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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Textbook Question
Chapter 11, Problem 11.12P
Each compound given in this problem is a common organic solvent. From each pair of compounds, select the solvent with the greater solubility in water.
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Students have asked these similar questions
Choose the best explanation for why these
compounds are all less than fifteen carbons.
A) Aldehydes with longer alkyl chains
become increasingly nonpolar and the LDF
are stronger than hydrogen bonding with
ethanol.
B) Ethanol molecules will hydrogen bond
with the oxygen of the aldehydes. However,
longer alkyl chains interrupt the ability of
the aldehyde to hydrogen bond with
ethanol which decreases the solubility.
C) Ethanol molecules will form strong LDF
interactions between the alkyl chains of the
aldehydes and the alkyl groups of ethanol.
The strong attractions cause the aldehydes
to precipitate out of solution.
D) When aldehydes chain length increases,
the aldehydes have stronger intermolecular
force with the small ethanol solvent
molecules than the ethanol-ethanol
intermolecular force.
Organic Chemistry
Incorrect Separation Scheme
Cannot be hand-drawn
*see attached for the incorrect separation scheme provided.
The top of the separation scheme shows what other compound is mixed with your molecule (2,6-dimethyloct-2-ene). Assume for the purposes of this assignment that both compounds are solid at room temperature. Also assume that both compounds are soluble in ether, except ionic compounds. The goal of the separation is the isolate each of the two compounds from the mixture.
Below the incorrect separation scheme write a discussion of this incorrect scheme identifying all of the mistakes in the separation scheme. Keep in mind that there will be more than one mistake in the scheme.
For each mistake, give a detailed, scientific explanation of why it is incorrect.
Rank the following molecules in increasing order of water solubility and boiling point.
Chapter 11 Solutions
Organic Chemistry
Ch. 11.2 - Write IUPAC and common names for these ethers. (a)...Ch. 11.3 - Arrange these compounds in order of increasing...Ch. 11.4 - Show how you might use the Williamson ether...Ch. 11.4 - Show how ethyl hexyl ether might be prepared by a...Ch. 11.5 - Account for the fact that treatment of tert-butyl...Ch. 11.5 - Draw structural formulas for the major products of...Ch. 11.6 - Prob. 11.7PCh. 11.8 - Draw the expected products of Sharpless...Ch. 11.9 - Prob. AQCh. 11.9 - Prob. BQ
Ch. 11.9 - Prob. CQCh. 11.9 - Prob. DQCh. 11 - Write names for these compounds. Where possible,...Ch. 11 - Prob. 11.11PCh. 11 - Each compound given in this problem is a common...Ch. 11 - Account for the fact that tetrahydrofuran (THF) is...Ch. 11 - Prob. 11.14PCh. 11 - Write equations to show a combination of reactants...Ch. 11 - Propose a mechanism for this reaction.Ch. 11 - Prob. 11.17PCh. 11 - Prob. 11.18PCh. 11 - Prob. 11.19PCh. 11 - Prob. 11.20PCh. 11 - Ethylene oxide is the starting material for the...Ch. 11 - Prob. 11.22PCh. 11 - Predict the structural formula of the major...Ch. 11 - The following equation shows the reaction of...Ch. 11 - Propose a mechanism to account for this...Ch. 11 - Acid-catalyzed hydrolysis of the following epoxide...Ch. 11 - Prob. 11.27PCh. 11 - Prob. 11.28PCh. 11 - Prob. 11.29PCh. 11 - Propose a mechanism for the following...Ch. 11 - Show reagents and experimental conditions to...Ch. 11 - Starting with cis-3-hexene, show how to prepare...Ch. 11 - Show reagents to convert cycloheptene to each of...Ch. 11 - Show reagents to convert bromocyclopentane to each...Ch. 11 - Prob. 11.35PCh. 11 - Starting with acetylene and ethylene oxide as the...Ch. 11 - Following are the steps in the industrial...Ch. 11 - Prob. 11.38PCh. 11 - Prob. 11.39PCh. 11 - Aldehydes and ketones react with one molecule of...Ch. 11 - Prob. 11.42PCh. 11 - Write the products of the following sequences of...Ch. 11 - Using your reaction roadmap as a guide, show how...Ch. 11 - Using your reaction roadmap as a guide, show how...Ch. 11 - Using your reaction roadmap as a guide, show how...Ch. 11 - During the synthesis of the antiasthmatic drug...Ch. 11 - Prob. 11.48P
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