Glutamate is converted into α- ketoglutarate by the reaction sequence shown below. The structure of the imine intermediate is to be shown and mechanisms for both steps are to be proposed. Concept introduction: Transfer of a hydride ion from the glutamate to NAD+ followed by the deprotonation of the intermediate formed will yield the imine. The attack of water on the protonated imine and subsequent deprotonation yield a carbinolamine intermediate. The intermediate on further reaction breaks to yield a ketone and amine /ammonia as products. To show: The structure of the imine intermediate formed when glutamate is converted into α- ketoglutarate by the reaction sequence shown below and to propose mechanisms for both steps.

Question

Explain why the following names of the structures are incorrect. CH2CH3 CH3-C=CH-CH2-CH3 a. 2-ethyl-2-pentene CH3 | CH3-CH-CH2-CH=CH2 b. 2-methyl-4-pentene

Answer 1

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 19.SE, Problem 50MP

Interpretation Introduction

Interpretation:

Glutamate is converted into α- ketoglutarate by the reaction sequence shown below.

The structure of the imine intermediate is to be shown and mechanisms for both steps are to be proposed.

Concept introduction:

Transfer of a hydride ion from the glutamate to NAD+ followed by the deprotonation of the intermediate formed will yield the imine.

The attack of water on the protonated imine and subsequent deprotonation yield a carbinolamine intermediate. The intermediate on further reaction breaks to yield a ketone and amine/ammonia as products.

To show:

The structure of the imine intermediate formed when glutamate is converted into α- ketoglutarate by the reaction sequence shown below and to propose mechanisms for both steps.

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Explain why the following names of the structures are incorrect. CH2CH3 CH3-C=CH-CH2-CH3 a. 2-ethyl-2-pentene CH3 | CH3-CH-CH2-CH=CH2 b. 2-methyl-4-pentene

Draw the line-angle formula of cis-2,3-dichloro-2-pentene. Then, draw the line-angle formula of trans-2,3-dichloro-2-pentene below. Draw the dash-wedge formula of cis-1,3-dimethylcyclohexane. Then, draw the dash-wedge formula of trans-1,3-dimethylcyclohexane below.

Record the amounts measured and calculate the percent yield for Part 2 in the table below. Dicyclopentadiene measured in volume Cyclopentadiene measured in grams 0 Measured Calculated Mol Yield Mass (g) or Volume (mL) Mass (g) or Volume (ml) 0.6 2.955 Part 2 Measurements and Results Record the amounts measured and calculate the percent yield for Part 2 in the table below. 0.588 0.0044 2.868 0.0434 N/A Table view List view Measured Calculated Mol $ Yield Melting Point (C) Mass (g) or Volume (ml) Mass (g) or Volume (ml.) Cyclopentadiene 0.1 0.08 0.001189 measured in volume Maleic Anhydride 0.196 N/A cis-norbornene-5,6-endo- dicarboxylic anhydride 0.041 0.0002467 N/A N/A N/A 0.002 N/A N/A 128

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 19.SE, Problem 50MP

Interpretation Introduction

Interpretation:

Glutamate is converted into α- ketoglutarate by the reaction sequence shown below.

The structure of the imine intermediate is to be shown and mechanisms for both steps are to be proposed.

Concept introduction:

Transfer of a hydride ion from the glutamate to NAD+ followed by the deprotonation of the intermediate formed will yield the imine.

The attack of water on the protonated imine and subsequent deprotonation yield a carbinolamine intermediate. The intermediate on further reaction breaks to yield a ketone and amine/ammonia as products.

To show:

The structure of the imine intermediate formed when glutamate is converted into α- ketoglutarate by the reaction sequence shown below and to propose mechanisms for both steps.

Expert Solution & Answer

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See solution

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 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 19.SE, Problem 50MP

Interpretation Introduction

Interpretation:

Glutamate is converted into α- ketoglutarate by the reaction sequence shown below.

The structure of the imine intermediate is to be shown and mechanisms for both steps are to be proposed.

Concept introduction:

Transfer of a hydride ion from the glutamate to NAD+ followed by the deprotonation of the intermediate formed will yield the imine.

The attack of water on the protonated imine and subsequent deprotonation yield a carbinolamine intermediate. The intermediate on further reaction breaks to yield a ketone and amine/ammonia as products.

To show:

The structure of the imine intermediate formed when glutamate is converted into α- ketoglutarate by the reaction sequence shown below and to propose mechanisms for both steps.

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 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 19.SE, Problem 50MP

Interpretation Introduction