The synthesis of acetoacetic ester can be used to prepare 5-phenyl-2,5-pentanedione has to be showed. Concept Introduction: Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

Question

(a 4 shows scanning electron microscope (SEM) images of extruded actions of packing bed for two capillary columns of different diameters, al 750 (bottom image) and b) 30-μm-i.d. Both columns are packed with the same stationary phase, spherical particles with 1-um diameter. A) When the columns were prepared, the figure shows that the column with the larger diameter has more packing irregularities. Explain this observation. B) Predict what affect this should have on band broadening and discuss your prediction using the van Deemter terms. C) Does this figure support your explanations in application question 33? Explain why or why not and make any changes in your answers in light of this figure. Figure 4 SEM images of sections of packed columns for a) 750 and b) 30-um-i.d. capillary columns.³

Answer 1

Question

Chapter 19.6, Problem 19.10P

(a)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 5-phenyl-2,5-pentanedione has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

(b)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 1-cyclopentyl-1-ethanone has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

(c)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 3-ethyl-2-pentanone has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

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(a 4 shows scanning electron microscope (SEM) images of extruded actions of packing bed for two capillary columns of different diameters, al 750 (bottom image) and b) 30-μm-i.d. Both columns are packed with the same stationary phase, spherical particles with 1-um diameter. A) When the columns were prepared, the figure shows that the column with the larger diameter has more packing irregularities. Explain this observation. B) Predict what affect this should have on band broadening and discuss your prediction using the van Deemter terms. C) Does this figure support your explanations in application question 33? Explain why or why not and make any changes in your answers in light of this figure. Figure 4 SEM images of sections of packed columns for a) 750 and b) 30-um-i.d. capillary columns.³

fcrip = ↓ bandwidth Il temp 32. What impact (increase, decrease, or no change) does each of the following conditions have on the individual components of the van Deemter equation and consequently, band broadening? Increase temperature Longer column Using a gas mobile phase instead of liquid Smaller particle stationary phase Multiple Paths Diffusion Mass Transfer

34. Figure 3 shows Van Deemter plots for a solute molecule using different column inner diameters (i.d.). A) Predict whether decreasing the column inner diameters increase or decrease bandwidth. B) Predict which van Deemter equation coefficient (A, B, or C) has the greatest effect on increasing or decreasing bandwidth as a function of i.d. and justify your answer. Figure 3 Van Deemter plots for hydroquinone using different column inner diameters (i.d. in μm). The data was obtained from liquid chromatography experiments using fused-silica capillary columns packed with 1.0-μm particles. 35 20 H(um) 큰 20 15 90 0+ 1500 100 75 550 01 02 594 05 μ(cm/sec) 30 15 10

Answer 2

Question

Chapter 19.6, Problem 19.10P

(a)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 5-phenyl-2,5-pentanedione has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

(b)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 1-cyclopentyl-1-ethanone has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

(c)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 3-ethyl-2-pentanone has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

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Answer 3

Question

Chapter 19.6, Problem 19.10P

(a)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 5-phenyl-2,5-pentanedione has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

(b)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 1-cyclopentyl-1-ethanone has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

(c)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 3-ethyl-2-pentanone has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

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Answer 4

Question

Chapter 19.6, Problem 19.10P

(a)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 5-phenyl-2,5-pentanedione has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

(b)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 1-cyclopentyl-1-ethanone has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

(c)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 3-ethyl-2-pentanone has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

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Answer 5

Chapter 19.6, Problem 19.10P

(a)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 5-phenyl-2,5-pentanedione has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

(b)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 1-cyclopentyl-1-ethanone has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

(c)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 3-ethyl-2-pentanone has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

Answer 6

Chapter 19.6, Problem 19.10P

(a)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 5-phenyl-2,5-pentanedione has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

Answer 7

Chapter 19.6, Problem 19.10P

(a)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 5-phenyl-2,5-pentanedione has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

Answer 8

(b)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 1-cyclopentyl-1-ethanone has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

Answer 9

(b)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 1-cyclopentyl-1-ethanone has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

Answer 10

(c)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 3-ethyl-2-pentanone has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

Answer 11

(c)

Interpretation Introduction

Interpretation:

The synthesis of acetoacetic ester can be used to prepare 3-ethyl-2-pentanone has to be showed.

Concept Introduction:

Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.

Answer 12

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Answer 23

Ch. 19.2 - Prob. 19.1P Ch. 19.2 - Prob. 19.2P Ch. 19.2 - Prob. 19.3P Ch. 19.3 - Prob. 19.4P Ch. 19.3 - Prob. 19.5P Ch. 19.3 - Prob. 19.6P Ch. 19.5 - Prob. 19.7P Ch. 19.5 - Prob. 19.8P Ch. 19.5 - Prob. 19.9P Ch. 19.6 - Prob. 19.10P

Solution Summary: The author explains that acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds.

Chapter 19 Solutions