Chapter 18 Reagents Quiz

Question 1

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

Answer 1

Primary Alcohol

Question 2

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

Answer 2

Secondary Alcohol

Question 3

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

Answer 3

Tertiary Alcohol

Question 4

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

Answer 4

Carboxylic Acid

Question 5

Reaction of an Ester with excess grignard reagent forms what?

Answer 5

It forms a tertiary alcohol with 2 same substituents.

Question 6

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

Answer 6

It forms a tertiary alcohol with 2 same substituents.

Question 7

What does the carbonyl compounds with acetylide ions form?

Answer 7

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

Question 8

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

Answer 8

Primary Alcohol

Question 9

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

Answer 9

Secondary Alcohol

Question 10

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

Answer 10

Primary alcohol

Question 11

Reaction of an ester with LiAlH4 forms what?

Answer 11

It forms 2 primary alcohol

Question 12

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

Answer 12

DIBAL-H on Ester will form an ALDEHYDE.

Question 13

Reaction of carboxylic acid with LiAlH4 forms what?

Answer 13

It forms a primary alcohol

Question 14

Reaction of an amide with LiAlH4 forms what?

Answer 14

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

Question 15

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

Answer 15

Cyanohydrin. A tetrahedral compound with alcohol and CN attached.

Question 16

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

Answer 16

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

Question 17

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

Answer 17

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

Question 18

Reaction of aldehyde and ketones with secondary amine forms what?

Answer 18

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

Question 19

Reaction of an aldehyde and ketone with H20 forms what?

Answer 19

It forms hydrate. A tetrahedral with 2 alcohol substituents.

Question 20

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

Answer 20

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

Question 21

Aldehydes and ketones can be protected by what?

Answer 21

By converting it to acetals.

Question 22

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

Answer 22

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

Question 23

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

Answer 23

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

Question 24

The amino group can be protected by what?

Answer 24

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

Question 25

Reaction of an aldehyde or ketone w thiol forms what?

Answer 25

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

Question 26

Desulfurization of thioacetal or a thioketal will end with what?

Answer 26

It will end with an alkane. R-CH2-R’

Question 27

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

Answer 27

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

Question 28

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

Answer 28

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.

Question 29

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

Answer 29

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.