(a)
To determine: The mechanism that corresponds to occurrence of free radical halogenations exclusively at the benzylic position.
Interpretation: A mechanism that corresponds to the reason as to why free radical halogenations occurred exclusively at the benzylic position is to be proposed.
Concept introduction: Free radical bromination occurs exclusively at the benzylic position. The benzylic position is next to the
(b)
To draw: The two stereoisomers that result from the monobromination at the benzylic position.
Interpretation: The structure of the two stereoisomers that result from the monobromination at the benzylic position is to be drawn.
Concept introduction: Stereoisomers are further divided into two categories: optical isomers and geometrical isomers. The two different forms in which a single chiral carbon can exist is referred to as enantiomers. The class of diastereomers includes stereoisomers that are not enantiomers.
(c)
To determine: The R and S configurations of the asymmetric carbon atoms in the product.
Interpretation: The R and S configurations to the asymmetric carbon atoms in the product are to be assigned.
Concept introduction: The enantiomers of a chiral compound can be named with the help of right hand and left hand configuration. In fisher projection, chiral carbon atom is represented by a cross. When two groups on a fisher projection are interchanged, the configuration of chiral carbon also changes from (R) to (S) or (S) to (R).
(d)
To determine: The relationship between the isomeric products.
Interpretation: The relationship between the isomeric products is to be stated.
Concept introduction: Stereoisomers are further divided into two categories: optical isomers and geometrical isomers. The two different forms in which a single chiral carbon can exist is referred to as enantiomers. The class of diastereomers includes stereoisomers that are not enantiomers.
(e)
To determine: If the products are produced in identical amounts.
Interpretation: The validation of the fact that the products are formed in equal amounts is to be stated.
Concept introduction: Stereoisomers are further divided into two categories: optical isomers and geometrical isomers. The two different forms in which a single chiral carbon can exist is referred to as enantiomers. The class of diastereomers includes stereoisomers that are not enantiomers.
(f)
To determine: If the products have identical physical properties.
Interpretation: The validation of the fact that the products have identical physical properties is to be stated.
Concept introduction: Stereoisomers are further divided into two categories: optical isomers and geometrical isomers. The two different forms in which a single chiral carbon can exist is referred as enantiomers. The class of diastereomers includes stereoisomers that are not enantiomers.
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Chapter 5 Solutions
Organic Chemistry (9th Edition)
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