Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
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Chapter 6.9, Problem 13P
Diethyl ether
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Why does the dehydration of an alcohol more often use concentrated sulfuric acid,
H2SO4H2SO4, as the acid catalyst rather than dilute hydrochloric acid,
HCl?
Select one or more:
Hydrochloric acid is too small to effectively react with the alcohol in the reaction.
The additional water solvent from a dilute solution could reverse the dehydration reaction.
Only acids with more than one proton can complete the dehydration reaction.
The presence of the chloride ion could result in a competing substitution reaction.
Answer each question and justify your answer by doing ALL of the following:
Identify the type of substance and important interpartide force(s) for both substances.
Explain how you know (substances and forces).
For each molecular substance, fully justify how you know if it is polar or nonpolar. Provide a
Lewis structure, a geometry sketch, calculation of AEN| values, and a discussion of symmetry.
Identify which of the two substances has stronger interparticle forces. If they have the same type
of interparticle force, explain how you know which is stronger.
Answer the question by connecting the property asked about to strength of interparticle forces.
Use complete sentences, write all words out (no abbreviations) and be specific and complete with
all explanations. Do not refer to any actual data.
Chapter 6 Solutions
Organic Chemistry - Standalone book
Ch. 6.1 - Prob. 1PCh. 6.2 - 1-Bromo-3-chloropropane reacts with one molar...Ch. 6.3 - Prob. 3PCh. 6.3 - The Fischer projection for (+)-2-bromooctane is...Ch. 6.3 - Would you expect the 2-octanol formed by SN2...Ch. 6.3 - Prob. 6PCh. 6.4 - Prob. 7PCh. 6.4 - The first step in the synthesis of the...Ch. 6.6 - Prob. 9PCh. 6.6 - Prob. 10P
Ch. 6.7 - Prob. 11PCh. 6.8 - Prob. 12PCh. 6.9 - Diethyl ether (CH3CH2OCH2CH3) has a dielectric...Ch. 6.9 - Unlike protic solvent which solvate from complexes...Ch. 6.10 - Prob. 15PCh. 6.10 - Prob. 16PCh. 6.10 - The hydrolysis of sulfonate of 2-octanol is...Ch. 6.11 - Prob. 18PCh. 6 - Prob. 19PCh. 6 - Prob. 20PCh. 6 - Both of the following reactions involve...Ch. 6 - Prob. 22PCh. 6 - Prob. 23PCh. 6 - Sodium nitrite (NaNO2) reacted with 2-iodooctane...Ch. 6 - Prob. 25PCh. 6 - Prob. 26PCh. 6 - Prob. 27PCh. 6 - The reaction of 2,2-dimethyl-1-propanol with HBr...Ch. 6 - If the temperature is not kept below 25oC during...Ch. 6 - The reaction of cyclopentyl bromide with sodium...Ch. 6 - Prob. 31PCh. 6 - Prob. 32PCh. 6 - Write an equation, clearly showing the...Ch. 6 - Prob. 34PCh. 6 - Based on what we know about nucleophiles and...Ch. 6 - Prob. 36PCh. 6 - Prob. 37PCh. 6 - Prob. 38PCh. 6 - Prob. 39PCh. 6 - Prob. 40PCh. 6 - Prob. 41DSPCh. 6 - Prob. 42DSPCh. 6 - Prob. 43DSPCh. 6 - Prob. 44DSPCh. 6 - Prob. 45DSPCh. 6 - Prob. 46DSP
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