ORGANIC CHEM PRINT STUDY GDE & SSM
ORGANIC CHEM PRINT STUDY GDE & SSM
4th Edition
ISBN: 9781119810650
Author: Klein
Publisher: WILEY
Question
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Chapter 8.5, Problem 6CC

(a)

Interpretation Introduction

Interpretation:

The given isomeric alkenes are needed to be arranged in increasing order of stability.

Concept introduction:

Constitutional isomers are having the same molecular formula and different bond connectivity between the atoms.

The more substituted alkenes are more stable as compared to less substituted alkenes. Because the more alkyl group attachment to a double bond make it more stable due to the +I effect of alkyl groups. It means the alkyl groups will push electrons towards the double bonded carbon atoms, so the double bond becomes strengthened and highly stabilized.

(b)

Interpretation Introduction

Interpretation:

The given isomeric alkenes are needed to be arranged in increasing order of stability.

Concept introduction:

Constitutional isomers are having the same molecular formula and different bond connectivity between the atoms.

The more substituted alkenes are more stable as compared to less substituted alkenes. Because the more alkyl group attachment to a double bond make it more stable due to the +I effect of alkyl groups. It means the alkyl groups will push electrons towards the double bonded carbon atoms, so the double bond becomes strengthened and highly stabilized.

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3. What starting material would you use to synthesize 3-hydroxypentanoic acid using a NaBH4 reduction?
1. Give stereochemical (Fischer projection) formulas for all (but no extras) the stereoisomers that could theoretically form during the reduction of a. the carbonyl group of 2-methyl-3--pentanone b. both carbonyl groups of 2,4-pentanedione (careful!) 2. Predict the products of the reduction of O=CCH2CH2CH2C=O with a. LiAlH4 b. NaBH4 CH3 OH
Which of the following compounds can be synthesized using one reaction from any alkene, as a major product? If it can be synthesized, propose a route, and you may use any other starting materials, reagents and solvents as needed. If you do not think that it can be synthesized as a major product from an alkene, explain in detail why.
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