8th Edition

ISBN: 9781305580350

Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher: Cengage Learning

Concept explainers

The heterogeneous classes of organic compounds that are not water-soluble but are dissolved in organic solvents that are non-polar in nature are termed lipids. They are a long chain of fatty acids and esters of alcohols. Lipids are generally seen in seve…

Glycerophospholipid

Glycerophospholipid is the most abundantly occuring phospholipids found in the biological membranes. Lipids include a group of organic compounds like fats, hormones, oils, waxes, vitamins etc. They are non-polar molecules and are insoluble in water. Lipi…

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A terpene with the molecular formula of C10H16O is a waxy, white color solid known as camphor. It is flammable. It also possesses a very pungent taste and a strong odor. There are various sources for extracting camphor from natural products such as the …

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Diterpenoid

The terpenoid class includes diterpenoids, which are chemical compounds with 20 carbon atoms. They are made up of four isoprene units and are derived from geranylgeraniol, a C20 precursor. They have a C20H32 basic structure. These characteristics disting…

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Textbook Question

Chapter 10, Problem 10.55P

Using 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.

Chapter 10, Problem 10.55P, Using your reaction roadmap as a guide, show how to convert 1-propanol into 2-hexyne. You must use

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Chapter 10 Solutions

Organic Chemistry

Ch. 10.1 - Write IUPAC names for these alcohols and include...Ch. 10.1 - Classify each alcohol as primary, secondary, or...Ch. 10.1 - Write IUPAC names for these unsaturated alcohols.Ch. 10.2 - Arrange these compounds in order of increasing...Ch. 10.2 - Prob. 10.5P Ch. 10.4 - Predict the position of equilibrium for this...Ch. 10.5 - Show how to convert (R)-2-pentanol to...Ch. 10.6 - Draw structural formulas for the alkenes formed by...Ch. 10.6 - Propose a mechanism to account for this...Ch. 10.7 - Propose a mechanism to account for the following...

Ch. 10.7 - Prob. AQ Ch. 10.7 - Prob. BQ Ch. 10.7 - Prob. CQ Ch. 10.7 - Prob. DQ Ch. 10.7 - Which step in the reaction would you expect to be...Ch. 10.7 - Prob. FQ Ch. 10.7 - Prob. GQ Ch. 10.8 - Prob. 10.11P Ch. 10.8 - Prob. AQ Ch. 10.8 - Prob. BQ Ch. 10.8 - Prob. CQ Ch. 10.8 - Why does nature use a reagent as complex as NAD+...Ch. 10.8 - -Hydroxyketones and -hydroxyaldehydes are also...Ch. 10.9 - Write IUPAC names for these thiols.Ch. 10 - Which are secondary alcohols?Ch. 10 - Name each compound.Ch. 10 - Prob. 10.16P Ch. 10 - Name and draw structural formulas for the eight...Ch. 10 - Arrange these compounds in order of increasing...Ch. 10 - Arrange these compounds in order of increasing...Ch. 10 - Prob. 10.20P Ch. 10 - Prob. 10.21P Ch. 10 - Arrange the compounds in each set in order of...Ch. 10 - Prob. 10.23P Ch. 10 - The decalinols A and B can be equilibrated using...Ch. 10 - Prob. 10.25P Ch. 10 - Select the stronger acid from each pair and...Ch. 10 - Prob. 10.27P Ch. 10 - In each equilibrium, label the stronger acid, the...Ch. 10 - Write equations for the reaction of 1-butanol with...Ch. 10 - Write equations for the reaction of 2-butanol with...Ch. 10 - Prob. 10.31P Ch. 10 - When (R)-2-butanol is left standing in aqueous...Ch. 10 - Two diastereomeric sets of enantiomers, A/B and...Ch. 10 - Acid-catalyzed dehydration of 3-methyl-2-butanol...Ch. 10 - Show how you might bring about the following...Ch. 10 - Propose a mechanism for the following pinacol...Ch. 10 - Prob. 10.37P Ch. 10 - Show how each alcohol or diol can be prepared from...Ch. 10 - Dihydropyran is synthesized by treating...Ch. 10 - Show how to convert propene to each of these...Ch. 10 - Prob. 10.41P Ch. 10 - Prob. 10.42P Ch. 10 - The tosylate of a primary alcohol normally...Ch. 10 - Prob. 10.44P Ch. 10 - Show how to convert cyclohexene to each compound...Ch. 10 - Prob. 10.46P Ch. 10 - Ethanol (CH3CH2OH) and dimethyl ether (CH3OCH3)...Ch. 10 - Prob. 10.48P Ch. 10 - Prob. 10.49P Ch. 10 - Prob. 10.50P Ch. 10 - Write the products of the following sequences of...Ch. 10 - Alcohols are important for organic synthesis,...Ch. 10 - Using your reaction roadmap as a guide, show how...Ch. 10 - Using your reaction roadmap as a guide, show how...Ch. 10 - Using your reaction roadmap as a guide, show how...Ch. 10 - Using your reaction roadmap as a guide, show how...Ch. 10 - Prob. 10.57P Ch. 10 - Prob. 10.58P Ch. 10 - Prob. 10.59P

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Using 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.

Solution Summary: The author explains the reagents needed for the given conversion. Acid-catalyzed dehydration of primary and secondary alcohols is in the order as follows.

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Chapter 10 Solutions

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