Organic Chemistry
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
Question
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Chapter 8.SE, Problem 53AP
Interpretation Introduction

a)

Organic Chemistry, Chapter 8.SE, Problem 53AP , additional homework tip  1

Interpretation:

The reaction given has a serious drawback. The potential problem in it is to be explained.

Concept introduction:

The addition of hydrogen halides to unsymmetrical alkenes occur following Markovnikov regiochemistry. The halogen adds to the more highly substituted carbon in the double bond while H adds to the less highly substituted carbon atom.

To explain:

The potential problem in the reaction given.

Interpretation Introduction

b)

Organic Chemistry, Chapter 8.SE, Problem 53AP , additional homework tip  2

Interpretation:

The reaction given has a serious drawback. The potential problem in it is to be explained.

Concept introduction:

Alkenes undergo hydroxylation when treated first with OsO4 and then with NaHSO3. The reaction occurs with syn stereochemistry. Both –OH groups add to the double bond from the same face to give a cis-1,2-diol as the product.

To explain:

The potential problem in the reaction given.

Interpretation Introduction

c)

Organic Chemistry, Chapter 8.SE, Problem 53AP , additional homework tip  3

Interpretation:

The reaction given has a serious drawback. The potential problem in it is to be explained.

Concept introduction:

During ozonolysis ozone adds to the double bond in an alkene to give an ozonide. The ozonide on treatment with Zn in the presence of acid gets cleaved to yield carbonyl compounds as products. During the reaction each carbon in the double bond gets an oxygen atom.

To explain:

The potential problem in the reaction given.

Interpretation Introduction

d)

Organic Chemistry, Chapter 8.SE, Problem 53AP , additional homework tip  4

Interpretation:

The reaction given has a serious drawback. The potential problem in it is to be explained.

Concept introduction:

Alkenes can be hydrated using hydroboration-oxidation reaction. The reaction occurs with syn stereochemistry following anti markovnokov regiochemistry. The addition of both H and OH takes place from the same face of the double bond. The boron and hence the –OH group gets attached to less highly substituted carbon.

To explain:

The potential problem in the reaction given.

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Chapter 8 Solutions

Organic Chemistry

Ch. 8.5 - Tho following cycloalkene gives a mixture of two...Ch. 8.6 - Prob. 12PCh. 8.7 - Prob. 13PCh. 8.7 - Starting with an alkene, how would you prepare...Ch. 8.8 - Prob. 15PCh. 8.8 - Prob. 16PCh. 8.9 - What products would you expect from the following...Ch. 8.10 - Prob. 18PCh. 8.10 - Prob. 19PCh. 8.13 - Prob. 20PCh. 8.13 - What products are formed from hydration of...Ch. 8.SE - Name the following alkenes, and predict the...Ch. 8.SE - Prob. 23VCCh. 8.SE - Prob. 24VCCh. 8.SE - Prob. 25VCCh. 8.SE - Prob. 26MPCh. 8.SE - Prob. 27MPCh. 8.SE - Draw the structures of the organoboranes formed...Ch. 8.SE - Prob. 29MPCh. 8.SE - Provide the mechanism and products for the...Ch. 8.SE - Propose a curved-arrow mechanism to show how ozone...Ch. 8.SE - Prob. 32MPCh. 8.SE - Prob. 33MPCh. 8.SE - Prob. 34MPCh. 8.SE - 10-Bromo- α -chamigrene, a compound isolated from...Ch. 8.SE - Isolated from marine algae, prelaureatin is...Ch. 8.SE - Dichlorocarbene can be generated by heating sodium...Ch. 8.SE - Reaction of cyclohexene with mercury(II) acetate...Ch. 8.SE - Use your general knowledge of alkene chemistry to...Ch. 8.SE - Prob. 40MPCh. 8.SE - Hydroboration of 2-methyl-2-pentene at 25°C,...Ch. 8.SE - Prob. 42APCh. 8.SE - Suggest structures for alkenes that give the...Ch. 8.SE - Prob. 44APCh. 8.SE - Prob. 45APCh. 8.SE - Prob. 46APCh. 8.SE - Prob. 47APCh. 8.SE - Predict the products of the following reactions....Ch. 8.SE - Prob. 49APCh. 8.SE - How would you carry out the following...Ch. 8.SE - Draw the structure of an alkene that yields only...Ch. 8.SE - Show the structures of alkenes that give the...Ch. 8.SE - Prob. 53APCh. 8.SE - Which of the following alcohols could not be made...Ch. 8.SE - Prob. 55APCh. 8.SE - Prob. 56APCh. 8.SE - Prob. 57APCh. 8.SE - Compound A has the formula C10HI6. On catalytic...Ch. 8.SE - Prob. 59APCh. 8.SE - Prob. 60APCh. 8.SE - Prob. 61APCh. 8.SE - Draw the structure of a hydrocarbon that absorbs 2...Ch. 8.SE - Prob. 63APCh. 8.SE - The sex attractant of the common housefly is a...Ch. 8.SE - Prob. 65APCh. 8.SE - Prob. 66APCh. 8.SE - α-Terpinene, C10H16, is a pleasant-smelling...Ch. 8.SE - Prob. 68APCh. 8.SE - Prob. 69APCh. 8.SE - Prob. 70APCh. 8.SE - Prob. 71APCh. 8.SE - Prob. 72AP
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