Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Chapter 15, Problem 15.22P
Using your old and new reaction roadmaps as a guide, show how to convert 1-bromo-3-methylbutane into 2, 7-dimethyloctane. You must use l-bromo-3-methylbutane as the source of all carbon atoms in the target molecule. Show all reagents and all molecules synthesized along the way.
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Using your reaction roadmap as a guide, show how to convert 4-methyl-1-pentene into
5-methylhexanenitrile. You must use 4-methyl-1-pentene and sodium cyanide as the
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+ NaCN
4-Methyl-1-pentene
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Using your reaction roadmap as a guide, show how to convert propane into butyronitrile.
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Using your reaction roadmap as a guide, show how to convert 3-hexyne into propanal.
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3-Нехупе
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Chapter 15 Solutions
Organic Chemistry
Ch. 15.1 - Explain how these Grignard reagents would react...Ch. 15.1 - Recalling the reactions of alcohols from Chapter...Ch. 15.2 - Prob. 15.3PCh. 15.2 - Show how to prepare each Gilman reagent in Example...Ch. 15.2 - Predict the product of the following reaction.Ch. 15.2 - Show how the following compound could be prepared...Ch. 15 - Complete these reactions involving lithium...Ch. 15 - Show how to convert 1-bromopentane to each of...Ch. 15 - Prob. 15.9PCh. 15 - Show how to prepare each compound from the given...
Ch. 15 - Prob. 15.11PCh. 15 - Prob. 15.12PCh. 15 - Prob. 15.13PCh. 15 - Show how the following compound can be prepared in...Ch. 15 - Prob. 15.15PCh. 15 - Show how spiro[2.2]pentane can be prepared in one...Ch. 15 - Prob. 15.17PCh. 15 - Prob. 15.18PCh. 15 - We now continue the introduction of organic...Ch. 15 - Write the products of the following sequences of...Ch. 15 - Using your old and new reaction roadmaps as a...Ch. 15 - Using your old and new reaction roadmaps as a...Ch. 15 - Using your old and new reaction roadmaps as a...Ch. 15 - Using your old and new reaction roadmaps as a...Ch. 15 - Prob. 15.25PCh. 15 - Gilman reagents are versatile reagents for making...
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- Using your reaction roadmap as a guide, show how to convert 1-bromopentane and sodium cyanide into N-hexylhexanamide. You must use 1-bromopentane and sodium cyanide as the source of all carbon atoms in the target molecule. Show all reagents and all molecules synthesized along the way.arrow_forwardUsing your reaction roadmap as a guide, show how to convert 2-methylpentane into 2-methyl-3-pentanone. Show all reagents needed and all molecules synthesized along the way.arrow_forwardUsing your reaction roadmaps as a guide, show how to convert ethanol into 2-pentanone. You must use ethanol as the source of all carbon atoms in the target molecule. Show all reagents and all molecules synthesized along the way.arrow_forward
- Using your reaction roadmap as a guide, show how to convert 1-bromopropane and carbon dioxide into 4-propyl-4-heptanol. You must use 1-bromopropane and carbon dioxide as the source of all carbon atoms in the target molecule. Show all reagents and all molecules synthesized along the way.arrow_forwardUsing your reaction roadmap as a guide, show how to convert 1-propanol into 2-hexyne. You must use 1-propanol as the source of all carbon atoms in the target molecule. Show all reagents needed and all molecules synthesized along the way.arrow_forwardUsing your reaction roadmaps as a guide, show how to convert propane into propyl propanoate. You must use propane as the source of all carbon atoms in the target molecule. Show all reagents needed and all molecules synthesized along the way.arrow_forward
- Using your reaction roadmaps as a guide, show how to convert ethylene into 2-methyl-1,3-dioxolane. You must use ethylene as the source of all carbon atoms in the target molecule. Show all reagents and all molecules synthesized along the way.arrow_forwardUsing your reaction roadmap as a guide, show how to convert 3-hexyne into propanal. All of the carbon atoms of the target molecule must be derived from the starting material as efficiently as possible. Show all intermediate molecules synthesized along the way.arrow_forwardUsing your reaction roadmap as a guide, show how to convert 1-butanol and ethanol into racemic 2-ethoxy-1-butanol. You must use 1-butanol and ethanol as the source of all carbon atoms in the ether product. Show all required reagents and all molecules synthesized along the way.arrow_forward
- Using your reaction roadmap as a guide, show how to convert ethylene into 1-butene. All of the carbon atoms of the target molecule must be derived from ethylene. Show all intermediate molecules synthesized along the way. Ethylene 1-Butenearrow_forwardUsing your reaction roadmap as a guide, show how to convert 1-propanol into 2-hexyne. You must use 1-propanol as the source of all carbon atoms in the target mol- ecule. Show all reagents needed and all molecules synthesized along the way. HO, 1-Propanol 2-Нехуnearrow_forwardAcid-catalyzed dehydration of 3-methyl-2-pentanol gives three alkenes: 3-methyl-1-pentene, 3-methyl-2-pentene, and 3-methylenepentane. Draw the structure of the carbocation intermediate leading to the formation of 3-methyl-2-pentene.arrow_forward
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