(a) Interpretation: The product that is formed by the reaction of 2 − bromopentan − 3 − one with Li 2 O 3 , LiBr , DMF is to be drawn. Concept introduction: The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E 2 elimination reaction.

Question

Want to see the full answer?

Answer 1

Question

Chapter 23, Problem 23.14P

Interpretation Introduction

(a)

Interpretation: The product that is formed by the reaction of 2−bromopentan−3−one with Li2O3, LiBr, DMF is to be drawn.

Concept introduction: The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

Interpretation Introduction

(b)

Interpretation: The product that is formed by the reaction of 2−bromopentan−3−one with CH3CH2NH2 is to be drawn.

Concept introduction: The substitution reaction involves the replacement of one functional group by other functional group. In nucleophilic substitution an electron rich species attack the species that is deficient in electrons. The electrophile and the leaving group together form a substrate. The nucleophile attacks over the substrate and there occurs the removal of leaving group from the substrate.

The nucleophilic reaction that consists of bimolecular as well as bond-making and bond-breaking steps is termed as SN2 reactions. This is a one-step reaction in which both nucleophile and substrate participate in the rate determining step.

Interpretation Introduction

(c)

Interpretation: The product that is formed by the reaction of 2−bromopentan−3−one with CH3SH is to be drawn.

Concept introduction: The substitution reaction involves the replacement of one functional group by other functional group. In nucleophilic substitution an electron rich species attack the species that is deficient in electrons. The electrophile and the leaving group together form a substrate. The nucleophile attacks over the substrate and there occurs the removal of leaving group from the substrate.

The nucleophilic reaction that consists of bimolecular as well as bond-making and bond-breaking steps is termed as SN2 reactions. This is a one-step reaction in which both nucleophile and substrate participate in the rate determining step.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

4 But-2-enal, CH₂CH=CHCHO, is a pale yellow, flammable liquid with an irritating odour. (a) But-2-enal exists as two stereoisomers. Draw skeletal formulae to show the structure of the two stereoisomers of but-2-enal. (b) (i) Describe a simple chemical test that would show that but-2-enal is an aldehyde. (ii) Explain why this test gives a different result with aldehydes than it does with keton (c) But-2-enal also reacts with sodium borohydride, NaBH4. (i) Identify the organic compound formed in this reaction. (ii) State the type of chemical reaction occurring. (d) Precautions must be taken to prevent but-2-enal catching fire. Construct a balanced equation for the complete combustion of but-2-enal, C₂HO.

Draw all the alkyl halides with molecular formula C 5H 11Cl formed when pentane (CH 3CH 2CH 2CH 2CH 3) is heated with Cl 2.

(a) Give the IUPAC name for A and B. (b) Draw the product formed when A or B is treated with each reagent: [1] NaBH4, CH3OH; [2] CH3MgBr, then H2O; [3] Ph3P = CHOCH3; [4] CH3CH2CH2NH2, mild acid; [5] HOCH2CH2CH2OH, H+.

Answer 2

Question

Chapter 23, Problem 23.14P

Interpretation Introduction

(a)

Interpretation: The product that is formed by the reaction of 2−bromopentan−3−one with Li2O3, LiBr, DMF is to be drawn.

Concept introduction: The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

Interpretation Introduction

(b)

Interpretation: The product that is formed by the reaction of 2−bromopentan−3−one with CH3CH2NH2 is to be drawn.

Concept introduction: The substitution reaction involves the replacement of one functional group by other functional group. In nucleophilic substitution an electron rich species attack the species that is deficient in electrons. The electrophile and the leaving group together form a substrate. The nucleophile attacks over the substrate and there occurs the removal of leaving group from the substrate.

The nucleophilic reaction that consists of bimolecular as well as bond-making and bond-breaking steps is termed as SN2 reactions. This is a one-step reaction in which both nucleophile and substrate participate in the rate determining step.

Interpretation Introduction

(c)

Interpretation: The product that is formed by the reaction of 2−bromopentan−3−one with CH3SH is to be drawn.

Concept introduction: The substitution reaction involves the replacement of one functional group by other functional group. In nucleophilic substitution an electron rich species attack the species that is deficient in electrons. The electrophile and the leaving group together form a substrate. The nucleophile attacks over the substrate and there occurs the removal of leaving group from the substrate.

The nucleophilic reaction that consists of bimolecular as well as bond-making and bond-breaking steps is termed as SN2 reactions. This is a one-step reaction in which both nucleophile and substrate participate in the rate determining step.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 3

Question

Chapter 23, Problem 23.14P

Interpretation Introduction

(a)

Interpretation: The product that is formed by the reaction of 2−bromopentan−3−one with Li2O3, LiBr, DMF is to be drawn.

Concept introduction: The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

Interpretation Introduction

(b)

Interpretation: The product that is formed by the reaction of 2−bromopentan−3−one with CH3CH2NH2 is to be drawn.

Concept introduction: The substitution reaction involves the replacement of one functional group by other functional group. In nucleophilic substitution an electron rich species attack the species that is deficient in electrons. The electrophile and the leaving group together form a substrate. The nucleophile attacks over the substrate and there occurs the removal of leaving group from the substrate.

The nucleophilic reaction that consists of bimolecular as well as bond-making and bond-breaking steps is termed as SN2 reactions. This is a one-step reaction in which both nucleophile and substrate participate in the rate determining step.

Interpretation Introduction

(c)

Interpretation: The product that is formed by the reaction of 2−bromopentan−3−one with CH3SH is to be drawn.

Concept introduction: The substitution reaction involves the replacement of one functional group by other functional group. In nucleophilic substitution an electron rich species attack the species that is deficient in electrons. The electrophile and the leaving group together form a substrate. The nucleophile attacks over the substrate and there occurs the removal of leaving group from the substrate.

The nucleophilic reaction that consists of bimolecular as well as bond-making and bond-breaking steps is termed as SN2 reactions. This is a one-step reaction in which both nucleophile and substrate participate in the rate determining step.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 4

Question

Chapter 23, Problem 23.14P

Interpretation Introduction

(a)

Interpretation: The product that is formed by the reaction of 2−bromopentan−3−one with Li2O3, LiBr, DMF is to be drawn.

Concept introduction: The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

Interpretation Introduction

(b)

Interpretation: The product that is formed by the reaction of 2−bromopentan−3−one with CH3CH2NH2 is to be drawn.

Concept introduction: The substitution reaction involves the replacement of one functional group by other functional group. In nucleophilic substitution an electron rich species attack the species that is deficient in electrons. The electrophile and the leaving group together form a substrate. The nucleophile attacks over the substrate and there occurs the removal of leaving group from the substrate.

The nucleophilic reaction that consists of bimolecular as well as bond-making and bond-breaking steps is termed as SN2 reactions. This is a one-step reaction in which both nucleophile and substrate participate in the rate determining step.

Interpretation Introduction

(c)

Interpretation: The product that is formed by the reaction of 2−bromopentan−3−one with CH3SH is to be drawn.

Concept introduction: The substitution reaction involves the replacement of one functional group by other functional group. In nucleophilic substitution an electron rich species attack the species that is deficient in electrons. The electrophile and the leaving group together form a substrate. The nucleophile attacks over the substrate and there occurs the removal of leaving group from the substrate.

The nucleophilic reaction that consists of bimolecular as well as bond-making and bond-breaking steps is termed as SN2 reactions. This is a one-step reaction in which both nucleophile and substrate participate in the rate determining step.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 5

Chapter 23, Problem 23.14P

Interpretation Introduction

(a)

Interpretation: The product that is formed by the reaction of 2−bromopentan−3−one with Li2O3, LiBr, DMF is to be drawn.

Concept introduction: The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

Interpretation Introduction

(b)

Interpretation: The product that is formed by the reaction of 2−bromopentan−3−one with CH3CH2NH2 is to be drawn.

Concept introduction: The substitution reaction involves the replacement of one functional group by other functional group. In nucleophilic substitution an electron rich species attack the species that is deficient in electrons. The electrophile and the leaving group together form a substrate. The nucleophile attacks over the substrate and there occurs the removal of leaving group from the substrate.

The nucleophilic reaction that consists of bimolecular as well as bond-making and bond-breaking steps is termed as SN2 reactions. This is a one-step reaction in which both nucleophile and substrate participate in the rate determining step.

Interpretation Introduction

(c)

Interpretation: The product that is formed by the reaction of 2−bromopentan−3−one with CH3SH is to be drawn.

Concept introduction: The substitution reaction involves the replacement of one functional group by other functional group. In nucleophilic substitution an electron rich species attack the species that is deficient in electrons. The electrophile and the leaving group together form a substrate. The nucleophile attacks over the substrate and there occurs the removal of leaving group from the substrate.

The nucleophilic reaction that consists of bimolecular as well as bond-making and bond-breaking steps is termed as SN2 reactions. This is a one-step reaction in which both nucleophile and substrate participate in the rate determining step.

Answer 6

Chapter 23, Problem 23.14P

Interpretation Introduction

(a)

Interpretation: The product that is formed by the reaction of 2−bromopentan−3−one with Li2O3, LiBr, DMF is to be drawn.

Concept introduction: The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

Answer 7

Chapter 23, Problem 23.14P

Interpretation Introduction

(a)

Interpretation: The product that is formed by the reaction of 2−bromopentan−3−one with Li2O3, LiBr, DMF is to be drawn.

Concept introduction: The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

Answer 8

Interpretation Introduction

(b)

Interpretation: The product that is formed by the reaction of 2−bromopentan−3−one with CH3CH2NH2 is to be drawn.

Concept introduction: The substitution reaction involves the replacement of one functional group by other functional group. In nucleophilic substitution an electron rich species attack the species that is deficient in electrons. The electrophile and the leaving group together form a substrate. The nucleophile attacks over the substrate and there occurs the removal of leaving group from the substrate.

The nucleophilic reaction that consists of bimolecular as well as bond-making and bond-breaking steps is termed as SN2 reactions. This is a one-step reaction in which both nucleophile and substrate participate in the rate determining step.

Answer 9

Interpretation Introduction

(b)

Interpretation: The product that is formed by the reaction of 2−bromopentan−3−one with CH3CH2NH2 is to be drawn.

Concept introduction: The substitution reaction involves the replacement of one functional group by other functional group. In nucleophilic substitution an electron rich species attack the species that is deficient in electrons. The electrophile and the leaving group together form a substrate. The nucleophile attacks over the substrate and there occurs the removal of leaving group from the substrate.

The nucleophilic reaction that consists of bimolecular as well as bond-making and bond-breaking steps is termed as SN2 reactions. This is a one-step reaction in which both nucleophile and substrate participate in the rate determining step.

Answer 10

Interpretation Introduction

(c)

Interpretation: The product that is formed by the reaction of 2−bromopentan−3−one with CH3SH is to be drawn.

Concept introduction: The substitution reaction involves the replacement of one functional group by other functional group. In nucleophilic substitution an electron rich species attack the species that is deficient in electrons. The electrophile and the leaving group together form a substrate. The nucleophile attacks over the substrate and there occurs the removal of leaving group from the substrate.

The nucleophilic reaction that consists of bimolecular as well as bond-making and bond-breaking steps is termed as SN2 reactions. This is a one-step reaction in which both nucleophile and substrate participate in the rate determining step.

Answer 11

Interpretation Introduction

(c)

Interpretation: The product that is formed by the reaction of 2−bromopentan−3−one with CH3SH is to be drawn.

Concept introduction: The substitution reaction involves the replacement of one functional group by other functional group. In nucleophilic substitution an electron rich species attack the species that is deficient in electrons. The electrophile and the leaving group together form a substrate. The nucleophile attacks over the substrate and there occurs the removal of leaving group from the substrate.

The nucleophilic reaction that consists of bimolecular as well as bond-making and bond-breaking steps is termed as SN2 reactions. This is a one-step reaction in which both nucleophile and substrate participate in the rate determining step.

Answer 12

Expert Solution & Answer

Answer 13

Expert Solution & Answer

Answer 14

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 15

Ch. 23 - Problem 23.1 Draw the enol or keto tautomer(s) of...Ch. 23 - Draw a stepwise mechanism for the following...Ch. 23 - Prob. 23.3P Ch. 23 - Prob. 23.4P Ch. 23 - Which CH bonds in the following molecules are...Ch. 23 - Prob. 23.6P Ch. 23 - Prob. 23.7P Ch. 23 - When ethyl acetoacetate (CH3COCH2CO2CH2CH3) is...Ch. 23 - Prob. 23.9P Ch. 23 - Prob. 23.10P

Solution Summary: The author describes the bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide.

Concept explainers

Want to see the full answer?

Chapter 23 Solutions