(a) Interpretation: The mechanism for the reaction that adds an Fmoc group to an amino acid under the given conditions is to be drawn. Concept introduction: Peptide linkage is formed between the amino group of one amino acid and the carboxyl group of other amino acid with the loss of water molecule. Amino acids are naturally occurring compounds in which the amino group is present on the alpha carbon of carboxyl group. The full form of Fmoc is fluorenylmethyloxycarbonyl chloride. It introduces Fmoc group which protects the amine group in organic synthesis .

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Answer 1

Question

Chapter 29, Problem 29.68P

Interpretation Introduction

(a)

Interpretation: The mechanism for the reaction that adds an Fmoc group to an amino acid under the given conditions is to be drawn.

Concept introduction: Peptide linkage is formed between the amino group of one amino acid and the carboxyl group of other amino acid with the loss of water molecule. Amino acids are naturally occurring compounds in which the amino group is present on the alpha carbon of carboxyl group. The full form of Fmoc is fluorenylmethyloxycarbonyl chloride. It introduces Fmoc group which protects the amine group in organic synthesis.

Interpretation Introduction

(b)

Interpretation: The mechanism for the reaction that removes an Fmoc group from an amino acid under the given conditions is to be drawn.

Concept introduction: Peptide linkage is formed between the amino group of one amino acid and the carboxyl group of other amino acid with the loss of water molecule. Amino acids are naturally occurring compounds in which the amino group is present on the alpha carbon of carboxyl group. The full form of Fmoc -Cl is fluorenylmethyloxycarbonyl chloride. It introduces Fmoc group which protects the amine group in organic synthesis.

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For each reaction below, decide if the first stable organic product that forms in solution will create a new CC bond, and check the appropriate box. Next, for each reaction to which you answered "Yes" to in the table, draw this product in the drawing area below. Note for advanced students: for this problem, don't worry if you think this product will continue to react under the current conditions - just focus on the first stable product you expect to form in solution. ? NH2 MgBr Will the first product that forms in this reaction create a new CC bond? ○ Yes ○ No MgBr ? Will the first product that forms in this reaction create a new CC bond? O Yes O No Click and drag to start drawing a structure. :☐ G x c olo Ar HE

Predicting As the lead product manager at OrganometALEKS Industries, you are trying to decide if the following reaction will make a molecule with a new C - C bond as its major product: H₂N O H 1. ? 2. H3O+ If this reaction will work, draw the major organic product or products you would expect in the drawing area below. If there's more than one major product, you can draw them in any arrangement you like. Be sure you use wedge and dash bonds if necessary, for example to distinguish between major products with different stereochemistry. 0 If the major products of this reaction won't have a new CC bond, just check the box under the drawing area and leave it blank. فا Explanation Check Click and drag to start drawing a structure.

Highlight the chirality (or stereogenic) center(s) in the given compound. A compound may have one or more stereogenic centers. OH OH OH OH OH OH

Answer 2

Question

Chapter 29, Problem 29.68P

Interpretation Introduction

(a)

Interpretation: The mechanism for the reaction that adds an Fmoc group to an amino acid under the given conditions is to be drawn.

Concept introduction: Peptide linkage is formed between the amino group of one amino acid and the carboxyl group of other amino acid with the loss of water molecule. Amino acids are naturally occurring compounds in which the amino group is present on the alpha carbon of carboxyl group. The full form of Fmoc is fluorenylmethyloxycarbonyl chloride. It introduces Fmoc group which protects the amine group in organic synthesis.

Interpretation Introduction

(b)

Interpretation: The mechanism for the reaction that removes an Fmoc group from an amino acid under the given conditions is to be drawn.

Concept introduction: Peptide linkage is formed between the amino group of one amino acid and the carboxyl group of other amino acid with the loss of water molecule. Amino acids are naturally occurring compounds in which the amino group is present on the alpha carbon of carboxyl group. The full form of Fmoc -Cl is fluorenylmethyloxycarbonyl chloride. It introduces Fmoc group which protects the amine group in organic synthesis.

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Answer 3

Question

Chapter 29, Problem 29.68P

Interpretation Introduction

(a)

Interpretation: The mechanism for the reaction that adds an Fmoc group to an amino acid under the given conditions is to be drawn.

Concept introduction: Peptide linkage is formed between the amino group of one amino acid and the carboxyl group of other amino acid with the loss of water molecule. Amino acids are naturally occurring compounds in which the amino group is present on the alpha carbon of carboxyl group. The full form of Fmoc is fluorenylmethyloxycarbonyl chloride. It introduces Fmoc group which protects the amine group in organic synthesis.

Interpretation Introduction

(b)

Interpretation: The mechanism for the reaction that removes an Fmoc group from an amino acid under the given conditions is to be drawn.

Concept introduction: Peptide linkage is formed between the amino group of one amino acid and the carboxyl group of other amino acid with the loss of water molecule. Amino acids are naturally occurring compounds in which the amino group is present on the alpha carbon of carboxyl group. The full form of Fmoc -Cl is fluorenylmethyloxycarbonyl chloride. It introduces Fmoc group which protects the amine group in organic synthesis.

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Answer 4

Question

Chapter 29, Problem 29.68P

Interpretation Introduction

(a)

Interpretation: The mechanism for the reaction that adds an Fmoc group to an amino acid under the given conditions is to be drawn.

Concept introduction: Peptide linkage is formed between the amino group of one amino acid and the carboxyl group of other amino acid with the loss of water molecule. Amino acids are naturally occurring compounds in which the amino group is present on the alpha carbon of carboxyl group. The full form of Fmoc is fluorenylmethyloxycarbonyl chloride. It introduces Fmoc group which protects the amine group in organic synthesis.

Interpretation Introduction

(b)

Interpretation: The mechanism for the reaction that removes an Fmoc group from an amino acid under the given conditions is to be drawn.

Concept introduction: Peptide linkage is formed between the amino group of one amino acid and the carboxyl group of other amino acid with the loss of water molecule. Amino acids are naturally occurring compounds in which the amino group is present on the alpha carbon of carboxyl group. The full form of Fmoc -Cl is fluorenylmethyloxycarbonyl chloride. It introduces Fmoc group which protects the amine group in organic synthesis.

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Answer 5

Chapter 29, Problem 29.68P

Interpretation Introduction

(a)

Interpretation: The mechanism for the reaction that adds an Fmoc group to an amino acid under the given conditions is to be drawn.

Concept introduction: Peptide linkage is formed between the amino group of one amino acid and the carboxyl group of other amino acid with the loss of water molecule. Amino acids are naturally occurring compounds in which the amino group is present on the alpha carbon of carboxyl group. The full form of Fmoc is fluorenylmethyloxycarbonyl chloride. It introduces Fmoc group which protects the amine group in organic synthesis.

Interpretation Introduction

(b)

Interpretation: The mechanism for the reaction that removes an Fmoc group from an amino acid under the given conditions is to be drawn.

Concept introduction: Peptide linkage is formed between the amino group of one amino acid and the carboxyl group of other amino acid with the loss of water molecule. Amino acids are naturally occurring compounds in which the amino group is present on the alpha carbon of carboxyl group. The full form of Fmoc -Cl is fluorenylmethyloxycarbonyl chloride. It introduces Fmoc group which protects the amine group in organic synthesis.

Answer 6

Chapter 29, Problem 29.68P

Interpretation Introduction

(a)

Interpretation: The mechanism for the reaction that adds an Fmoc group to an amino acid under the given conditions is to be drawn.

Concept introduction: Peptide linkage is formed between the amino group of one amino acid and the carboxyl group of other amino acid with the loss of water molecule. Amino acids are naturally occurring compounds in which the amino group is present on the alpha carbon of carboxyl group. The full form of Fmoc is fluorenylmethyloxycarbonyl chloride. It introduces Fmoc group which protects the amine group in organic synthesis.

Answer 7

Chapter 29, Problem 29.68P

Interpretation Introduction

(a)

Interpretation: The mechanism for the reaction that adds an Fmoc group to an amino acid under the given conditions is to be drawn.

Concept introduction: Peptide linkage is formed between the amino group of one amino acid and the carboxyl group of other amino acid with the loss of water molecule. Amino acids are naturally occurring compounds in which the amino group is present on the alpha carbon of carboxyl group. The full form of Fmoc is fluorenylmethyloxycarbonyl chloride. It introduces Fmoc group which protects the amine group in organic synthesis.

Answer 8

Interpretation Introduction

(b)

Interpretation: The mechanism for the reaction that removes an Fmoc group from an amino acid under the given conditions is to be drawn.

Concept introduction: Peptide linkage is formed between the amino group of one amino acid and the carboxyl group of other amino acid with the loss of water molecule. Amino acids are naturally occurring compounds in which the amino group is present on the alpha carbon of carboxyl group. The full form of Fmoc -Cl is fluorenylmethyloxycarbonyl chloride. It introduces Fmoc group which protects the amine group in organic synthesis.

Answer 9

Interpretation Introduction

(b)

Interpretation: The mechanism for the reaction that removes an Fmoc group from an amino acid under the given conditions is to be drawn.

Concept introduction: Peptide linkage is formed between the amino group of one amino acid and the carboxyl group of other amino acid with the loss of water molecule. Amino acids are naturally occurring compounds in which the amino group is present on the alpha carbon of carboxyl group. The full form of Fmoc -Cl is fluorenylmethyloxycarbonyl chloride. It introduces Fmoc group which protects the amine group in organic synthesis.

Answer 10

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Answer 11

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Answer 12

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Answer 13

Ch. 29 - Prob. 29.1P Ch. 29 - Problem 29.2 What form exists at the isoelectric...Ch. 29 - Problem 29.3 Explain why the of the group of an...Ch. 29 - Problem 29.5 What -halo carbonyl compound is...Ch. 29 - Problem 29.6 The enolate derived from diethyl...Ch. 29 - Problem 29.7 What amino acid is formed when is...Ch. 29 - Problem 29.8 What aldehyde is needed to synthesize...Ch. 29 - Prob. 29.8P Ch. 29 - Prob. 29.9P Ch. 29 - Prob. 29.10P

Solution Summary: The author explains the mechanism for the reaction that adds an Fmoc group to an amino acid under the given conditions.

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Chapter 29 Solutions