst to give B C6H12 (Rxn 1). Hydrocarbon A also reacts with OsO4 to give the glycol C (Rxn 2). A gives 5-oxohexanal on ozonolysis (Rxn 3).
Draw the structures of A, B, and C. Give the reactions.
Draw the organic products formed when cyclopentene is treated withfollowing reagent.
CH3CO3H
Chapter 29 Solutions
ORGANIC CHEMISTRY W/CONNECT & ALEKS
Ch. 29.2 - Problem 31.1
One component of jojoba oil is a wax...Ch. 29.3 - Problem 31.2
How would you expect the melting...Ch. 29.3 - Problem 31.3
Draw the products formed when...Ch. 29.3 - Problem 31.4
The main fatty acid component of the...Ch. 29.3 - Prob. 5PCh. 29.7 - Problem 31.10
Locate the isoprene units in each...Ch. 29.7 - Problem 31.11
Locate the isoprene units in...Ch. 29.7 - Problem 31.12
Write a stepwise mechanism for the...Ch. 29.7 - Prob. 14PCh. 29.8 - Prob. 15P
Ch. 29.8 - Prob. 16PCh. 29.8 - Prob. 17PCh. 29 - 31.17 Locate the isoprene units in each...Ch. 29 - Prob. 25PCh. 29 - Locate the isoprene units in each compound. a. e....Ch. 29 - 31.27 Classify each terpene and terpenoid in...Ch. 29 - Prob. 33PCh. 29 - Draw three-dimensional structures f or each...Ch. 29 - Prob. 37PCh. 29 - Prob. 38PCh. 29 - Prob. 39PCh. 29 - Prob. 40PCh. 29 - 31.38 Draw the products formed when cholesterol is...Ch. 29 - 31.39 Draw a stepwise mechanism for the following...Ch. 29 - 31.40 Draw a stepwise mechanism for the following...Ch. 29 - Prob. 44P
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