(a) Interpretation: Two different halo ketones that can form A by an intramolecular alkylation reaction is to be drawn. Concept introduction: Alkylation of aldehydes and ketones takes place in the presence of a strong base. The use of appropriate base, solvent and temperature can yield one major product regioselectively. Lithium diisopropylamide (LDA) is a sterically hindered strong base. In an unsymmetrical ketone, it abstracts hydrogen from least substituted carbon to form kinetic product.

Question

Write the complete common (not IUPAC) name of each molecule below. Note: if a molecule is one of a pair of enantiomers, be sure you start its name with D- or L- so we know which enantiomer it is. molecule C=O H3N CH3 common name (not the IUPAC name) H ☐ C=O H O-C-CH2-CH2 010 NH3 ☐ H3N ☐ HO 5

Answer 1

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 23, Problem 23.62P

Interpretation Introduction

(a)

Interpretation: Two different halo ketones that can form A by an intramolecular alkylation reaction is to be drawn.

Concept introduction: Alkylation of aldehydes and ketones takes place in the presence of a strong base. The use of appropriate base, solvent and temperature can yield one major product regioselectively.

Lithium diisopropylamide (LDA) is a sterically hindered strong base. In an unsymmetrical ketone, it abstracts hydrogen from least substituted carbon to form kinetic product.

Interpretation Introduction

(b)

Interpretation: The synthesis of compound A from acetoacetic ester is to be devised.

Concept introduction: Alkylation of aldehydes and ketones takes place in the presence of a strong base. The use of appropriate base, solvent and temperature can yield one major product regioselectively.

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Write the complete common (not IUPAC) name of each molecule below. Note: if a molecule is one of a pair of enantiomers, be sure you start its name with D- or L- so we know which enantiomer it is. molecule C=O H3N CH3 common name (not the IUPAC name) H ☐ C=O H O-C-CH2-CH2 010 NH3 ☐ H3N ☐ HO 5

Write the systematic name of each organic molecule: structure CI CH3 HO-C-CH-CH-CH2 – CH— CH3 CH3 name X O ☐ CH3-CH-CH2-CH2-C-OH CH3 11 HO-C-CH-CH2-OH CH3 ☐

Check the box under each a amino acid. If there are no a amino acids at all, check the "none of them" box under the table. Note for advanced students: don't assume every amino acid shown must be found in nature. CH3 CH2 0 C=O + CH-CH3 H₂N C-COOH H₂N H H H3N C COO¯ NH, O HO C C H CH3-CH HO C=O H2N-CH-COOH CH2 NH3 HO CH3 none of them O NH3

Answer 2

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Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 23, Problem 23.62P

Interpretation Introduction

(a)

Interpretation: Two different halo ketones that can form A by an intramolecular alkylation reaction is to be drawn.

Concept introduction: Alkylation of aldehydes and ketones takes place in the presence of a strong base. The use of appropriate base, solvent and temperature can yield one major product regioselectively.

Lithium diisopropylamide (LDA) is a sterically hindered strong base. In an unsymmetrical ketone, it abstracts hydrogen from least substituted carbon to form kinetic product.

Interpretation Introduction

(b)

Interpretation: The synthesis of compound A from acetoacetic ester is to be devised.

Concept introduction: Alkylation of aldehydes and ketones takes place in the presence of a strong base. The use of appropriate base, solvent and temperature can yield one major product regioselectively.

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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 aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 23, Problem 23.62P

Interpretation Introduction

(a)

Interpretation: Two different halo ketones that can form A by an intramolecular alkylation reaction is to be drawn.

Concept introduction: Alkylation of aldehydes and ketones takes place in the presence of a strong base. The use of appropriate base, solvent and temperature can yield one major product regioselectively.

Lithium diisopropylamide (LDA) is a sterically hindered strong base. In an unsymmetrical ketone, it abstracts hydrogen from least substituted carbon to form kinetic product.

Interpretation Introduction

(b)

Interpretation: The synthesis of compound A from acetoacetic ester is to be devised.

Concept introduction: Alkylation of aldehydes and ketones takes place in the presence of a strong base. The use of appropriate base, solvent and temperature can yield one major product regioselectively.

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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 aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 23, Problem 23.62P

Interpretation Introduction

(a)

Interpretation: Two different halo ketones that can form A by an intramolecular alkylation reaction is to be drawn.

Concept introduction: Alkylation of aldehydes and ketones takes place in the presence of a strong base. The use of appropriate base, solvent and temperature can yield one major product regioselectively.

Lithium diisopropylamide (LDA) is a sterically hindered strong base. In an unsymmetrical ketone, it abstracts hydrogen from least substituted carbon to form kinetic product.

Interpretation Introduction

(b)

Interpretation: The synthesis of compound A from acetoacetic ester is to be devised.

Concept introduction: Alkylation of aldehydes and ketones takes place in the presence of a strong base. The use of appropriate base, solvent and temperature can yield one major product regioselectively.

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Answer 5

Chapter 23, Problem 23.62P

Interpretation Introduction

(a)

Interpretation: Two different halo ketones that can form A by an intramolecular alkylation reaction is to be drawn.

Concept introduction: Alkylation of aldehydes and ketones takes place in the presence of a strong base. The use of appropriate base, solvent and temperature can yield one major product regioselectively.

Lithium diisopropylamide (LDA) is a sterically hindered strong base. In an unsymmetrical ketone, it abstracts hydrogen from least substituted carbon to form kinetic product.

Interpretation Introduction

(b)

Interpretation: The synthesis of compound A from acetoacetic ester is to be devised.

Concept introduction: Alkylation of aldehydes and ketones takes place in the presence of a strong base. The use of appropriate base, solvent and temperature can yield one major product regioselectively.

Answer 6

Chapter 23, Problem 23.62P

Interpretation Introduction

(a)

Interpretation: Two different halo ketones that can form A by an intramolecular alkylation reaction is to be drawn.

Concept introduction: Alkylation of aldehydes and ketones takes place in the presence of a strong base. The use of appropriate base, solvent and temperature can yield one major product regioselectively.

Lithium diisopropylamide (LDA) is a sterically hindered strong base. In an unsymmetrical ketone, it abstracts hydrogen from least substituted carbon to form kinetic product.

Answer 7

Chapter 23, Problem 23.62P

Interpretation Introduction

(a)

Interpretation: Two different halo ketones that can form A by an intramolecular alkylation reaction is to be drawn.

Concept introduction: Alkylation of aldehydes and ketones takes place in the presence of a strong base. The use of appropriate base, solvent and temperature can yield one major product regioselectively.

Lithium diisopropylamide (LDA) is a sterically hindered strong base. In an unsymmetrical ketone, it abstracts hydrogen from least substituted carbon to form kinetic product.

Answer 8

Interpretation Introduction

(b)

Interpretation: The synthesis of compound A from acetoacetic ester is to be devised.

Concept introduction: Alkylation of aldehydes and ketones takes place in the presence of a strong base. The use of appropriate base, solvent and temperature can yield one major product regioselectively.

Answer 9

Interpretation Introduction

(b)

Interpretation: The synthesis of compound A from acetoacetic ester is to be devised.

Concept introduction: Alkylation of aldehydes and ketones takes place in the presence of a strong base. The use of appropriate base, solvent and temperature can yield one major product regioselectively.

Answer 10

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Answer 21

Ch. 23 - Problem 23.1 Draw the enol or keto tautomer(s) of...Ch. 23 - Prob. 23.2P Ch. 23 - Problem 23.3 When phenylacetaldehyde is dissolved...Ch. 23 - Prob. 23.4P Ch. 23 - Problem 23.5 Which bonds in the following...Ch. 23 - Prob. 23.6P Ch. 23 - Prob. 23.7P Ch. 23 - Prob. 23.8P Ch. 23 - Prob. 23.9P Ch. 23 - Prob. 23.10P

Solution Summary: The author explains that the synthesis of compound A from acetoacetic ester is to be devised.

Concept explainers

(b)

Interpretation: The synthesis of compound A from acetoacetic ester is to be devised.

Concept introduction: Alkylation of aldehydes and ketones takes place in the presence of a strong base. The use of appropriate base, solvent and temperature can yield one major product regioselectively.

Chapter 23 Solutions

Solution Summary: The author explains that the synthesis of compound A from acetoacetic ester is to be devised.

Concept explainers

(b) Interpretation: The synthesis of compound A from acetoacetic ester is to be devised. Concept introduction: Alkylation of aldehydes and ketones takes place in the presence of a strong base. The use of appropriate base, solvent and temperature can yield one major product regioselectively.

Chapter 23 Solutions

(b)

Interpretation: The synthesis of compound A from acetoacetic ester is to be devised.

Concept introduction: Alkylation of aldehydes and ketones takes place in the presence of a strong base. The use of appropriate base, solvent and temperature can yield one major product regioselectively.