EBK ORGANIC CHEMISTRY
EBK ORGANIC CHEMISTRY
8th Edition
ISBN: 8220102744127
Author: Bruice
Publisher: PEARSON
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Chapter 12.9, Problem 22P

(a)

Interpretation Introduction

Interpretation:

The major product of the reaction of 1-methylcyclohexene with given reagents should be drawn.

(b)

Interpretation Introduction

Interpretation:

For each reaction in part (a) Stereoisomer should be identified.

Concept introduction:

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

Chiral: Four different atoms attached to a carbon atom is called chiral molecule.

Achiral: A molecula has superimposable mirror images are called achiral.

Stereoisomers: Stereoisomers are molecules that have the same molecular formula and they differ only in arrangement of atom in three-dimensional space.

Enantiomers: A compound which is non-superimposable mirror image is called enantiomers.

Diastereomers: A compound which is non-superimposable and non-mirror image is called enantiomers

Racemic mixture: A racemic mixture is simply a mixture containing an equal amount of each enantiomer

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4. What are the products obtained from the following elimination reaction? Indicate the major product. CH;CH2CCH3 H2O CI 5. a) Determine the major product that is formed when the alkyl halide reacts with a hydroxide ion in an elimination reaction. CH;CH,CH,CH,CCH3 Br b) For the major elimination product obtained in 5a), which stereoisomer (cis or trans) is obtained in greater yield? Draw the two isomers and provide the names of the compounds.
Treatment of alkenes A and B with HBr gives the same alkyl halide C. Draw a mechanism for each reaction, including all reasonable resonance structures for any intermediate. Br -CHCH2CH, HBr HBr -CH=CHCH, -CH2CH=CH2 A B.
Classify each pericyclic reaction as an electrocyclic reaction, cycloaddition, or sigmatropic rearrangement. Indicate whether the stereochemistry is conrotatory, disrotatory, suprafacial, or antarafacial.

Chapter 12 Solutions

EBK ORGANIC CHEMISTRY

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