Furanose forms of D-Erythrose and D-Threose are needed to be drawn. Concept introduction: Furanose is used to represent sugars in their cyclic forms. In which five-membered ring consisting of four carbon atoms and one oxygen atom. The –OH group of C4 carbon attacks the carbonyl group of the D-aldotetroses, thereby a Furanose ring is formed by the four carbon atoms and oxygen atom of –OH group in the C4 carbon with incorporating into the ring. α-indicates the –OH group of anomeric carbon C1 is directed to down side. β-indicates the –OH group of anomeric carbon C1 is directed to upward side. The right side and left side –OH groups of chiral carbons in fisher projection are drawn as down side and upward side respectively. To draw: the Furanose form of α-D-Erythrofuranose.

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Answer 1

Question

Chapter 24.5, Problem 19CC

(a)

Interpretation Introduction

Interpretation:

Furanose forms of D-Erythrose and D-Threose are needed to be drawn.

Concept introduction:

Furanose is used to represent sugars in their cyclic forms. In which five-membered ring consisting of four carbon atoms and one oxygen atom.

The –OH group of C4 carbon attacks the carbonyl group of the D-aldotetroses, thereby a Furanose ring is formed by the four carbon atoms and oxygen atom of –OH group in the C4 carbon with incorporating into the ring.

α-indicates the –OH group of anomeric carbon C1 is directed to down side.

β-indicates the –OH group of anomeric carbon C1 is directed to upward side.

The right side and left side –OH groups of chiral carbons in fisher projection are drawn as down side and upward side respectively.

To draw: the Furanose form of α-D-Erythrofuranose.

(b)

Interpretation Introduction

Interpretation:

Furanose forms of D-Erythrose and D-Threose are needed to be drawn.

Concept introduction:

Furanose is used to represent sugars in their cyclic forms. In which five-membered ring consisting of four carbon atoms and one oxygen atom.

The –OH group of C4 carbon attacks the carbonyl group of the D-aldotetroses, thereby a Furanose ring is formed by the four carbon atoms and oxygen atom of –OH group in the C4 carbon with incorporating into the ring.

α-indicates the –OH group of anomeric carbon C1 is directed to down side.

β-indicates the –OH group of anomeric carbon C1 is directed to upward side.

The right side and left side –OH groups of chiral carbons in fisher projection are drawn as down side and upward side respectively.

To draw: the Furanose form of β-D-Erythrofuranose.

(c)

Interpretation Introduction

Interpretation:

Furanose forms of D-Erythrose and D-Threose are needed to be drawn.

Concept introduction:

Furanose is used to represent sugars in their cyclic forms. In which five-membered ring consisting of four carbon atoms and one oxygen atom.

The –OH group of C4 carbon attacks the carbonyl group of the D-aldotetroses, thereby a Furanose ring is formed by the four carbon atoms and oxygen atom of –OH group in the C4 carbon with incorporating into the ring.

α-indicates the –OH group of anomeric carbon C1 is directed to down side.

β-indicates the –OH group of anomeric carbon C1 is directed to upward side.

The right side and left side –OH groups of chiral carbons in fisher projection are drawn as down side and upward side respectively.

To draw: the Furanose form of α-D-Threofuranose.

(d)

Interpretation Introduction

Interpretation:

Furanose forms of D-Erythrose and D-Threose are needed to be drawn.

Concept introduction:

Furanose is used to represent sugars in their cyclic forms. In which five-membered ring consisting of four carbon atoms and one oxygen atom.

The –OH group of C4 carbon attacks the carbonyl group of the D-aldotetroses, thereby a Furanose ring is formed by the four carbon atoms and oxygen atom of –OH group in the C4 carbon with incorporating into the ring.

α-indicates the –OH group of anomeric carbon C1 is directed to down side.

β-indicates the –OH group of anomeric carbon C1 is directed to upward side.

The right side and left side –OH groups of chiral carbons in fisher projection are drawn as down side and upward side respectively.

To draw: the Furanose form of β-D-Threofuranose.

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4. Provide a clear arrow-pushing mechanism for each of the following reactions. Do not skip proton transfers, do not combine steps, and make sure your arrows are clear enough to be interpreted without ambiguity. a. 2. 1. LDA 3. H3O+ HO

b. H3C CH3 H3O+ ✓ H OH

2. Provide reagents/conditions to accomplish the following syntheses. More than one step is required in some cases. a. CH3

Answer 2

Question

Chapter 24.5, Problem 19CC

(a)

Interpretation Introduction

Interpretation:

Furanose forms of D-Erythrose and D-Threose are needed to be drawn.

Concept introduction:

Furanose is used to represent sugars in their cyclic forms. In which five-membered ring consisting of four carbon atoms and one oxygen atom.

The –OH group of C4 carbon attacks the carbonyl group of the D-aldotetroses, thereby a Furanose ring is formed by the four carbon atoms and oxygen atom of –OH group in the C4 carbon with incorporating into the ring.

α-indicates the –OH group of anomeric carbon C1 is directed to down side.

β-indicates the –OH group of anomeric carbon C1 is directed to upward side.

The right side and left side –OH groups of chiral carbons in fisher projection are drawn as down side and upward side respectively.

To draw: the Furanose form of α-D-Erythrofuranose.

(b)

Interpretation Introduction

Interpretation:

Furanose forms of D-Erythrose and D-Threose are needed to be drawn.

Concept introduction:

Furanose is used to represent sugars in their cyclic forms. In which five-membered ring consisting of four carbon atoms and one oxygen atom.

The –OH group of C4 carbon attacks the carbonyl group of the D-aldotetroses, thereby a Furanose ring is formed by the four carbon atoms and oxygen atom of –OH group in the C4 carbon with incorporating into the ring.

α-indicates the –OH group of anomeric carbon C1 is directed to down side.

β-indicates the –OH group of anomeric carbon C1 is directed to upward side.

The right side and left side –OH groups of chiral carbons in fisher projection are drawn as down side and upward side respectively.

To draw: the Furanose form of β-D-Erythrofuranose.

(c)

Interpretation Introduction

Interpretation:

Furanose forms of D-Erythrose and D-Threose are needed to be drawn.

Concept introduction:

Furanose is used to represent sugars in their cyclic forms. In which five-membered ring consisting of four carbon atoms and one oxygen atom.

The –OH group of C4 carbon attacks the carbonyl group of the D-aldotetroses, thereby a Furanose ring is formed by the four carbon atoms and oxygen atom of –OH group in the C4 carbon with incorporating into the ring.

α-indicates the –OH group of anomeric carbon C1 is directed to down side.

β-indicates the –OH group of anomeric carbon C1 is directed to upward side.

The right side and left side –OH groups of chiral carbons in fisher projection are drawn as down side and upward side respectively.

To draw: the Furanose form of α-D-Threofuranose.

(d)

Interpretation Introduction

Interpretation:

Furanose forms of D-Erythrose and D-Threose are needed to be drawn.

Concept introduction:

Furanose is used to represent sugars in their cyclic forms. In which five-membered ring consisting of four carbon atoms and one oxygen atom.

The –OH group of C4 carbon attacks the carbonyl group of the D-aldotetroses, thereby a Furanose ring is formed by the four carbon atoms and oxygen atom of –OH group in the C4 carbon with incorporating into the ring.

α-indicates the –OH group of anomeric carbon C1 is directed to down side.

β-indicates the –OH group of anomeric carbon C1 is directed to upward side.

The right side and left side –OH groups of chiral carbons in fisher projection are drawn as down side and upward side respectively.

To draw: the Furanose form of β-D-Threofuranose.

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Answer 3

Question

Chapter 24.5, Problem 19CC

(a)

Interpretation Introduction

Interpretation:

Furanose forms of D-Erythrose and D-Threose are needed to be drawn.

Concept introduction:

Furanose is used to represent sugars in their cyclic forms. In which five-membered ring consisting of four carbon atoms and one oxygen atom.

The –OH group of C4 carbon attacks the carbonyl group of the D-aldotetroses, thereby a Furanose ring is formed by the four carbon atoms and oxygen atom of –OH group in the C4 carbon with incorporating into the ring.

α-indicates the –OH group of anomeric carbon C1 is directed to down side.

β-indicates the –OH group of anomeric carbon C1 is directed to upward side.

The right side and left side –OH groups of chiral carbons in fisher projection are drawn as down side and upward side respectively.

To draw: the Furanose form of α-D-Erythrofuranose.

(b)

Interpretation Introduction

Interpretation:

Furanose forms of D-Erythrose and D-Threose are needed to be drawn.

Concept introduction:

Furanose is used to represent sugars in their cyclic forms. In which five-membered ring consisting of four carbon atoms and one oxygen atom.

The –OH group of C4 carbon attacks the carbonyl group of the D-aldotetroses, thereby a Furanose ring is formed by the four carbon atoms and oxygen atom of –OH group in the C4 carbon with incorporating into the ring.

α-indicates the –OH group of anomeric carbon C1 is directed to down side.

β-indicates the –OH group of anomeric carbon C1 is directed to upward side.

The right side and left side –OH groups of chiral carbons in fisher projection are drawn as down side and upward side respectively.

To draw: the Furanose form of β-D-Erythrofuranose.

(c)

Interpretation Introduction

Interpretation:

Furanose forms of D-Erythrose and D-Threose are needed to be drawn.

Concept introduction:

Furanose is used to represent sugars in their cyclic forms. In which five-membered ring consisting of four carbon atoms and one oxygen atom.

The –OH group of C4 carbon attacks the carbonyl group of the D-aldotetroses, thereby a Furanose ring is formed by the four carbon atoms and oxygen atom of –OH group in the C4 carbon with incorporating into the ring.

α-indicates the –OH group of anomeric carbon C1 is directed to down side.

β-indicates the –OH group of anomeric carbon C1 is directed to upward side.

The right side and left side –OH groups of chiral carbons in fisher projection are drawn as down side and upward side respectively.

To draw: the Furanose form of α-D-Threofuranose.

(d)

Interpretation Introduction

Interpretation:

Furanose forms of D-Erythrose and D-Threose are needed to be drawn.

Concept introduction:

Furanose is used to represent sugars in their cyclic forms. In which five-membered ring consisting of four carbon atoms and one oxygen atom.

The –OH group of C4 carbon attacks the carbonyl group of the D-aldotetroses, thereby a Furanose ring is formed by the four carbon atoms and oxygen atom of –OH group in the C4 carbon with incorporating into the ring.

α-indicates the –OH group of anomeric carbon C1 is directed to down side.

β-indicates the –OH group of anomeric carbon C1 is directed to upward side.

The right side and left side –OH groups of chiral carbons in fisher projection are drawn as down side and upward side respectively.

To draw: the Furanose form of β-D-Threofuranose.

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Answer 4

Question

Chapter 24.5, Problem 19CC

(a)

Interpretation Introduction

Interpretation:

Furanose forms of D-Erythrose and D-Threose are needed to be drawn.

Concept introduction:

Furanose is used to represent sugars in their cyclic forms. In which five-membered ring consisting of four carbon atoms and one oxygen atom.

The –OH group of C4 carbon attacks the carbonyl group of the D-aldotetroses, thereby a Furanose ring is formed by the four carbon atoms and oxygen atom of –OH group in the C4 carbon with incorporating into the ring.

α-indicates the –OH group of anomeric carbon C1 is directed to down side.

β-indicates the –OH group of anomeric carbon C1 is directed to upward side.

The right side and left side –OH groups of chiral carbons in fisher projection are drawn as down side and upward side respectively.

To draw: the Furanose form of α-D-Erythrofuranose.

(b)

Interpretation Introduction

Interpretation:

Furanose forms of D-Erythrose and D-Threose are needed to be drawn.

Concept introduction:

Furanose is used to represent sugars in their cyclic forms. In which five-membered ring consisting of four carbon atoms and one oxygen atom.

The –OH group of C4 carbon attacks the carbonyl group of the D-aldotetroses, thereby a Furanose ring is formed by the four carbon atoms and oxygen atom of –OH group in the C4 carbon with incorporating into the ring.

α-indicates the –OH group of anomeric carbon C1 is directed to down side.

β-indicates the –OH group of anomeric carbon C1 is directed to upward side.

The right side and left side –OH groups of chiral carbons in fisher projection are drawn as down side and upward side respectively.

To draw: the Furanose form of β-D-Erythrofuranose.

(c)

Interpretation Introduction

Interpretation:

Furanose forms of D-Erythrose and D-Threose are needed to be drawn.

Concept introduction:

Furanose is used to represent sugars in their cyclic forms. In which five-membered ring consisting of four carbon atoms and one oxygen atom.

The –OH group of C4 carbon attacks the carbonyl group of the D-aldotetroses, thereby a Furanose ring is formed by the four carbon atoms and oxygen atom of –OH group in the C4 carbon with incorporating into the ring.

α-indicates the –OH group of anomeric carbon C1 is directed to down side.

β-indicates the –OH group of anomeric carbon C1 is directed to upward side.

The right side and left side –OH groups of chiral carbons in fisher projection are drawn as down side and upward side respectively.

To draw: the Furanose form of α-D-Threofuranose.

(d)

Interpretation Introduction

Interpretation:

Furanose forms of D-Erythrose and D-Threose are needed to be drawn.

Concept introduction:

Furanose is used to represent sugars in their cyclic forms. In which five-membered ring consisting of four carbon atoms and one oxygen atom.

The –OH group of C4 carbon attacks the carbonyl group of the D-aldotetroses, thereby a Furanose ring is formed by the four carbon atoms and oxygen atom of –OH group in the C4 carbon with incorporating into the ring.

α-indicates the –OH group of anomeric carbon C1 is directed to down side.

β-indicates the –OH group of anomeric carbon C1 is directed to upward side.

The right side and left side –OH groups of chiral carbons in fisher projection are drawn as down side and upward side respectively.

To draw: the Furanose form of β-D-Threofuranose.

Expert Solution & Answer

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Answer 5

Chapter 24.5, Problem 19CC

(a)

Interpretation Introduction

Interpretation:

Furanose forms of D-Erythrose and D-Threose are needed to be drawn.

Concept introduction:

Furanose is used to represent sugars in their cyclic forms. In which five-membered ring consisting of four carbon atoms and one oxygen atom.

The –OH group of C4 carbon attacks the carbonyl group of the D-aldotetroses, thereby a Furanose ring is formed by the four carbon atoms and oxygen atom of –OH group in the C4 carbon with incorporating into the ring.

α-indicates the –OH group of anomeric carbon C1 is directed to down side.

β-indicates the –OH group of anomeric carbon C1 is directed to upward side.

The right side and left side –OH groups of chiral carbons in fisher projection are drawn as down side and upward side respectively.

To draw: the Furanose form of α-D-Erythrofuranose.

(b)

Interpretation Introduction

Interpretation:

Furanose forms of D-Erythrose and D-Threose are needed to be drawn.

Concept introduction:

Furanose is used to represent sugars in their cyclic forms. In which five-membered ring consisting of four carbon atoms and one oxygen atom.

The –OH group of C4 carbon attacks the carbonyl group of the D-aldotetroses, thereby a Furanose ring is formed by the four carbon atoms and oxygen atom of –OH group in the C4 carbon with incorporating into the ring.

α-indicates the –OH group of anomeric carbon C1 is directed to down side.

β-indicates the –OH group of anomeric carbon C1 is directed to upward side.

The right side and left side –OH groups of chiral carbons in fisher projection are drawn as down side and upward side respectively.

To draw: the Furanose form of β-D-Erythrofuranose.

(c)

Interpretation Introduction

Interpretation:

Furanose forms of D-Erythrose and D-Threose are needed to be drawn.

Concept introduction:

Furanose is used to represent sugars in their cyclic forms. In which five-membered ring consisting of four carbon atoms and one oxygen atom.

The –OH group of C4 carbon attacks the carbonyl group of the D-aldotetroses, thereby a Furanose ring is formed by the four carbon atoms and oxygen atom of –OH group in the C4 carbon with incorporating into the ring.

α-indicates the –OH group of anomeric carbon C1 is directed to down side.

β-indicates the –OH group of anomeric carbon C1 is directed to upward side.

The right side and left side –OH groups of chiral carbons in fisher projection are drawn as down side and upward side respectively.

To draw: the Furanose form of α-D-Threofuranose.

(d)

Interpretation Introduction

Interpretation:

Furanose forms of D-Erythrose and D-Threose are needed to be drawn.

Concept introduction:

Furanose is used to represent sugars in their cyclic forms. In which five-membered ring consisting of four carbon atoms and one oxygen atom.

The –OH group of C4 carbon attacks the carbonyl group of the D-aldotetroses, thereby a Furanose ring is formed by the four carbon atoms and oxygen atom of –OH group in the C4 carbon with incorporating into the ring.

α-indicates the –OH group of anomeric carbon C1 is directed to down side.

β-indicates the –OH group of anomeric carbon C1 is directed to upward side.

The right side and left side –OH groups of chiral carbons in fisher projection are drawn as down side and upward side respectively.

To draw: the Furanose form of β-D-Threofuranose.

Answer 6

Chapter 24.5, Problem 19CC

(a)

Interpretation Introduction

Interpretation:

Furanose forms of D-Erythrose and D-Threose are needed to be drawn.

Concept introduction:

Furanose is used to represent sugars in their cyclic forms. In which five-membered ring consisting of four carbon atoms and one oxygen atom.

The –OH group of C4 carbon attacks the carbonyl group of the D-aldotetroses, thereby a Furanose ring is formed by the four carbon atoms and oxygen atom of –OH group in the C4 carbon with incorporating into the ring.

α-indicates the –OH group of anomeric carbon C1 is directed to down side.

β-indicates the –OH group of anomeric carbon C1 is directed to upward side.

The right side and left side –OH groups of chiral carbons in fisher projection are drawn as down side and upward side respectively.

To draw: the Furanose form of α-D-Erythrofuranose.

Answer 7

Chapter 24.5, Problem 19CC

(a)

Interpretation Introduction

Interpretation:

Furanose forms of D-Erythrose and D-Threose are needed to be drawn.

Concept introduction:

Furanose is used to represent sugars in their cyclic forms. In which five-membered ring consisting of four carbon atoms and one oxygen atom.

The –OH group of C4 carbon attacks the carbonyl group of the D-aldotetroses, thereby a Furanose ring is formed by the four carbon atoms and oxygen atom of –OH group in the C4 carbon with incorporating into the ring.

α-indicates the –OH group of anomeric carbon C1 is directed to down side.

β-indicates the –OH group of anomeric carbon C1 is directed to upward side.

The right side and left side –OH groups of chiral carbons in fisher projection are drawn as down side and upward side respectively.

To draw: the Furanose form of α-D-Erythrofuranose.

Answer 8

(b)

Interpretation Introduction

Interpretation:

Furanose forms of D-Erythrose and D-Threose are needed to be drawn.

Concept introduction:

Furanose is used to represent sugars in their cyclic forms. In which five-membered ring consisting of four carbon atoms and one oxygen atom.

The –OH group of C4 carbon attacks the carbonyl group of the D-aldotetroses, thereby a Furanose ring is formed by the four carbon atoms and oxygen atom of –OH group in the C4 carbon with incorporating into the ring.

α-indicates the –OH group of anomeric carbon C1 is directed to down side.

β-indicates the –OH group of anomeric carbon C1 is directed to upward side.

The right side and left side –OH groups of chiral carbons in fisher projection are drawn as down side and upward side respectively.

To draw: the Furanose form of β-D-Erythrofuranose.

Answer 9

(b)

Interpretation Introduction

Interpretation:

Furanose forms of D-Erythrose and D-Threose are needed to be drawn.

Concept introduction:

Furanose is used to represent sugars in their cyclic forms. In which five-membered ring consisting of four carbon atoms and one oxygen atom.

The –OH group of C4 carbon attacks the carbonyl group of the D-aldotetroses, thereby a Furanose ring is formed by the four carbon atoms and oxygen atom of –OH group in the C4 carbon with incorporating into the ring.

α-indicates the –OH group of anomeric carbon C1 is directed to down side.

β-indicates the –OH group of anomeric carbon C1 is directed to upward side.

The right side and left side –OH groups of chiral carbons in fisher projection are drawn as down side and upward side respectively.

To draw: the Furanose form of β-D-Erythrofuranose.

Answer 10

(c)

Interpretation Introduction

Interpretation:

Furanose forms of D-Erythrose and D-Threose are needed to be drawn.

Concept introduction:

Furanose is used to represent sugars in their cyclic forms. In which five-membered ring consisting of four carbon atoms and one oxygen atom.

The –OH group of C4 carbon attacks the carbonyl group of the D-aldotetroses, thereby a Furanose ring is formed by the four carbon atoms and oxygen atom of –OH group in the C4 carbon with incorporating into the ring.

α-indicates the –OH group of anomeric carbon C1 is directed to down side.

β-indicates the –OH group of anomeric carbon C1 is directed to upward side.

The right side and left side –OH groups of chiral carbons in fisher projection are drawn as down side and upward side respectively.

To draw: the Furanose form of α-D-Threofuranose.

Answer 11

(c)

Interpretation Introduction

Interpretation:

Furanose forms of D-Erythrose and D-Threose are needed to be drawn.

Concept introduction:

Furanose is used to represent sugars in their cyclic forms. In which five-membered ring consisting of four carbon atoms and one oxygen atom.

The –OH group of C4 carbon attacks the carbonyl group of the D-aldotetroses, thereby a Furanose ring is formed by the four carbon atoms and oxygen atom of –OH group in the C4 carbon with incorporating into the ring.

α-indicates the –OH group of anomeric carbon C1 is directed to down side.

β-indicates the –OH group of anomeric carbon C1 is directed to upward side.

The right side and left side –OH groups of chiral carbons in fisher projection are drawn as down side and upward side respectively.

To draw: the Furanose form of α-D-Threofuranose.

Answer 12

(d)

Interpretation Introduction

Interpretation:

Furanose forms of D-Erythrose and D-Threose are needed to be drawn.

Concept introduction:

Furanose is used to represent sugars in their cyclic forms. In which five-membered ring consisting of four carbon atoms and one oxygen atom.

The –OH group of C4 carbon attacks the carbonyl group of the D-aldotetroses, thereby a Furanose ring is formed by the four carbon atoms and oxygen atom of –OH group in the C4 carbon with incorporating into the ring.

α-indicates the –OH group of anomeric carbon C1 is directed to down side.

β-indicates the –OH group of anomeric carbon C1 is directed to upward side.

The right side and left side –OH groups of chiral carbons in fisher projection are drawn as down side and upward side respectively.

To draw: the Furanose form of β-D-Threofuranose.

Answer 13

(d)

Interpretation Introduction

Interpretation:

Furanose forms of D-Erythrose and D-Threose are needed to be drawn.

Concept introduction:

Furanose is used to represent sugars in their cyclic forms. In which five-membered ring consisting of four carbon atoms and one oxygen atom.

The –OH group of C4 carbon attacks the carbonyl group of the D-aldotetroses, thereby a Furanose ring is formed by the four carbon atoms and oxygen atom of –OH group in the C4 carbon with incorporating into the ring.

α-indicates the –OH group of anomeric carbon C1 is directed to down side.

β-indicates the –OH group of anomeric carbon C1 is directed to upward side.

The right side and left side –OH groups of chiral carbons in fisher projection are drawn as down side and upward side respectively.

To draw: the Furanose form of β-D-Threofuranose.

Answer 14

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Answer 15

Expert Solution & Answer

Answer 16

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Answer 17

Ch. 24.2 - Prob. 1CC Ch. 24.2 - Prob. 2CC Ch. 24.2 - Prob. 3CC Ch. 24.2 - Prob. 4CC Ch. 24.2 - Prob. 5CC Ch. 24.2 - Prob. 6CC Ch. 24.4 - Prob. 7CC Ch. 24.4 - Prob. 8CC Ch. 24.5 - Prob. 1LTS Ch. 24.5 - Prob. 9PTS

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Chapter 24 Solutions