(a) Interpretation: The given products is to be labeled as 1 , 2 − product and 1 , 4 − product . Concept introduction: Diene is a hydrocarbon that contains two C = C double bonds in a compound. Conjugated diene consists of two double bonds that are separated by a single bond, whereas isolated diene also consists of two double bond but they are separated by two more carbon atoms.

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Answer 1

Question

Chapter 16, Problem 16.45P

Interpretation Introduction

(a)

Interpretation: The given products is to be labeled as 1,2−product and 1,4−product.

Concept introduction: Diene is a hydrocarbon that contains two C=C double bonds in a compound. Conjugated diene consists of two double bonds that are separated by a single bond, whereas isolated diene also consists of two double bond but they are separated by two more carbon atoms.

Interpretation Introduction

(b)

Interpretation: The given products are to be labeled as kinetic and thermodynamic product.

Concept introduction: Diene is a hydrocarbon that contains two C=C double bonds in a compound. Conjugated diene consists of two double bonds that are separated by a single bond.

Interpretation Introduction

(c)

Interpretation: The reason as to why addition of HCl occurs at the indicated C=C (called an exocyclic double bond), rather than the other C=C (called an endocyclic double bond) is to be explained.

Concept introduction: The reaction of hydrogen halide with alkene results in the formation of alkyl halide. This type of reaction is an electrophilic addition of hydrogen halide.

Electrophilic addition reactions are those in which breaking of pi bond take place to form new sigma bond.

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redraw the flowchart with boxes and molecules written in them

Part I. a) Elucidate the structure of compound A using the following information. • mass spectrum: m+ = 102, m/2=57 312=29 • IR spectrum: 1002.5 % TRANSMITTANCE Ngg 50 40 30 20 90 80 70 60 MICRONS 5 8 9 10 12 13 14 15 16 19 1740 cm M 10 0 4000 3600 3200 2800 2400 2000 1800 1600 13 • CNMR 'H -NMR Peak 8 ppm (H) Integration multiplicity a 1.5 (3H) triplet b 1.3 1.5 (3H) triplet C 2.3 1 (2H) quartet d 4.1 1 (2H) quartet & ppm (c) 10 15 28 60 177 (C=0) b) Elucidate the structure of compound B using the following information 13C/DEPT NMR 150.9 MHz IIL 1400 WAVENUMBERS (CM-1) DEPT-90 DEPT-135 85 80 75 70 65 60 55 50 45 40 35 30 25 20 ppm 1200 1000 800 600 400

• Part II. a) Elucidate The structure of compound c w/ molecular formula C10 11202 and the following data below: • IR spectra % TRANSMITTANCE 1002.5 90 80 70 60 50 40 30 20 10 0 4000 3600 3200 2800 2400 2000 1800 1600 • Information from 'HAMR MICRONS 8 9 10 11 14 15 16 19 25 1400 WAVENUMBERS (CM-1) 1200 1000 800 600 400 peak 8 ppm Integration multiplicity a 2.1 1.5 (3H) Singlet b 3.6 1 (2H) singlet с 3.8 1.5 (3H) Singlet d 6.8 1(2H) doublet 7.1 1(2H) doublet Information from 13C-nmR Normal carbon 29ppm Dept 135 Dept -90 + NO peak NO peak 50 ppm 55 ppm + NO peak 114 ppm t 126 ppm No peak NO peak 130 ppm t + 159 ppm No peak NO peak 207 ppm по реак NO peak

Answer 2

Question

Chapter 16, Problem 16.45P

Interpretation Introduction

(a)

Interpretation: The given products is to be labeled as 1,2−product and 1,4−product.

Concept introduction: Diene is a hydrocarbon that contains two C=C double bonds in a compound. Conjugated diene consists of two double bonds that are separated by a single bond, whereas isolated diene also consists of two double bond but they are separated by two more carbon atoms.

Interpretation Introduction

(b)

Interpretation: The given products are to be labeled as kinetic and thermodynamic product.

Concept introduction: Diene is a hydrocarbon that contains two C=C double bonds in a compound. Conjugated diene consists of two double bonds that are separated by a single bond.

Interpretation Introduction

(c)

Interpretation: The reason as to why addition of HCl occurs at the indicated C=C (called an exocyclic double bond), rather than the other C=C (called an endocyclic double bond) is to be explained.

Concept introduction: The reaction of hydrogen halide with alkene results in the formation of alkyl halide. This type of reaction is an electrophilic addition of hydrogen halide.

Electrophilic addition reactions are those in which breaking of pi bond take place to form new sigma bond.

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Answer 3

Question

Chapter 16, Problem 16.45P

Interpretation Introduction

(a)

Interpretation: The given products is to be labeled as 1,2−product and 1,4−product.

Concept introduction: Diene is a hydrocarbon that contains two C=C double bonds in a compound. Conjugated diene consists of two double bonds that are separated by a single bond, whereas isolated diene also consists of two double bond but they are separated by two more carbon atoms.

Interpretation Introduction

(b)

Interpretation: The given products are to be labeled as kinetic and thermodynamic product.

Concept introduction: Diene is a hydrocarbon that contains two C=C double bonds in a compound. Conjugated diene consists of two double bonds that are separated by a single bond.

Interpretation Introduction

(c)

Interpretation: The reason as to why addition of HCl occurs at the indicated C=C (called an exocyclic double bond), rather than the other C=C (called an endocyclic double bond) is to be explained.

Concept introduction: The reaction of hydrogen halide with alkene results in the formation of alkyl halide. This type of reaction is an electrophilic addition of hydrogen halide.

Electrophilic addition reactions are those in which breaking of pi bond take place to form new sigma bond.

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Answer 4

Question

Chapter 16, Problem 16.45P

Interpretation Introduction

(a)

Interpretation: The given products is to be labeled as 1,2−product and 1,4−product.

Concept introduction: Diene is a hydrocarbon that contains two C=C double bonds in a compound. Conjugated diene consists of two double bonds that are separated by a single bond, whereas isolated diene also consists of two double bond but they are separated by two more carbon atoms.

Interpretation Introduction

(b)

Interpretation: The given products are to be labeled as kinetic and thermodynamic product.

Concept introduction: Diene is a hydrocarbon that contains two C=C double bonds in a compound. Conjugated diene consists of two double bonds that are separated by a single bond.

Interpretation Introduction

(c)

Interpretation: The reason as to why addition of HCl occurs at the indicated C=C (called an exocyclic double bond), rather than the other C=C (called an endocyclic double bond) is to be explained.

Concept introduction: The reaction of hydrogen halide with alkene results in the formation of alkyl halide. This type of reaction is an electrophilic addition of hydrogen halide.

Electrophilic addition reactions are those in which breaking of pi bond take place to form new sigma bond.

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Answer 5

Chapter 16, Problem 16.45P

Interpretation Introduction

(a)

Interpretation: The given products is to be labeled as 1,2−product and 1,4−product.

Concept introduction: Diene is a hydrocarbon that contains two C=C double bonds in a compound. Conjugated diene consists of two double bonds that are separated by a single bond, whereas isolated diene also consists of two double bond but they are separated by two more carbon atoms.

Interpretation Introduction

(b)

Interpretation: The given products are to be labeled as kinetic and thermodynamic product.

Concept introduction: Diene is a hydrocarbon that contains two C=C double bonds in a compound. Conjugated diene consists of two double bonds that are separated by a single bond.

Interpretation Introduction

(c)

Interpretation: The reason as to why addition of HCl occurs at the indicated C=C (called an exocyclic double bond), rather than the other C=C (called an endocyclic double bond) is to be explained.

Concept introduction: The reaction of hydrogen halide with alkene results in the formation of alkyl halide. This type of reaction is an electrophilic addition of hydrogen halide.

Electrophilic addition reactions are those in which breaking of pi bond take place to form new sigma bond.

Answer 6

Chapter 16, Problem 16.45P

Interpretation Introduction

(a)

Interpretation: The given products is to be labeled as 1,2−product and 1,4−product.

Concept introduction: Diene is a hydrocarbon that contains two C=C double bonds in a compound. Conjugated diene consists of two double bonds that are separated by a single bond, whereas isolated diene also consists of two double bond but they are separated by two more carbon atoms.

Answer 7

Chapter 16, Problem 16.45P

Interpretation Introduction

(a)

Interpretation: The given products is to be labeled as 1,2−product and 1,4−product.

Concept introduction: Diene is a hydrocarbon that contains two C=C double bonds in a compound. Conjugated diene consists of two double bonds that are separated by a single bond, whereas isolated diene also consists of two double bond but they are separated by two more carbon atoms.

Answer 8

Interpretation Introduction

(b)

Interpretation: The given products are to be labeled as kinetic and thermodynamic product.

Concept introduction: Diene is a hydrocarbon that contains two C=C double bonds in a compound. Conjugated diene consists of two double bonds that are separated by a single bond.

Answer 9

Interpretation Introduction

(b)

Interpretation: The given products are to be labeled as kinetic and thermodynamic product.

Concept introduction: Diene is a hydrocarbon that contains two C=C double bonds in a compound. Conjugated diene consists of two double bonds that are separated by a single bond.

Answer 10

Interpretation Introduction

(c)

Interpretation: The reason as to why addition of HCl occurs at the indicated C=C (called an exocyclic double bond), rather than the other C=C (called an endocyclic double bond) is to be explained.

Concept introduction: The reaction of hydrogen halide with alkene results in the formation of alkyl halide. This type of reaction is an electrophilic addition of hydrogen halide.

Electrophilic addition reactions are those in which breaking of pi bond take place to form new sigma bond.

Answer 11

Interpretation Introduction

(c)

Interpretation: The reason as to why addition of HCl occurs at the indicated C=C (called an exocyclic double bond), rather than the other C=C (called an endocyclic double bond) is to be explained.

Concept introduction: The reaction of hydrogen halide with alkene results in the formation of alkyl halide. This type of reaction is an electrophilic addition of hydrogen halide.

Electrophilic addition reactions are those in which breaking of pi bond take place to form new sigma bond.

Answer 12

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Answer 13

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Answer 14

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Answer 15

Ch. 16 - Prob. 16.1P Ch. 16 - Prob. 16.2P Ch. 16 - Problem 16.3 Draw a second resonance structure for...Ch. 16 - Prob. 16.4P Ch. 16 - Problem 16.5 Farnesyl diphosphate is synthesized...Ch. 16 - Prob. 16.6P Ch. 16 - Prob. 16.7P Ch. 16 - Prob. 16.8P Ch. 16 - Problem 16.9 Determine the hybridization of the...Ch. 16 - Problem 16.10 Draw the structure consistent with...

Solution Summary: The author explains that the given products are to be labeled as kinetic and thermodynamic product.

Concept explainers

(b)

Interpretation: The given products are to be labeled as kinetic and thermodynamic product.

Concept introduction: Diene is a hydrocarbon that contains two C=C double bonds in a compound. Conjugated diene consists of two double bonds that are separated by a single bond.

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Chapter 16 Solutions

Solution Summary: The author explains that the given products are to be labeled as kinetic and thermodynamic product.

Concept explainers

(b) Interpretation: The given products are to be labeled as kinetic and thermodynamic product. Concept introduction: Diene is a hydrocarbon that contains two C=C double bonds in a compound. Conjugated diene consists of two double bonds that are separated by a single bond.

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Chapter 16 Solutions

(b)

Interpretation: The given products are to be labeled as kinetic and thermodynamic product.

Concept introduction: Diene is a hydrocarbon that contains two C=C double bonds in a compound. Conjugated diene consists of two double bonds that are separated by a single bond.