The given compounds has to be prepared from methyl phenyl ketone . Concept introduction: A crossed-claisen condensation is also a condensation reaction between a ketone and an ester. Primarily one product will form from crossed-claisen condensation when one of the ketone or easter do not have any alpha hydrogens. If both ester and ketone have alpha hydrogens then primarily one product can form if LDA is used to remove alpha hydrogen to form the enolate ion. The other compound is added slowly to the enolate ion.

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Answer 1

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Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 17.14, Problem 31P

(a)

Interpretation Introduction

Interpretation: The given compounds has to be prepared from methyl phenyl ketone.

Concept introduction: A crossed-claisen condensation is also a condensation reaction between a ketone and an ester. Primarily one product will form from crossed-claisen condensation when one of the ketone or easter do not have any alpha hydrogens.

If both ester and ketone have alpha hydrogens then primarily one product can form if LDA is used to remove alpha hydrogen to form the enolate ion. The other compound is added slowly to the enolate ion.

(b)

Interpretation Introduction

Interpretation: The given compounds has to be prepared from methyl phenyl ketone.

Concept introduction: A crossed-claisen condensation is also a condensation reaction between a ketone and an ester. Primarily one product will form from crossed-claisen condensation when one of the ketone or easter do not have any alpha hydrogens.

If both ester and ketone have alpha hydrogens then primarily one product can form if LDA is used to remove alpha hydrogen to form the enolate ion. The other compound is added slowly to the enolate ion.

(c)

Interpretation Introduction

Interpretation: The given compounds has to be prepared from methyl phenyl ketone.

Concept introduction: A crossed-claisen condensation is also a condensation reaction between a ketone and an ester. Primarily one product will form from crossed-claisen condensation when one of the ketone or easter do not have any alpha hydrogens.

If both ester and ketone have alpha hydrogens then primarily one product can form if LDA is used to remove alpha hydrogen to form the enolate ion. The other compound is added slowly to the enolate ion.

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5. Use the MS data to answer the questions on the next page. 14.0 1.4 15.0 8.1 100- MS-IW-5644 26.0 2.8 27.0 6.7 28.0 1.8 29.0 80 4.4 38.0 1.0 39.0 1.5 41.0 1.2 42.0 11.2 43.0 100.0 44.0 4.3 79.0 1.9 80.0 2.6 Relative Intensity 40 81.0 1.9 82.0 2.5 93.0 8.7 20- 95.0 8.2 121.0 2.0 123.0 2.0 136.0 11.8 0 138.0 11.5 20 40 8. 60 a. Br - 0 80 100 120 140 160 180 200 220 m/z Identify the m/z of the base peak and molecular ion. 2 b. Draw structures for each of the following fragments (include electrons and charges): 43.0, 93.0, 95.0, 136.0, and 138.0 m/z. C. Draw a reasonable a-fragmentation mechanism for the fragmentation of the molecular ion to fragment 43.0 m/z. Be sure to include all electrons and formal charges. 6. Using the values provided in Appendix E of your lab manual, calculate the monoisotopic mass for the pyridinium ion (CsH6N) and show your work.

None

Stereochemistry: Three possible answers- diastereomers, enantiomers OH CH₂OH I -c=0 21108 1101 41745 HOR CH₂OH IL Но CH₂OH TIL a. Compounds I and III have this relationship with each other: enantiomers b. Compounds II and IV have this relationship with each other: c. Compounds I and II have this relationship with each other: d. *Draw one structure that is a stereoisomer of II, but neither a diastereomer nor an enantiomer. (more than one correct answer)

Answer 2

Question

Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 17.14, Problem 31P

(a)

Interpretation Introduction

Interpretation: The given compounds has to be prepared from methyl phenyl ketone.

Concept introduction: A crossed-claisen condensation is also a condensation reaction between a ketone and an ester. Primarily one product will form from crossed-claisen condensation when one of the ketone or easter do not have any alpha hydrogens.

If both ester and ketone have alpha hydrogens then primarily one product can form if LDA is used to remove alpha hydrogen to form the enolate ion. The other compound is added slowly to the enolate ion.

(b)

Interpretation Introduction

Interpretation: The given compounds has to be prepared from methyl phenyl ketone.

Concept introduction: A crossed-claisen condensation is also a condensation reaction between a ketone and an ester. Primarily one product will form from crossed-claisen condensation when one of the ketone or easter do not have any alpha hydrogens.

If both ester and ketone have alpha hydrogens then primarily one product can form if LDA is used to remove alpha hydrogen to form the enolate ion. The other compound is added slowly to the enolate ion.

(c)

Interpretation Introduction

Interpretation: The given compounds has to be prepared from methyl phenyl ketone.

Concept introduction: A crossed-claisen condensation is also a condensation reaction between a ketone and an ester. Primarily one product will form from crossed-claisen condensation when one of the ketone or easter do not have any alpha hydrogens.

If both ester and ketone have alpha hydrogens then primarily one product can form if LDA is used to remove alpha hydrogen to form the enolate ion. The other compound is added slowly to the enolate ion.

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Answer 3

Question

Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 17.14, Problem 31P

(a)

Interpretation Introduction

Interpretation: The given compounds has to be prepared from methyl phenyl ketone.

Concept introduction: A crossed-claisen condensation is also a condensation reaction between a ketone and an ester. Primarily one product will form from crossed-claisen condensation when one of the ketone or easter do not have any alpha hydrogens.

If both ester and ketone have alpha hydrogens then primarily one product can form if LDA is used to remove alpha hydrogen to form the enolate ion. The other compound is added slowly to the enolate ion.

(b)

Interpretation Introduction

Interpretation: The given compounds has to be prepared from methyl phenyl ketone.

Concept introduction: A crossed-claisen condensation is also a condensation reaction between a ketone and an ester. Primarily one product will form from crossed-claisen condensation when one of the ketone or easter do not have any alpha hydrogens.

If both ester and ketone have alpha hydrogens then primarily one product can form if LDA is used to remove alpha hydrogen to form the enolate ion. The other compound is added slowly to the enolate ion.

(c)

Interpretation Introduction

Interpretation: The given compounds has to be prepared from methyl phenyl ketone.

Concept introduction: A crossed-claisen condensation is also a condensation reaction between a ketone and an ester. Primarily one product will form from crossed-claisen condensation when one of the ketone or easter do not have any alpha hydrogens.

If both ester and ketone have alpha hydrogens then primarily one product can form if LDA is used to remove alpha hydrogen to form the enolate ion. The other compound is added slowly to the enolate ion.

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Answer 4

Question

Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 17.14, Problem 31P

(a)

Interpretation Introduction

Interpretation: The given compounds has to be prepared from methyl phenyl ketone.

Concept introduction: A crossed-claisen condensation is also a condensation reaction between a ketone and an ester. Primarily one product will form from crossed-claisen condensation when one of the ketone or easter do not have any alpha hydrogens.

If both ester and ketone have alpha hydrogens then primarily one product can form if LDA is used to remove alpha hydrogen to form the enolate ion. The other compound is added slowly to the enolate ion.

(b)

Interpretation Introduction

Interpretation: The given compounds has to be prepared from methyl phenyl ketone.

Concept introduction: A crossed-claisen condensation is also a condensation reaction between a ketone and an ester. Primarily one product will form from crossed-claisen condensation when one of the ketone or easter do not have any alpha hydrogens.

If both ester and ketone have alpha hydrogens then primarily one product can form if LDA is used to remove alpha hydrogen to form the enolate ion. The other compound is added slowly to the enolate ion.

(c)

Interpretation Introduction

Interpretation: The given compounds has to be prepared from methyl phenyl ketone.

Concept introduction: A crossed-claisen condensation is also a condensation reaction between a ketone and an ester. Primarily one product will form from crossed-claisen condensation when one of the ketone or easter do not have any alpha hydrogens.

If both ester and ketone have alpha hydrogens then primarily one product can form if LDA is used to remove alpha hydrogen to form the enolate ion. The other compound is added slowly to the enolate ion.

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Answer 5

Chapter 17.14, Problem 31P

(a)

Interpretation Introduction

Interpretation: The given compounds has to be prepared from methyl phenyl ketone.

Concept introduction: A crossed-claisen condensation is also a condensation reaction between a ketone and an ester. Primarily one product will form from crossed-claisen condensation when one of the ketone or easter do not have any alpha hydrogens.

If both ester and ketone have alpha hydrogens then primarily one product can form if LDA is used to remove alpha hydrogen to form the enolate ion. The other compound is added slowly to the enolate ion.

(b)

Interpretation Introduction

Interpretation: The given compounds has to be prepared from methyl phenyl ketone.

Concept introduction: A crossed-claisen condensation is also a condensation reaction between a ketone and an ester. Primarily one product will form from crossed-claisen condensation when one of the ketone or easter do not have any alpha hydrogens.

If both ester and ketone have alpha hydrogens then primarily one product can form if LDA is used to remove alpha hydrogen to form the enolate ion. The other compound is added slowly to the enolate ion.

(c)

Interpretation Introduction

Interpretation: The given compounds has to be prepared from methyl phenyl ketone.

Concept introduction: A crossed-claisen condensation is also a condensation reaction between a ketone and an ester. Primarily one product will form from crossed-claisen condensation when one of the ketone or easter do not have any alpha hydrogens.

If both ester and ketone have alpha hydrogens then primarily one product can form if LDA is used to remove alpha hydrogen to form the enolate ion. The other compound is added slowly to the enolate ion.

Answer 6

Chapter 17.14, Problem 31P

(a)

Interpretation Introduction

Interpretation: The given compounds has to be prepared from methyl phenyl ketone.

Concept introduction: A crossed-claisen condensation is also a condensation reaction between a ketone and an ester. Primarily one product will form from crossed-claisen condensation when one of the ketone or easter do not have any alpha hydrogens.

If both ester and ketone have alpha hydrogens then primarily one product can form if LDA is used to remove alpha hydrogen to form the enolate ion. The other compound is added slowly to the enolate ion.

Answer 7

Chapter 17.14, Problem 31P

(a)

Interpretation Introduction

Interpretation: The given compounds has to be prepared from methyl phenyl ketone.

Concept introduction: A crossed-claisen condensation is also a condensation reaction between a ketone and an ester. Primarily one product will form from crossed-claisen condensation when one of the ketone or easter do not have any alpha hydrogens.

If both ester and ketone have alpha hydrogens then primarily one product can form if LDA is used to remove alpha hydrogen to form the enolate ion. The other compound is added slowly to the enolate ion.

Answer 8

(b)

Interpretation Introduction

Interpretation: The given compounds has to be prepared from methyl phenyl ketone.

Concept introduction: A crossed-claisen condensation is also a condensation reaction between a ketone and an ester. Primarily one product will form from crossed-claisen condensation when one of the ketone or easter do not have any alpha hydrogens.

If both ester and ketone have alpha hydrogens then primarily one product can form if LDA is used to remove alpha hydrogen to form the enolate ion. The other compound is added slowly to the enolate ion.

Answer 9

(b)

Interpretation Introduction

Interpretation: The given compounds has to be prepared from methyl phenyl ketone.

Concept introduction: A crossed-claisen condensation is also a condensation reaction between a ketone and an ester. Primarily one product will form from crossed-claisen condensation when one of the ketone or easter do not have any alpha hydrogens.

If both ester and ketone have alpha hydrogens then primarily one product can form if LDA is used to remove alpha hydrogen to form the enolate ion. The other compound is added slowly to the enolate ion.

Answer 10

(c)

Interpretation Introduction

Interpretation: The given compounds has to be prepared from methyl phenyl ketone.

Concept introduction: A crossed-claisen condensation is also a condensation reaction between a ketone and an ester. Primarily one product will form from crossed-claisen condensation when one of the ketone or easter do not have any alpha hydrogens.

If both ester and ketone have alpha hydrogens then primarily one product can form if LDA is used to remove alpha hydrogen to form the enolate ion. The other compound is added slowly to the enolate ion.

Answer 11

(c)

Interpretation Introduction

Interpretation: The given compounds has to be prepared from methyl phenyl ketone.

Concept introduction: A crossed-claisen condensation is also a condensation reaction between a ketone and an ester. Primarily one product will form from crossed-claisen condensation when one of the ketone or easter do not have any alpha hydrogens.

If both ester and ketone have alpha hydrogens then primarily one product can form if LDA is used to remove alpha hydrogen to form the enolate ion. The other compound is added slowly to the enolate ion.

Answer 12

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Answer 13

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Answer 14

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Answer 15

Ch. 17.1 - Prob. 1P Ch. 17.1 - Prob. 2P Ch. 17.1 - Prob. 3P Ch. 17.1 - Prob. 4P Ch. 17.1 - Rank the compounds in each of the following groups...Ch. 17.2 - Explain why 92% of 2,4-pemtanedione exists as the...Ch. 17.3 - Draw the enol tautomers for each of the following...Ch. 17.3 - Prob. 8P Ch. 17.4 - Prob. 9P Ch. 17.4 - Prob. 10P

Solution Summary: The author explains that cross-claisen condensation is a condensation reaction between the ketone or easter and an ester.

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