A chiral compound out of the three givenFischer projections for the three stereoisomeric forms in the ozonolysis reaction of trans-4,5-dimethylcyclohexene is to be determined.The product formed in the ozonolysis of trans-4,5-dimethylcyclohexene and when the methyl groups in the starting alkene were cis to each other are to be given. Concept Introduction: > Alkenes are the unsaturated hydrocarbons that react with substances that add to the double bond. Thus, they show addition reactions. > Alkenes are cleaved to form carbonyl compounds by ozonolysis.In ozonolysis reaction, the absolute configurations of the chiral centers are retained if the reaction does not occur at the chiral centers. > Two groups located on the same side of the double bond are cis to each other. > Compounds having two chiral centers can also be achiral if they have a plane of symmetry or the axis of symmetry.

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Answer 1

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Definition Definition Molecules that have multiple bonds between their carbon atoms. Alkenes are hydrocarbons with a double bond between two adjacent carbon atoms (R 2 C=CR 2 ), whereas alkynes are hydrocarbons with a triple bond between two adjacent carbon atoms R-C=C-R . These two groups are known as unsaturated hydrocarbons. They have fewer hydrogen atoms when compared with alkanes with same number of carbon atoms. The general molecular formula for an unsaturated hydrocarbon can be represented as C n H 2n +2 .

Chapter 8, Problem 39P

Interpretation Introduction

Interpretation:

A chiral compound out of the three givenFischer projections for the three stereoisomeric forms in the ozonolysis reaction of trans-4,5-dimethylcyclohexene is to be determined.The product formed in the ozonolysis of trans-4,5-dimethylcyclohexene and when the methyl groups in the starting alkene were cis to each other are to be given.

Concept Introduction:
>
Alkenes are the unsaturated hydrocarbons that react with substances that add to the double bond. Thus, they show addition reactions.
>
Alkenes are cleaved to form carbonyl compounds by ozonolysis.In ozonolysis reaction, the absolute configurations of the chiral centers are retained if the reaction does not occur at the chiral centers.
>
Two groups located on the same side of the double bond are cis to each other.
>
Compounds having two chiral centers can also be achiral if they have a plane of symmetry or the axis of symmetry.

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In some nucleophilic substitutions under SN1 conditions, complete racemization does not occur and a small excess of one enantiomer is present. For example, treatment of optically pure 1-bromo-1-phenylpropane with water forms 1- phenylpropan-1-ol. (a) Calculate how much of each enantiomer is present using the given optical rotation data. (b) Whichproduct predominates—the product of inversion or the product of retention of conguration? (c) Suggest an explanation for this phenomenon.

Alkenes can be converted to alcohols by hydroboration-oxidation. (a) Draw the structure of the alcohol or alcohols formed in the reaction sequence. Clearly indicate stereochemistry by drawing a wedged bond, a dashed bond and two O Hint in-plane bonds per each chiral carbon. Draw hydrogen atoms that are connected to wedge-and-dash bonds.(b) Characterize the product or products of the reactions. The first step of the reaction, hydroboration, involves addition of BH, to the double bond, with -BH, attached to one carbon and hydrogen Be sure to draw hydrogens on oxygen, where applicable. attached to the other. Consider both Rings the regioselectivity and the Select Draw More Erase stereochemistry of this addition. H Diborane, B,H,, is a source of borane, BH,, and can be used 1. B2H6, interchangeably. Diglyme is a solvent. diglyme 2. H2О2, НО", The product or products of the reaction are characterized as being O S. O racemic. O achiral. O R,S (and/or S,R). O R. O S,S. O R.R. O diastereomers.

In some nucleophilic substitutions under SN1 conditions, completeracemization does not occur and a small excess of one enantiomer ispresent. For example, treatment of optically pure 1-bromo-1-phenylpropane with water forms 1-phenylpropan-1-ol. (a) Calculate how much of each enantiomer is present using the given optical rotation data.(b) Which product predominates—the product of inversion or the product of retention of configuration? (c) Suggest an explanation for this phenomenon.

Answer 2

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Definition Definition Molecules that have multiple bonds between their carbon atoms. Alkenes are hydrocarbons with a double bond between two adjacent carbon atoms (R 2 C=CR 2 ), whereas alkynes are hydrocarbons with a triple bond between two adjacent carbon atoms R-C=C-R . These two groups are known as unsaturated hydrocarbons. They have fewer hydrogen atoms when compared with alkanes with same number of carbon atoms. The general molecular formula for an unsaturated hydrocarbon can be represented as C n H 2n +2 .

Chapter 8, Problem 39P

Interpretation Introduction

Interpretation:

A chiral compound out of the three givenFischer projections for the three stereoisomeric forms in the ozonolysis reaction of trans-4,5-dimethylcyclohexene is to be determined.The product formed in the ozonolysis of trans-4,5-dimethylcyclohexene and when the methyl groups in the starting alkene were cis to each other are to be given.

Concept Introduction:
>
Alkenes are the unsaturated hydrocarbons that react with substances that add to the double bond. Thus, they show addition reactions.
>
Alkenes are cleaved to form carbonyl compounds by ozonolysis.In ozonolysis reaction, the absolute configurations of the chiral centers are retained if the reaction does not occur at the chiral centers.
>
Two groups located on the same side of the double bond are cis to each other.
>
Compounds having two chiral centers can also be achiral if they have a plane of symmetry or the axis of symmetry.

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Answer 3

Question

Definition Definition Molecules that have multiple bonds between their carbon atoms. Alkenes are hydrocarbons with a double bond between two adjacent carbon atoms (R 2 C=CR 2 ), whereas alkynes are hydrocarbons with a triple bond between two adjacent carbon atoms R-C=C-R . These two groups are known as unsaturated hydrocarbons. They have fewer hydrogen atoms when compared with alkanes with same number of carbon atoms. The general molecular formula for an unsaturated hydrocarbon can be represented as C n H 2n +2 .

Chapter 8, Problem 39P

Interpretation Introduction

Interpretation:

A chiral compound out of the three givenFischer projections for the three stereoisomeric forms in the ozonolysis reaction of trans-4,5-dimethylcyclohexene is to be determined.The product formed in the ozonolysis of trans-4,5-dimethylcyclohexene and when the methyl groups in the starting alkene were cis to each other are to be given.

Concept Introduction:
>
Alkenes are the unsaturated hydrocarbons that react with substances that add to the double bond. Thus, they show addition reactions.
>
Alkenes are cleaved to form carbonyl compounds by ozonolysis.In ozonolysis reaction, the absolute configurations of the chiral centers are retained if the reaction does not occur at the chiral centers.
>
Two groups located on the same side of the double bond are cis to each other.
>
Compounds having two chiral centers can also be achiral if they have a plane of symmetry or the axis of symmetry.

Expert Solution & Answer

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Check out a sample textbook solution

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Answer 4

Question

Definition Definition Molecules that have multiple bonds between their carbon atoms. Alkenes are hydrocarbons with a double bond between two adjacent carbon atoms (R 2 C=CR 2 ), whereas alkynes are hydrocarbons with a triple bond between two adjacent carbon atoms R-C=C-R . These two groups are known as unsaturated hydrocarbons. They have fewer hydrogen atoms when compared with alkanes with same number of carbon atoms. The general molecular formula for an unsaturated hydrocarbon can be represented as C n H 2n +2 .

Chapter 8, Problem 39P

Interpretation Introduction