Chapter 18 Reagents Quiz Flashcards

1
Q

Reaction of formaldehyde with a Grignard Reagent forms what type of alcohol?

A

Primary Alcohol

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2
Q

Reaction of Aldehyde(except formaldehyde) with a grignard reagent forms what type of alcohol?

A

Secondary Alcohol

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3
Q

Reaction of Ketone with a grignard reagent forms what type of alcohol?

A

Tertiary Alcohol

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4
Q

Reaction of CO2 with Grignard reagent forms what type of compound?

A

Carboxylic Acid

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5
Q

Reaction of an Ester with excess grignard reagent forms what?

A

It forms a tertiary alcohol with 2 same substituents.

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6
Q

Reaction of an acyl chloride with a grignard reagent forms what?

A

It forms a tertiary alcohol with 2 same substituents.

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7
Q

What does the carbonyl compounds with acetylide ions form?

A

It forms a tertiary alochol plus the acetylide ion attached as a substituent on the tetrahedral carbon.

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8
Q

Reaction of an aldehyde with NaBH4 forms what type of alcohol?

A

Primary Alcohol

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9
Q

Reaction of a ketone with NaBH4 forms what type of alcohol?

A

Secondary Alcohol

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10
Q

Reaction of an acyl chloride with NaBH4 forms what type of alcohol?

A

Primary alcohol

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11
Q

Reaction of an ester with LiAlH4 forms what?

A

It forms 2 primary alcohol

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12
Q

Reaction of an ester with DIBAL-H will form what?

A

DIBAL-H on Ester will form an ALDEHYDE.

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13
Q

Reaction of carboxylic acid with LiAlH4 forms what?

A

It forms a primary alcohol

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14
Q

Reaction of an amide with LiAlH4 forms what?

A

It forms an amine. The double bond O gets cleaved off but the amine stays.

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15
Q

Reaction of an aldehyde or ketone with -CN forms what?

A

Cyanohydrin. A tetrahedral compound with alcohol and CN attached.

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16
Q

Reaction of an aldehyde and ketones with a primary amine forms what?

A

It will form an imine. Double oxygen is replaced with Double bond to Nitrogen.

17
Q

Reaction of an aldehyde and ketones with wolf kishner reduction converts a carbonyl group to what?

A

It converts to a methyline group. The double bond O is cleaved off and just becomes a carbon attached to the two substituents.

18
Q

Reaction of aldehyde and ketones with secondary amine forms what?

A

It forms an enamine. The double bond Oxygen is replaced with single bond nitrogen and the substituent connected to it.

19
Q

Reaction of an aldehyde and ketone with H20 forms what?

A

It forms hydrate. A tetrahedral with 2 alcohol substituents.

20
Q

reaction of an aldehyde and ketone with excess alcohol forms what?

A

It forms Acetal or Ketal. A tetrahedral with double bond O is replaced with 2x substituent attached to 2x alcohol on the alpha carbon.

21
Q

Aldehydes and ketones can be protected by what?

A

By converting it to acetals.

22
Q

The OH group of an alcohol can be protected by what?

A

By converting it to a TMS ether. R-OH + (CH3)3SiCl => R-OSi(CH3)3

23
Q

The OH group of a carboxylic acid can be protected by what?

A

By converting to an ester. RCOOH + Excess CH3OH Hcl RCOOR

24
Q

The amino group can be protected by what?

A

By being converted to an amide. ex. 2 R’NH2 + RCOCl => RCO-NHR’

25
Q

Reaction of an aldehyde or ketone w thiol forms what?

A

It forms thioacetal or thioketal. A tetrahedral with Double bond O replaced by 2 Sulfur with substituents.

26
Q

Desulfurization of thioacetal or a thioketal will end with what?

A

It will end with an alkane. R-CH2-R’

27
Q

Reaction of an ald or ketone w phosphonium YLIDE forms what?

A

It forms an alkene. The double bond O is replaced with what ever the substituent attached to P. Ex. RCOOR’ + XXXP=CR2 => RCRCRR

28
Q

Reaction of an alpha,beta unsaturated aldehyde /ketone with nucleophile will do what?

A

It will create 2 products. First product will be that it creates a tetrahedral on double bond O replaced by oxygen and nuc attached to that primary carbon. Second product will be the ald/ketone attached to the other substituent with the double bond and making it a single bond.

29
Q

Reaction of an alpha, beta carboxylic acid with nuc will do what?

A

For a Cl substituent, Cl will be a leaving group and replaced by Nuc. For an amide substituent, Nuc will be attached to the other double bond not on the alpha carbon.