EBK ORGANIC CHEMISTRY
EBK ORGANIC CHEMISTRY
8th Edition
ISBN: 8220102744127
Author: Bruice
Publisher: PEARSON
Question
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Chapter 6.9, Problem 23P

(a)

Interpretation Introduction

Interpretation:

For the given set of reactions the major products should be determined.

Concept introduction:

Addition Reaction: It is defined as chemical reaction in which two given molecules combines and forms product. The types of addition reactions are electrophilic addition, nucleophilic addition, free radical additions and cycloadditions. Generally, compounds with carbon-hetero atom bonds favors addition reaction.

In addition reaction of alkenes when two substituents are placed on same side of C=C then it is named as syn addition if it is placed on opposite sides of C=C it is defined as anti-addition.

Nucleophile: Nucleophiles are electron rich compounds which donates electrons to electrophilic compounds which results in bond formation.

Nucleophilic nature depends on the negative charge present in the molecule, the solvent in which it present and the electronegativity of the atom.

If more than one nucleophile present in the reaction then the product of the reaction changed accordingly such that depending on the concentration of the other nucleophile.

(b)

Interpretation Introduction

Interpretation:

For the given set of reactions the major products should be determined.

Concept introduction:

Addition Reaction: It is defined as chemical reaction in which two given molecules combines and forms product. The types of addition reactions are electrophilic addition, nucleophilic addition, free radical additions and cycloadditions. Generally, compounds with carbon-hetero atom bonds favors addition reaction.

In addition reaction of alkenes when two substituents are placed on same side of C=C then it is named as syn addition if it is placed on opposite sides of C=C it is defined as anti-addition.

Regioselective reaction: They are reactions which contain more than one product which are actually molecules with same molecular formula but different in the way they are connected and among those products only one product is major.

Markovnikov’s Addition Rule: The unsymmetrical alkene in a chemical compound reacts with hydrogen halide in a way, where halide ions attacks and bond to the more substitution position of carbon-carbon double bond.

Nucleophile: Nucleophiles are electron rich compounds which donates electrons to electrophilic compounds which results in bond formation.

If more than one nucleophile present in the reaction then the product of the reaction changed accordingly such that depending on the concentration of the other nucleophile.

(c)

Interpretation Introduction

Interpretation:

For the given set of reactions the major products should be determined.

Concept introduction:

Addition Reaction: It is defined as chemical reaction in which two given molecules combines and forms product. The types of addition reactions are electrophilic addition, nucleophilic addition, free radical additions and cycloadditions. Generally, compounds with carbon-hetero atom bonds favors addition reaction.

In addition reaction of alkenes when two substituents are placed on same side of C=C then it is named as syn addition if it is placed on opposite sides of C=C it is defined as anti-addition.

Regioselective reaction: They are reactions which contain more than one product which are actually molecules with same molecular formula but different in the way they are connected and among those products only one product is major.

Markovnikov’s Addition Rule: The unsymmetrical alkene in a chemical compound reacts with hydrogen halide in a way, where halide ions attacks and bond to the more substitution position of carbon-carbon double bond.

Nucleophile: Nucleophiles are electron rich compounds which donates electrons to electrophilic compounds which results in bond formation.

If more than one nucleophile present in the reaction then the product of the reaction changed accordingly such that depending on the concentration of the other nucleophile.

(d)

Interpretation Introduction

Interpretation:

For the given set of reactions the major products should be determined.

Concept introduction:

Addition Reaction: It is defined as chemical reaction in which two given molecules combines and forms product. The types of addition reactions are electrophilic addition, nucleophilic addition, free radical additions and cycloadditions. Generally, compounds with carbon-hetero atom bonds favors addition reaction.

In addition reaction of alkenes when two substituents are placed on same side of C=C then it is named as syn addition if it is placed on opposite sides of C=C it is defined as anti-addition.

Regioselective reaction: They are reactions which contain more than one product which are actually molecules with same molecular formula but different in the way they are connected and among those products only one product is major.

Markovnikov’s Addition Rule: The unsymmetrical alkene in a chemical compound reacts with hydrogen halide in a way, where halide ions attacks and bond to the more substitution position of carbon-carbon double bond.

Nucleophile: Nucleophiles are electron rich compounds which donates electrons to electrophilic compounds which results in bond formation.

If more than one nucleophile present in the reaction then the product of the reaction changed accordingly such that depending on the concentration of the other nucleophile.

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The Wittig sequence includes this/these reaction step/s. O nucleophilic substitution of a phosphine on an alkyl halide O acid-base reaction removing a hydrogen from the carbon next to the phosphonium group to form an ylide O the aldehyde or ketone combines with the ylide to form an oxaphosphetane O the oxaphosphetane breaks down to form the alkene and a phosphine oxide O all of the above O none of the above
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Identify the electrophile and the nucleophile in each of the following reaction steps. Then draw curved arrows to illustrate the bond-making and bond-breaking processes.

Chapter 6 Solutions

EBK ORGANIC CHEMISTRY

Ch. 6.5 - Prob. 11PCh. 6.6 - a. What is the major product or each or the...Ch. 6.6 - Prob. 14PCh. 6.6 - Prob. 15PCh. 6.7 - What is the major product obtained from the...Ch. 6.8 - Which is more highly regionselective: reaction of...Ch. 6.8 - Prob. 19PCh. 6.9 - What will be the product of the preceding reaction...Ch. 6.9 - Prob. 21PCh. 6.9 - Prob. 22PCh. 6.9 - Prob. 23PCh. 6.9 - What is the product of the addition of 1Cl to...Ch. 6.9 - What will be the major product obtained from the...Ch. 6.9 - Propose a mechanism for the following reaction:Ch. 6.10 - Draw structures for the following: a. 24...Ch. 6.10 - What alkene would you treat with a peroxyacid in...Ch. 6.11 - What products are formed when the following...Ch. 6.11 - Prob. 31PCh. 6.11 - Prob. 32PCh. 6.11 - The following product was obtained from the...Ch. 6.12 - What characteristics must the reactant of a...Ch. 6.13 - Prob. 36PCh. 6.13 - What stereoisomers are obtained from each of the...Ch. 6.13 - Prob. 41PCh. 6.13 - Prob. 42PCh. 6.13 - Prob. 43PCh. 6.13 - Prob. 45PCh. 6.13 - Prob. 46PCh. 6.13 - Prob. 47PCh. 6.13 - Prob. 48PCh. 6.13 - Prob. 49PCh. 6.13 - Prob. 50PCh. 6.14 - Prob. 51PCh. 6.16 - Prob. 53PCh. 6.16 - Explain why 3-methykyclohexene should not be used...Ch. 6 - Prob. 55PCh. 6 - Prob. 56PCh. 6 - Prob. 57PCh. 6 - What is the major product of the reaction of...Ch. 6 - Give two names for each of the following:Ch. 6 - Prob. 60PCh. 6 - What are the products of the following reactions?...Ch. 6 - When 3-methyl-1-butene reacts with HBr, two alkyl...Ch. 6 - Draw curved arrows to show the flow of electrons...Ch. 6 - What reagents are needed to carry out the...Ch. 6 - Prob. 65PCh. 6 - Prob. 66PCh. 6 - Prob. 67PCh. 6 - What is more stable? a. CH3C+HCH3orCH3C+HCH2ClCh. 6 - Prob. 69PCh. 6 - a. Draw the product or products that will be...Ch. 6 - Prob. 71PCh. 6 - The second-order rate constant (in units of M1s1)...Ch. 6 - Which compound has the greater dipole moment?Ch. 6 - Prob. 74PCh. 6 - Prob. 75PCh. 6 - Prob. 76PCh. 6 - Prob. 77PCh. 6 - Prob. 78PCh. 6 - Prob. 79PCh. 6 - Prob. 80PCh. 6 - Prob. 81PCh. 6 - Prob. 82PCh. 6 - Prob. 83PCh. 6 - Prob. 84PCh. 6 - Prob. 85PCh. 6 - Prob. 86PCh. 6 - Draw the products of the following reactions. If...Ch. 6 - Prob. 88PCh. 6 - Prob. 89PCh. 6 - Prob. 90PCh. 6 - Two chemists at Dupont found that lCH2Znl is...Ch. 6 - Prob. 92PCh. 6 - Prob. 93PCh. 6 - What alkene gives the product shown after...Ch. 6 - Prob. 95PCh. 6 - Prob. 96PCh. 6 - Prob. 97PCh. 6 - Prob. 98PCh. 6 - Prob. 99PCh. 6 - Prob. 100PCh. 6 - Propose a mechanism for the following reaction:Ch. 6 - Prob. 102PCh. 6 - Prob. 103P
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