Organic Chemistry (8th Edition)
Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 12.5, Problem 8P

(a)

Interpretation Introduction

Interpretation:

For problem 7, the major mono chlorination product obtained on disregarding stereoisomers should be given

Concept introduction:

Distribution of products based on Probability and Reactivity:

Depending on the relative rate of alkyl radical formation, the type of chlorination product obtained differs.  At room temperature, it is 5.00 times easier for a chlorine radical to form a tertiary radical than a primary radical, and it is 3.8 times easier to form a secondary radical than a primary radical.  These, ratios differ at different temperatures

(b)

Interpretation Introduction

Interpretation:

The percentage yield of the major product should be calculated.

Concept introduction:

Radical or free radical: unpaired valence electron of an atom, molecule, or ion is called as radical.

chlorine radical forms a tertiary radical five times faster than a primary radical and it forms a secondary radical 3.8 times faster than a primary radical.

Relative rates of alkyl radical formation by a chlorine radical at 125 °C.

Organic Chemistry (8th Edition), Chapter 12.5, Problem 8P

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a. Identify two alkenes that react with HBr to form 1-bromo-1-methylcyclohexane without undergoing a carbocation rearrangement. b. Would both alkenes form the same alkyl halide if DBr were used instead of HBr? (D is an isotope of H, so D+ reacts like H+.)
Explain the Formation of a 2° carbocation and rearrangement ?
The 1,2‑dibromide is synthesized from an alkene starting material. Draw the alkene starting material. Clearly, show stereochemistry of the alkene.

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Organic Chemistry (8th Edition)

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