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Consider the three constitutional isomers of dioxane

Organic Chemistry | 2nd Edition | ISBN: 9781118454312 | Authors: David R. Klein ISBN: 9781118454312 78

Solution for problem 20.74 Chapter 20

Organic Chemistry | 2nd Edition

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Organic Chemistry | 2nd Edition | ISBN: 9781118454312 | Authors: David R. Klein

Organic Chemistry | 2nd Edition

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Problem 20.74

Consider the three constitutional isomers of dioxane (C4H8O2): O O 1,2-Dioxane O O 1,3-Dioxane O O 1,4-Dioxane One of these constitutional isomers is stable under basic conditions as well as mildly acidic conditions and is therefore used as a common solvent. Another isomer is only stable under basic conditions but undergoes hydrolysis under mildly acidic conditions. The remaining isomer is extremely unstable and potentially explosive. Identify each isomer and explain the properties of each compound.

Step-by-Step Solution:

Step 1 of 2

This question asks us to consider the three constitutional isomers of dioxane:

                                             

We’re told that one of these isomers is stable under both basic and acidic conditions. Another of the isomers is stable towards base, but not acid. The remaining isomer is extremely unstable and potentially explosive. We’re asked to match the isomers to their described properties.

 

Step 2 of 2

Chapter 20, Problem 20.74 is Solved
Textbook: Organic Chemistry
Edition: 2
Author: David R. Klein
ISBN: 9781118454312

Since the solution to 20.74 from 20 chapter was answered, more than 283 students have viewed the full step-by-step answer. This textbook survival guide was created for the textbook: Organic Chemistry, edition: 2. This full solution covers the following key subjects: conditions, dioxane, under, Isomer, acidic. This expansive textbook survival guide covers 27 chapters, and 1295 solutions. The full step-by-step solution to problem: 20.74 from chapter: 20 was answered by , our top Chemistry solution expert on 09/04/17, 09:39PM. The answer to “Consider the three constitutional isomers of dioxane (C4H8O2): O O 1,2-Dioxane O O 1,3-Dioxane O O 1,4-Dioxane One of these constitutional isomers is stable under basic conditions as well as mildly acidic conditions and is therefore used as a common solvent. Another isomer is only stable under basic conditions but undergoes hydrolysis under mildly acidic conditions. The remaining isomer is extremely unstable and potentially explosive. Identify each isomer and explain the properties of each compound.” is broken down into a number of easy to follow steps, and 75 words. Organic Chemistry was written by and is associated to the ISBN: 9781118454312.

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Consider the three constitutional isomers of dioxane