(a) Interpretation: The epoxide formed when the given alkene is treated with mCPBA is to be predicted. Concept introduction: In presence of peroxide, alkenes are oxidized to epoxide. This reaction is known as epoxidation. The weak pi bond of alkene and weak O − O bond of peroxide are broken and two new C − O bonds are formed. Breaking of bonds and formation of bonds takes place in single step. mCPBA is called meta-chloroperoxybenzoic acid .

Question

f) The unusual molecule [2.2.2] propellane is pictured. 1) Given the bond length and bond angles in the image, what hybridization scheme best describes the carbons marked by the askerisks? 2) What types of orbitals are used in the bond between the two carbons marked by the askerisks? 3) How does this bond compare to an ordinary carbon-carbon bond (which is usually 1.54 Å long)? CH2 1.60Å H2C た C CH2 H2C H₂C * 120° C H2

Answer 1

Question

Chapter 12, Problem 12.15P

Interpretation Introduction

(a)

Interpretation: The epoxide formed when the given alkene is treated with mCPBA is to be predicted.

Concept introduction: In presence of peroxide, alkenes are oxidized to epoxide. This reaction is known as epoxidation. The weak pi bond of alkene and weak O−O bond of peroxide are broken and two new C−O bonds are formed. Breaking of bonds and formation of bonds takes place in single step. mCPBA is called meta-chloroperoxybenzoic acid.

Interpretation Introduction

(b)

Interpretation: The epoxide formed when the given alkene is treated with mCPBA is to be predicted.

Concept introduction: In presence of peroxide, alkenes are oxidized to epoxide. This reaction is known as epoxidation. The weak pi bond of alkene and weak O−O bond of peroxide are broken and two new C−O bonds are formed. Breaking of bonds and formation of bonds takes place in single step. mCPBA is called meta-chloroperoxybenzoic acid.

Interpretation Introduction

(c)

Interpretation: The epoxide formed when the given alkene is treated with mCPBA is to be predicted.

Concept introduction: In presence of peroxide, alkenes are oxidized to epoxide. This reaction is known as epoxidation. The weak pi bond of alkene and weak O−O bond of peroxide are broken and two new C−O bonds are formed. Breaking of bonds and formation of bonds takes place in single step. mCPBA is called meta-chloroperoxybenzoic acid.

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f) The unusual molecule [2.2.2] propellane is pictured. 1) Given the bond length and bond angles in the image, what hybridization scheme best describes the carbons marked by the askerisks? 2) What types of orbitals are used in the bond between the two carbons marked by the askerisks? 3) How does this bond compare to an ordinary carbon-carbon bond (which is usually 1.54 Å long)? CH2 1.60Å H2C た C CH2 H2C H₂C * 120° C H2

Denote the dipole for the indicated bonds in the following molecules. H3C CH3 B F-CCl3 Br-Cl | H3C Si(CH3)3 OH НО. HO H O HO OH vitamin C CH3

Q2: Draw all applicable resonance forms for the acetate ion CH3COO. Clearly show all lone pairs, charges, and arrow formalism.

Answer 2

Question

Chapter 12, Problem 12.15P

Interpretation Introduction

(a)

Interpretation: The epoxide formed when the given alkene is treated with mCPBA is to be predicted.

Concept introduction: In presence of peroxide, alkenes are oxidized to epoxide. This reaction is known as epoxidation. The weak pi bond of alkene and weak O−O bond of peroxide are broken and two new C−O bonds are formed. Breaking of bonds and formation of bonds takes place in single step. mCPBA is called meta-chloroperoxybenzoic acid.

Interpretation Introduction

(b)

Interpretation: The epoxide formed when the given alkene is treated with mCPBA is to be predicted.

Concept introduction: In presence of peroxide, alkenes are oxidized to epoxide. This reaction is known as epoxidation. The weak pi bond of alkene and weak O−O bond of peroxide are broken and two new C−O bonds are formed. Breaking of bonds and formation of bonds takes place in single step. mCPBA is called meta-chloroperoxybenzoic acid.

Interpretation Introduction

(c)

Interpretation: The epoxide formed when the given alkene is treated with mCPBA is to be predicted.

Concept introduction: In presence of peroxide, alkenes are oxidized to epoxide. This reaction is known as epoxidation. The weak pi bond of alkene and weak O−O bond of peroxide are broken and two new C−O bonds are formed. Breaking of bonds and formation of bonds takes place in single step. mCPBA is called meta-chloroperoxybenzoic acid.

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Answer 3

Question

Chapter 12, Problem 12.15P

Interpretation Introduction

(a)

Interpretation: The epoxide formed when the given alkene is treated with mCPBA is to be predicted.

Concept introduction: In presence of peroxide, alkenes are oxidized to epoxide. This reaction is known as epoxidation. The weak pi bond of alkene and weak O−O bond of peroxide are broken and two new C−O bonds are formed. Breaking of bonds and formation of bonds takes place in single step. mCPBA is called meta-chloroperoxybenzoic acid.

Interpretation Introduction

(b)

Interpretation: The epoxide formed when the given alkene is treated with mCPBA is to be predicted.

Concept introduction: In presence of peroxide, alkenes are oxidized to epoxide. This reaction is known as epoxidation. The weak pi bond of alkene and weak O−O bond of peroxide are broken and two new C−O bonds are formed. Breaking of bonds and formation of bonds takes place in single step. mCPBA is called meta-chloroperoxybenzoic acid.

Interpretation Introduction

(c)

Interpretation: The epoxide formed when the given alkene is treated with mCPBA is to be predicted.

Concept introduction: In presence of peroxide, alkenes are oxidized to epoxide. This reaction is known as epoxidation. The weak pi bond of alkene and weak O−O bond of peroxide are broken and two new C−O bonds are formed. Breaking of bonds and formation of bonds takes place in single step. mCPBA is called meta-chloroperoxybenzoic acid.

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Answer 4

Question

Chapter 12, Problem 12.15P

Interpretation Introduction

(a)

Interpretation: The epoxide formed when the given alkene is treated with mCPBA is to be predicted.

Concept introduction: In presence of peroxide, alkenes are oxidized to epoxide. This reaction is known as epoxidation. The weak pi bond of alkene and weak O−O bond of peroxide are broken and two new C−O bonds are formed. Breaking of bonds and formation of bonds takes place in single step. mCPBA is called meta-chloroperoxybenzoic acid.

Interpretation Introduction

(b)

Interpretation: The epoxide formed when the given alkene is treated with mCPBA is to be predicted.

Concept introduction: In presence of peroxide, alkenes are oxidized to epoxide. This reaction is known as epoxidation. The weak pi bond of alkene and weak O−O bond of peroxide are broken and two new C−O bonds are formed. Breaking of bonds and formation of bonds takes place in single step. mCPBA is called meta-chloroperoxybenzoic acid.

Interpretation Introduction

(c)

Interpretation: The epoxide formed when the given alkene is treated with mCPBA is to be predicted.

Concept introduction: In presence of peroxide, alkenes are oxidized to epoxide. This reaction is known as epoxidation. The weak pi bond of alkene and weak O−O bond of peroxide are broken and two new C−O bonds are formed. Breaking of bonds and formation of bonds takes place in single step. mCPBA is called meta-chloroperoxybenzoic acid.

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Answer 5

Chapter 12, Problem 12.15P

Interpretation Introduction

(a)

Interpretation: The epoxide formed when the given alkene is treated with mCPBA is to be predicted.

Concept introduction: In presence of peroxide, alkenes are oxidized to epoxide. This reaction is known as epoxidation. The weak pi bond of alkene and weak O−O bond of peroxide are broken and two new C−O bonds are formed. Breaking of bonds and formation of bonds takes place in single step. mCPBA is called meta-chloroperoxybenzoic acid.

Interpretation Introduction

(b)

Interpretation: The epoxide formed when the given alkene is treated with mCPBA is to be predicted.

Concept introduction: In presence of peroxide, alkenes are oxidized to epoxide. This reaction is known as epoxidation. The weak pi bond of alkene and weak O−O bond of peroxide are broken and two new C−O bonds are formed. Breaking of bonds and formation of bonds takes place in single step. mCPBA is called meta-chloroperoxybenzoic acid.

Interpretation Introduction

(c)

Interpretation: The epoxide formed when the given alkene is treated with mCPBA is to be predicted.

Concept introduction: In presence of peroxide, alkenes are oxidized to epoxide. This reaction is known as epoxidation. The weak pi bond of alkene and weak O−O bond of peroxide are broken and two new C−O bonds are formed. Breaking of bonds and formation of bonds takes place in single step. mCPBA is called meta-chloroperoxybenzoic acid.

Answer 6

Chapter 12, Problem 12.15P

Interpretation Introduction

(a)

Interpretation: The epoxide formed when the given alkene is treated with mCPBA is to be predicted.

Concept introduction: In presence of peroxide, alkenes are oxidized to epoxide. This reaction is known as epoxidation. The weak pi bond of alkene and weak O−O bond of peroxide are broken and two new C−O bonds are formed. Breaking of bonds and formation of bonds takes place in single step. mCPBA is called meta-chloroperoxybenzoic acid.

Answer 7

Chapter 12, Problem 12.15P

Interpretation Introduction

(a)

Interpretation: The epoxide formed when the given alkene is treated with mCPBA is to be predicted.

Concept introduction: In presence of peroxide, alkenes are oxidized to epoxide. This reaction is known as epoxidation. The weak pi bond of alkene and weak O−O bond of peroxide are broken and two new C−O bonds are formed. Breaking of bonds and formation of bonds takes place in single step. mCPBA is called meta-chloroperoxybenzoic acid.

Answer 8

Interpretation Introduction

(b)

Interpretation: The epoxide formed when the given alkene is treated with mCPBA is to be predicted.

Concept introduction: In presence of peroxide, alkenes are oxidized to epoxide. This reaction is known as epoxidation. The weak pi bond of alkene and weak O−O bond of peroxide are broken and two new C−O bonds are formed. Breaking of bonds and formation of bonds takes place in single step. mCPBA is called meta-chloroperoxybenzoic acid.

Answer 9

Interpretation Introduction

(b)

Interpretation: The epoxide formed when the given alkene is treated with mCPBA is to be predicted.

Concept introduction: In presence of peroxide, alkenes are oxidized to epoxide. This reaction is known as epoxidation. The weak pi bond of alkene and weak O−O bond of peroxide are broken and two new C−O bonds are formed. Breaking of bonds and formation of bonds takes place in single step. mCPBA is called meta-chloroperoxybenzoic acid.

Answer 10

Interpretation Introduction

(c)

Interpretation: The epoxide formed when the given alkene is treated with mCPBA is to be predicted.

Concept introduction: In presence of peroxide, alkenes are oxidized to epoxide. This reaction is known as epoxidation. The weak pi bond of alkene and weak O−O bond of peroxide are broken and two new C−O bonds are formed. Breaking of bonds and formation of bonds takes place in single step. mCPBA is called meta-chloroperoxybenzoic acid.

Answer 11

Interpretation Introduction

(c)

Interpretation: The epoxide formed when the given alkene is treated with mCPBA is to be predicted.

Concept introduction: In presence of peroxide, alkenes are oxidized to epoxide. This reaction is known as epoxidation. The weak pi bond of alkene and weak O−O bond of peroxide are broken and two new C−O bonds are formed. Breaking of bonds and formation of bonds takes place in single step. mCPBA is called meta-chloroperoxybenzoic acid.

Answer 12

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Answer 23

Ch. 12 - Prob. 12.1P Ch. 12 - Problem 12.2 What alkane is formed when each...Ch. 12 - Prob. 12.3P Ch. 12 - Prob. 12.4P Ch. 12 - Prob. 12.5P Ch. 12 - Prob. 12.6P Ch. 12 - Compound Molecular formula before...Ch. 12 - Problem 12.8 Draw the products formed when...Ch. 12 - Prob. 12.9P Ch. 12 - Prob. 12.10P

Solution Summary: The author explains the epoxide formed when the given alkene is treated with mCPBA.

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