The observation that cyclohexanone forms a cyanohydrin in good yield but 2,2,6-trimethylcyclohexanone does not is to be explained. Concept introduction: Aldehydes and ketones undergo nucleophilic addition when treated with HCN to yield a cyanohydrin. The reaction is reversible and acid-catalyzed. To explain: The observation that cyclohexanone forms a cycnohydrin in good yield but 2,2,6-trimethylcyclohexanone does not.

Question

Draw the structures of the following compound: 8-benzyl-6-(3-chloro-2-methylbutyl)-N-ethyl-9-fluoro-N,2,2-trimethyl-7-propoxy-5-decanamine

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 19.6, Problem 9P

Interpretation Introduction

Interpretation:

The observation that cyclohexanone forms a cyanohydrin in good yield but 2,2,6-trimethylcyclohexanone does not is to be explained.

Concept introduction:

Aldehydes and ketones undergo nucleophilic addition when treated with HCN to yield a cyanohydrin. The reaction is reversible and acid-catalyzed.

To explain:

The observation that cyclohexanone forms a cycnohydrin in good yield but 2,2,6-trimethylcyclohexanone does not.

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Draw the structures of the following compound: 8-benzyl-6-(3-chloro-2-methylbutyl)-N-ethyl-9-fluoro-N,2,2-trimethyl-7-propoxy-5-decanamine

When trans-2-chloro-1-cyclohexanol is treated with a base, cyclohexene oxide is the product. However, when cis-2-chloro-1-cyclohexanol is treated with a base, the product is cyclohexanone. Why doesn’t the cis isomer yield the oxide?

Explain why methyl trifluoroacetate, CF3CO2CH3, is more reactive than methyl acetate, CH3CO2CH3, in nucleophilic acyl substitution reactions.

Answer 2

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 19.6, Problem 9P

Interpretation Introduction

Interpretation:

The observation that cyclohexanone forms a cyanohydrin in good yield but 2,2,6-trimethylcyclohexanone does not is to be explained.

Concept introduction:

Aldehydes and ketones undergo nucleophilic addition when treated with HCN to yield a cyanohydrin. The reaction is reversible and acid-catalyzed.

To explain:

The observation that cyclohexanone forms a cycnohydrin in good yield but 2,2,6-trimethylcyclohexanone does not.

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Check out sample textbook solution

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 19.6, Problem 9P

Interpretation Introduction

Interpretation:

The observation that cyclohexanone forms a cyanohydrin in good yield but 2,2,6-trimethylcyclohexanone does not is to be explained.

Concept introduction:

Aldehydes and ketones undergo nucleophilic addition when treated with HCN to yield a cyanohydrin. The reaction is reversible and acid-catalyzed.

To explain:

The observation that cyclohexanone forms a cycnohydrin in good yield but 2,2,6-trimethylcyclohexanone does not.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

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 19.6, Problem 9P

Interpretation Introduction