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Organic Chemistry > ACS enolate review > Flashcards

ACS enolate review Flashcards

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1
Q

Which of the following have an enol form?

A

2-chloropronal

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2
Q

Which one of the following has two different enol forms?

A

3,3-dimethylcyclohexone

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3
Q

How many alpha hydrogen are there on 2,4-dimethyl-3-pentanone?

A

Two

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4
Q

Identify the most acid hydrogen for the following compound

A

2

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5
Q

Identify the keto form of the following enol

A

E- 3-penten-2-one

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6
Q

What is the relationship between keto & enol?

A

constitutional isomers

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7
Q

Which of the following has the highest percentage of enol in a keto-enol equilibrium?

A

2,4-hexanediol

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8
Q

What is the adol product of proponal?

A

3-hydroxy-2-methylpentanal

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9
Q

How many different adol products can be formed in the reaction of equal amounts of proponal and butanal with aqueous sodium hydroxide at 0C?

A

Four

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10
Q

Benzalactone is the crossed adol condensation product between benzaldehyde and aceton. Which of the following is the structure of benzalacetone?

A

C6H5CH=CHC=OCH3

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11
Q

What is the product of the following intramolecular adol condensation reaction?

A

The with cyclopentene & aldehyde

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12
Q

Identify the starting reagent needed to make the following compound by a mixed adol condensation

A

Benzaldehyde & 3-pentanone

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13
Q

The robinson annulation reaction is shown below. identify the missing reagent in the first step

A

H2C=CHC=OCH3

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14
Q

Which one of the following reagents adds a methyl group by conjugate (1,4-addition) addition to an alpha beta unsaturated ketone or aldehyde?

A

LiCu(CH3)2

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15
Q

What is the product of the sequence below

A

3-ethyl-2-methyl-1-hexonal

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16
Q

Heating a mixture of 1,3-diphenylacetone and acrolein in trimethyl gives a product C18H16O in 53%yield. The mechanism for the product formation is a micheal addition followed by an intramolecular adol condensation. Whic of the following is the product of this reaction?

A

The one with Ph on both sides of the carbonyl & a double where ph is on the alpa position of the double bond

17
Q

Identify the following keto form of the following enol structure

A

2-methylcyclopentanone

18
Q

Which of the following is the mixed adol condensation product of the reaction shown below?

A

C6H5C=OCH=CHC6H5

19
Q

Which of the following cannot form an enolate anion?

A

2,2-dimethylbutanal

20
Q

Which of the following is the adol addition product of butanal?2-ethyl-3-hydroxyhexenal

A

2-ethyl-3-hydroxyhexanal

Organic Chemistry (47 decks)

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