ORGANIC CHEMISTRY (LL)-W/SOLN.>CUSTOM<
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ISBN: 9781259972348
Author: Carey
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Chapter 17.6, Problem 7P
Problem 17.7
Only one combination of
(a)
(b)
(c)
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Muscalure, the sex pheromone of the common housey, can be prepared by a reaction sequence that uses two nucleophilic substitutions. Identify compounds A–D in the following synthesis of muscalure.
Muscalure, the sex pheromone of the common housefly, can be prepared by a reaction sequence that uses two nucleophilic substitutions. Identify compounds A–D in the following synthesis of muscalure.
Chapter 17 Solutions
ORGANIC CHEMISTRY (LL)-W/SOLN.>CUSTOM<
Ch. 17.1 - Prob. 1PCh. 17.2 - The heats of combustion of 1, 2-epoxybutane...Ch. 17.3 - Prob. 3PCh. 17.4 - Prob. 4PCh. 17.5 - Prob. 5PCh. 17.6 - Problem 17.6 (a) Write equations describing two...Ch. 17.6 - Problem 17.7 Only one combination of alkyl halide...Ch. 17.6 - Prob. 8PCh. 17.8 - Prob. 9PCh. 17.8 - Prob. 10P
Ch. 17.9 - Prob. 11PCh. 17.10 - Problem 17.12 Classify the bromohydrins formed...Ch. 17.11 - Prob. 13PCh. 17.11 - Prob. 14PCh. 17.12 - Prob. 15PCh. 17.12 - Prob. 16PCh. 17.14 - Prob. 17PCh. 17.15 - Prob. 18PCh. 17.16 - Prob. 19PCh. 17.17 - Problem 17.20 There is another oxygen-stabilized...Ch. 17 - Prob. 21PCh. 17 - Many ethers, including diethyl ether, are...Ch. 17 - Although epoxides are always considered to have...Ch. 17 - The name of the parent six-membered...Ch. 17 - Prob. 25PCh. 17 - Prob. 26PCh. 17 - Prob. 27PCh. 17 - Prob. 28PCh. 17 - Prob. 29PCh. 17 - Given that: does the product of the analogous...Ch. 17 - Prob. 31PCh. 17 - Prob. 32PCh. 17 - Prob. 33PCh. 17 - Prob. 34PCh. 17 - Prob. 35PCh. 17 - Prob. 36PCh. 17 - When (R)-(+)-2-phenyl-2-butanol is allowed to...Ch. 17 - Prob. 38PCh. 17 - Prob. 39PCh. 17 - Write a mechanism for the following reaction.Ch. 17 - Prob. 41PCh. 17 - Prob. 42PCh. 17 - Prob. 43PCh. 17 - Prob. 44PCh. 17 - Prob. 45PCh. 17 - Prob. 46DSPCh. 17 - Prob. 47DSPCh. 17 - Prob. 48DSPCh. 17 - Prob. 49DSPCh. 17 - Epoxide Rearrangements and the NIH Shift This...Ch. 17 - Epoxide Rearrangements and the NIH Shift This...
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- Devise a synthesis of compound A from the given starting materials. You may use any other inorganic reagents or organic alcohols. A was used to prepare aliskiren, a drug used to treat hypertension (see also Problem 5.7).arrow_forwardA key step in the synthesis of β-vetivone, a major constituent of vetiver, a perennial grass found in tropical and subtropical regions of the world, involved the reaction of compound A and dihalide B with two equivalents of LDA to form C. Draw a stepwise mechanism for this reaction. β-Vetivone contains a spiro ring system—that is, two rings that share a single carbon atom.arrow_forwardSulfur ylides, like the phosphorus ylides, are usefulintermediates in organic synthesis. Methyl trans-chrysanthemate, anintermediate in the synthesis of the insecticide pyrethrin I,can be prepared from diene A and a sulfur ylide. Draw a stepwisemechanism for this reaction.arrow_forward
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- What is the major organic product obtained from the following reaction under low temperature conditions? A, B, C, or D?arrow_forwardProblem 4.20 Show the alkyne and alkyl halide from which the following products can be obtained. Where two routes look feasible, list both. (c) CH3 CH3CHCH2CH2C=CH (a) (b) CH3CH2CH2C=CCH3 CH3 CH3CHC=CCH3arrow_forwardProblem 17.21: Show how you could carry out the synthesis below beginning with benzaldehyde, and usmg eny other reagents necessary.arrow_forward
- 18.26 Synthesize each of the following compounds from diethyl malonate or ethyl acetoacetate and any other organic and inorganic reagents. (a) (c) (e) OH (b) OH (d) (f)arrow_forwardChoose among the synthetic steps provided in order to propose a reasonable stepwise preparation of the following compound C starting from benzene. Draw the stepwise synthetic schemes (with reagents and product(s) of each step).arrow_forwardArrange the following compounds according to their rate of solvolysis with suitable explanation.arrow_forward
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