The reagent and condition is to be proposed for step 1. Concept introduction: Friedal – Crafts alkylation (or acylation): Friedal – Crafts alkylation (or acylation) is one of the electrophilic substitution reaction. Alkyl halide or acyl halides reaction with benzene (or electron donating group present in the benzene ring) in the presence of anhydrous aluminum trichloride which gives the corresponding alkylated or acylated compound.

Question

Г C-RSA CHROMATOPAC CH=1 DATA 1: @CHRM1.C00 ATTEN=10 SPEED= 10.0 0.0 b.092 0.797 1.088 1.813 C-RSA CHROMATOPAC CH=1 Report No. =13 ** CALCULATION REPORT ** DATA=1: @CHRM1.000 11/03/05 08:09:52 CH PKNO TIME 1 2 0.797 3 1.088 4 1.813 AREA 1508566 4625442 2180060 HEIGHT 207739 701206 V 287554 V MK IDNO CONC NAME 18.1447 55.6339 26.2213 TOTAL 8314067 1196500 100 C-R8A CHROMATOPAC CH=1 DATA 1: @CHRM1.C00 ATTEN=10 SPEED= 10.0 0. 0 087 337. 0.841 1.150 C-R8A CHROMATOPAC CH=1 Report No. =14 DATA=1: @CHRM1.000 11/03/05 08:12:40 ** CALCULATION REPORT ** CH PKNO TIME AREA 1 3 0.841 1099933 41.15 4039778 HEIGHT MK IDNO 170372 649997¯¯¯ CONC NAME 21.4007 78.5993 TOTAL 5139711 820369 100 3 C-R8A CHROMATOPAC CH=1 DATA 1: @CHRM1.C00 ATTEN=10 SPEED= 10.0 0.100 0:652 5.856 3 1.165 C-RSA CHROMATOPAC CH-1 Report No. =15 DATA=1: @CHRM1.000 11/03/05 08:15:26 ** CALCULATION REPORT ** CH PKNO TIME AREA HEIGHT MK IDNO CONC NAME 1 3 3 0.856 4 1.165 TOTAL 1253386 4838738 175481 708024 V 20.5739 79.4261 6092124…

Answer 1

Question

Chapter 23, Problem 23.64P

(a)

Interpretation Introduction

Interpretation:

The reagent and condition is to be proposed for step 1.

Concept introduction:

Friedal – Crafts alkylation (or acylation):

Friedal – Crafts alkylation (or acylation) is one of the electrophilic substitution reaction. Alkyl halide or acyl halides reaction with benzene (or electron donating group present in the benzene ring) in the presence of anhydrous aluminum trichloride which gives the corresponding alkylated or acylated compound.

(b)

Interpretation Introduction

Interpretation:

The reagent and condition is to be proposed for step 2 and step 3.

Concept introduction:

Oxime formation: Aldehyde or ketone is reaction with hydroxylamine and sodium methoxide which yields oxime

(c)

Interpretation Introduction

Interpretation:

The reductive amination is to be explained and the explanation has to be given for two step synthesis of amination is used rather than reductive amination.

Concept introduction:

Reductive amination reaction: Amination is the process by which an amine group is introduced into an organic molecule.

The conversion of Carbonyl group in to amine via imine intermediate is called reductive amination.

(D)

Interpretation Introduction

Interpretation:

The reagent and condition is to be proposed for step 4 and step 5.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

(E)

Interpretation Introduction

Interpretation:

The possible stereoisomer’s has to be shown if the product is chiral.

Concept introduction:

Isomer: A molecule having the same molecular formula but with different chemical structure is called isomer.

Enantiomers: A compound which is non-superimposable mirror image is called enantiomers.

Diastereomers: A compound which is non-superimposable and non-mirror image is called diastereomers.

Racemic mixture: A racemic mixture is simply a mixture containing an equal amount of each enantiomer.

Achiral:

A molecule is superimposable on its mirror image is called achiral molecule.

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Г C-RSA CHROMATOPAC CH=1 DATA 1: @CHRM1.C00 ATTEN=10 SPEED= 10.0 0.0 b.092 0.797 1.088 1.813 C-RSA CHROMATOPAC CH=1 Report No. =13 ** CALCULATION REPORT ** DATA=1: @CHRM1.000 11/03/05 08:09:52 CH PKNO TIME 1 2 0.797 3 1.088 4 1.813 AREA 1508566 4625442 2180060 HEIGHT 207739 701206 V 287554 V MK IDNO CONC NAME 18.1447 55.6339 26.2213 TOTAL 8314067 1196500 100 C-R8A CHROMATOPAC CH=1 DATA 1: @CHRM1.C00 ATTEN=10 SPEED= 10.0 0. 0 087 337. 0.841 1.150 C-R8A CHROMATOPAC CH=1 Report No. =14 DATA=1: @CHRM1.000 11/03/05 08:12:40 ** CALCULATION REPORT ** CH PKNO TIME AREA 1 3 0.841 1099933 41.15 4039778 HEIGHT MK IDNO 170372 649997¯¯¯ CONC NAME 21.4007 78.5993 TOTAL 5139711 820369 100 3 C-R8A CHROMATOPAC CH=1 DATA 1: @CHRM1.C00 ATTEN=10 SPEED= 10.0 0.100 0:652 5.856 3 1.165 C-RSA CHROMATOPAC CH-1 Report No. =15 DATA=1: @CHRM1.000 11/03/05 08:15:26 ** CALCULATION REPORT ** CH PKNO TIME AREA HEIGHT MK IDNO CONC NAME 1 3 3 0.856 4 1.165 TOTAL 1253386 4838738 175481 708024 V 20.5739 79.4261 6092124…

Draw the product of the reaction shown below. Ignore small byproducts that would evaporate please.

Relative Abundance 20- Problems 501 (b) The infrared spectrum has a medium-intensity peak at about 1650 cm. There is also a C-H out-of-plane bending peak near 880 cm. 100- 80- 56 41 69 M(84) LL 15 20 25 30 35 55 60 65 70 75 80 85 90 m/z

Answer 2

Question

Chapter 23, Problem 23.64P

(a)

Interpretation Introduction

Interpretation:

The reagent and condition is to be proposed for step 1.

Concept introduction:

Friedal – Crafts alkylation (or acylation):

Friedal – Crafts alkylation (or acylation) is one of the electrophilic substitution reaction. Alkyl halide or acyl halides reaction with benzene (or electron donating group present in the benzene ring) in the presence of anhydrous aluminum trichloride which gives the corresponding alkylated or acylated compound.

(b)

Interpretation Introduction

Interpretation:

The reagent and condition is to be proposed for step 2 and step 3.

Concept introduction:

Oxime formation: Aldehyde or ketone is reaction with hydroxylamine and sodium methoxide which yields oxime

(c)

Interpretation Introduction

Interpretation:

The reductive amination is to be explained and the explanation has to be given for two step synthesis of amination is used rather than reductive amination.

Concept introduction:

Reductive amination reaction: Amination is the process by which an amine group is introduced into an organic molecule.

The conversion of Carbonyl group in to amine via imine intermediate is called reductive amination.

(D)

Interpretation Introduction

Interpretation:

The reagent and condition is to be proposed for step 4 and step 5.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

(E)

Interpretation Introduction

Interpretation:

The possible stereoisomer’s has to be shown if the product is chiral.

Concept introduction:

Isomer: A molecule having the same molecular formula but with different chemical structure is called isomer.

Enantiomers: A compound which is non-superimposable mirror image is called enantiomers.

Diastereomers: A compound which is non-superimposable and non-mirror image is called diastereomers.

Racemic mixture: A racemic mixture is simply a mixture containing an equal amount of each enantiomer.

Achiral:

A molecule is superimposable on its mirror image is called achiral molecule.

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Answer 3

Question

Chapter 23, Problem 23.64P

(a)

Interpretation Introduction

Interpretation:

The reagent and condition is to be proposed for step 1.

Concept introduction:

Friedal – Crafts alkylation (or acylation):

Friedal – Crafts alkylation (or acylation) is one of the electrophilic substitution reaction. Alkyl halide or acyl halides reaction with benzene (or electron donating group present in the benzene ring) in the presence of anhydrous aluminum trichloride which gives the corresponding alkylated or acylated compound.

(b)

Interpretation Introduction

Interpretation:

The reagent and condition is to be proposed for step 2 and step 3.

Concept introduction:

Oxime formation: Aldehyde or ketone is reaction with hydroxylamine and sodium methoxide which yields oxime

(c)

Interpretation Introduction

Interpretation:

The reductive amination is to be explained and the explanation has to be given for two step synthesis of amination is used rather than reductive amination.

Concept introduction:

Reductive amination reaction: Amination is the process by which an amine group is introduced into an organic molecule.

The conversion of Carbonyl group in to amine via imine intermediate is called reductive amination.

(D)

Interpretation Introduction

Interpretation:

The reagent and condition is to be proposed for step 4 and step 5.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

(E)

Interpretation Introduction

Interpretation:

The possible stereoisomer’s has to be shown if the product is chiral.

Concept introduction:

Isomer: A molecule having the same molecular formula but with different chemical structure is called isomer.

Enantiomers: A compound which is non-superimposable mirror image is called enantiomers.

Diastereomers: A compound which is non-superimposable and non-mirror image is called diastereomers.

Racemic mixture: A racemic mixture is simply a mixture containing an equal amount of each enantiomer.

Achiral:

A molecule is superimposable on its mirror image is called achiral molecule.

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Answer 4

Question

Chapter 23, Problem 23.64P

(a)

Interpretation Introduction

Interpretation:

The reagent and condition is to be proposed for step 1.

Concept introduction:

Friedal – Crafts alkylation (or acylation):

Friedal – Crafts alkylation (or acylation) is one of the electrophilic substitution reaction. Alkyl halide or acyl halides reaction with benzene (or electron donating group present in the benzene ring) in the presence of anhydrous aluminum trichloride which gives the corresponding alkylated or acylated compound.

(b)

Interpretation Introduction

Interpretation:

The reagent and condition is to be proposed for step 2 and step 3.

Concept introduction:

Oxime formation: Aldehyde or ketone is reaction with hydroxylamine and sodium methoxide which yields oxime

(c)

Interpretation Introduction

Interpretation:

The reductive amination is to be explained and the explanation has to be given for two step synthesis of amination is used rather than reductive amination.

Concept introduction:

Reductive amination reaction: Amination is the process by which an amine group is introduced into an organic molecule.

The conversion of Carbonyl group in to amine via imine intermediate is called reductive amination.

(D)

Interpretation Introduction

Interpretation:

The reagent and condition is to be proposed for step 4 and step 5.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

(E)

Interpretation Introduction

Interpretation:

The possible stereoisomer’s has to be shown if the product is chiral.

Concept introduction:

Isomer: A molecule having the same molecular formula but with different chemical structure is called isomer.

Enantiomers: A compound which is non-superimposable mirror image is called enantiomers.

Diastereomers: A compound which is non-superimposable and non-mirror image is called diastereomers.

Racemic mixture: A racemic mixture is simply a mixture containing an equal amount of each enantiomer.

Achiral:

A molecule is superimposable on its mirror image is called achiral molecule.

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Answer 5

Chapter 23, Problem 23.64P

(a)

Interpretation Introduction

Interpretation:

The reagent and condition is to be proposed for step 1.

Concept introduction:

Friedal – Crafts alkylation (or acylation):

Friedal – Crafts alkylation (or acylation) is one of the electrophilic substitution reaction. Alkyl halide or acyl halides reaction with benzene (or electron donating group present in the benzene ring) in the presence of anhydrous aluminum trichloride which gives the corresponding alkylated or acylated compound.

(b)

Interpretation Introduction

Interpretation:

The reagent and condition is to be proposed for step 2 and step 3.

Concept introduction:

Oxime formation: Aldehyde or ketone is reaction with hydroxylamine and sodium methoxide which yields oxime

(c)

Interpretation Introduction

Interpretation:

The reductive amination is to be explained and the explanation has to be given for two step synthesis of amination is used rather than reductive amination.

Concept introduction:

Reductive amination reaction: Amination is the process by which an amine group is introduced into an organic molecule.

The conversion of Carbonyl group in to amine via imine intermediate is called reductive amination.

(D)

Interpretation Introduction

Interpretation:

The reagent and condition is to be proposed for step 4 and step 5.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

(E)

Interpretation Introduction

Interpretation:

The possible stereoisomer’s has to be shown if the product is chiral.

Concept introduction:

Isomer: A molecule having the same molecular formula but with different chemical structure is called isomer.

Enantiomers: A compound which is non-superimposable mirror image is called enantiomers.

Diastereomers: A compound which is non-superimposable and non-mirror image is called diastereomers.

Racemic mixture: A racemic mixture is simply a mixture containing an equal amount of each enantiomer.

Achiral:

A molecule is superimposable on its mirror image is called achiral molecule.

Answer 6

Chapter 23, Problem 23.64P

(a)

Interpretation Introduction

Interpretation:

The reagent and condition is to be proposed for step 1.

Concept introduction:

Friedal – Crafts alkylation (or acylation):

Friedal – Crafts alkylation (or acylation) is one of the electrophilic substitution reaction. Alkyl halide or acyl halides reaction with benzene (or electron donating group present in the benzene ring) in the presence of anhydrous aluminum trichloride which gives the corresponding alkylated or acylated compound.

Answer 7

Chapter 23, Problem 23.64P

(a)

Interpretation Introduction

Interpretation:

The reagent and condition is to be proposed for step 1.

Concept introduction:

Friedal – Crafts alkylation (or acylation):

Friedal – Crafts alkylation (or acylation) is one of the electrophilic substitution reaction. Alkyl halide or acyl halides reaction with benzene (or electron donating group present in the benzene ring) in the presence of anhydrous aluminum trichloride which gives the corresponding alkylated or acylated compound.

Answer 8

(b)

Interpretation Introduction

Interpretation:

The reagent and condition is to be proposed for step 2 and step 3.

Concept introduction:

Oxime formation: Aldehyde or ketone is reaction with hydroxylamine and sodium methoxide which yields oxime

Answer 9

(b)

Interpretation Introduction

Interpretation:

The reagent and condition is to be proposed for step 2 and step 3.

Concept introduction:

Oxime formation: Aldehyde or ketone is reaction with hydroxylamine and sodium methoxide which yields oxime

Answer 10

(c)

Interpretation Introduction

Interpretation:

The reductive amination is to be explained and the explanation has to be given for two step synthesis of amination is used rather than reductive amination.

Concept introduction:

Reductive amination reaction: Amination is the process by which an amine group is introduced into an organic molecule.

The conversion of Carbonyl group in to amine via imine intermediate is called reductive amination.

Answer 11

(c)

Interpretation Introduction

Interpretation:

The reductive amination is to be explained and the explanation has to be given for two step synthesis of amination is used rather than reductive amination.

Concept introduction:

Reductive amination reaction: Amination is the process by which an amine group is introduced into an organic molecule.

The conversion of Carbonyl group in to amine via imine intermediate is called reductive amination.

Answer 12

(D)

Interpretation Introduction

Interpretation:

The reagent and condition is to be proposed for step 4 and step 5.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

Answer 13

(D)

Interpretation Introduction

Interpretation:

The reagent and condition is to be proposed for step 4 and step 5.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

Answer 14

(E)

Interpretation Introduction

Interpretation:

The possible stereoisomer’s has to be shown if the product is chiral.

Concept introduction:

Isomer: A molecule having the same molecular formula but with different chemical structure is called isomer.

Enantiomers: A compound which is non-superimposable mirror image is called enantiomers.

Diastereomers: A compound which is non-superimposable and non-mirror image is called diastereomers.

Racemic mixture: A racemic mixture is simply a mixture containing an equal amount of each enantiomer.

Achiral:

A molecule is superimposable on its mirror image is called achiral molecule.

Answer 15

(E)

Interpretation Introduction

Interpretation:

The possible stereoisomer’s has to be shown if the product is chiral.

Concept introduction:

Isomer: A molecule having the same molecular formula but with different chemical structure is called isomer.

Enantiomers: A compound which is non-superimposable mirror image is called enantiomers.

Diastereomers: A compound which is non-superimposable and non-mirror image is called diastereomers.

Racemic mixture: A racemic mixture is simply a mixture containing an equal amount of each enantiomer.

Achiral:

A molecule is superimposable on its mirror image is called achiral molecule.

Answer 16

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Answer 27

Ch. 23.1 - Prob. 23.1P Ch. 23.2 - Prob. 23.2P Ch. 23.2 - Prob. 23.3P Ch. 23.2 - Prob. 23.4P Ch. 23.5 - Prob. 23.5P Ch. 23.5 - Prob. AQ Ch. 23.5 - What is the hybridization of the nitrogen in...Ch. 23.5 - Prob. CQ Ch. 23.5 - The pKas of the conjugate acids of aniline and...Ch. 23.5 - Prob. EQ

Interpretation: The reagent and condition is to be proposed for step 2 and step 3. Concept introduction: Oxime formation: Aldehyde or ketone is reaction with hydroxylamine and sodium methoxide which yields oxime

Interpretation: The reagent and condition is to be proposed for step 4 and step 5. Concept introduction: Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH4 which provides alcohol.

Chapter 23 Solutions

Interpretation:

The reagent and condition is to be proposed for step 2 and step 3.

Concept introduction:

Oxime formation: Aldehyde or ketone is reaction with hydroxylamine and sodium methoxide which yields oxime

Interpretation:

The reagent and condition is to be proposed for step 4 and step 5.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.