Question 1

Which of the following compounds will give a positive Tollens' test, but does NOT give a positive iodoform test?

Accepted Answer

Benzaldehyde ($$C_6H_5CHO)$$

Question 2

A student treats benzaldehyde with sodium hydroxide solution. Which of the following is the major product?

Accepted Answer

$$C_6H_5CH(OH)CH_2C_6H_5 ($$Benzyl alcohol and benzoate ion mixture from Cannizzaro reaction)

Question 3

Which of the following statements best explains why acetone ($$CH_3COCH_3) $$does NOT give a positive Tollens' test?

Accepted Answer

Acetone is a ketone and cannot be oxidized to a carboxylic acid under mild conditions.

Question 4

Which of the following sequences will convert propanone ($$CH_3COCH_3) to 2-$$propanol ($$CH_3CHOHCH_3$$)?

Accepted Answer

Reduction with $$NaBH_4$$

Question 5

Which of the following compounds will give a yellow precipitate with iodine in sodium hydroxide (iodoform test)?

Accepted Answer

Acetone ($$CH_3COCH_3)$$

Question 6

A compound with molecular formula $$C_3H_6O$$ does NOT reduce Tollens' reagent but gives a positive iodoform test. What is the compound?

Accepted Answer

Acetone ($$CH_3COCH_3)$$

Question 7

Which of the following best distinguishes between benzaldehyde and acetaldehyde?

Accepted Answer

Acetaldehyde gives a positive iodoform test, benzaldehyde does not.

Question 8

Arrange the following in increasing order of reactivity towards nucleophilic addition: 
$$CH_3CHO$$, $$C_6H_5CHO$$, $$CH_3COCH_3$$

Accepted Answer

$$CH_3COCH_3 \u003c C_6H_5CHO \u003c CH_3CHO$$

Question 9

Which of the following reactions is used to distinguish between aldehydes and ketones?

Accepted Answer

Reaction with Tollens' reagent

Question 10

A student oxidizes ethanol using acidified potassium dichromate. Which product is formed?

Accepted Answer

Ethanoic acid ($$CH_3COOH)$$

Question 11

Which of the following statements is correct regarding the reactivity of formaldehyde ($$HCHO) $$and acetaldehyde ($$CH_3CHO) $$towards nucleophilic addition?

Accepted Answer

Formaldehyde is more reactive than acetaldehyde.

Question 12

Which of the following is the correct product when benzaldehyde is treated with $$NaOH ($$Cannizzaro reaction)?

Accepted Answer

Benzyl alcohol and benzoic acid

Question 13

Which of the following will NOT undergo nucleophilic addition with HCN?

Accepted Answer

Formic acid ($$HCOOH)$$

Question 14

Which of the following is the correct IUPAC name for the compound $$CH_3COCH_2CH_3$$?

Accepted Answer

2-Butanone

Question 15

A chemist wants to convert benzoic acid ($$C_6H_5COOH) to $$benzaldehyde. Which reagent should be used?

Accepted Answer

DIBAL-H

Question 16

Which of the following statements about the oxidation of primary alcohols is correct?

Accepted Answer

Primary alcohols are oxidized to aldehydes and then to carboxylic acids.

Question 17

Which of the following compounds will react with $$NaHCO_3 to $$produce $$CO_2$$ gas?

Accepted Answer

Benzoic acid ($$C_6H_5COOH)$$

Question 18

Which of the following is the product when acetophenone ($$C_6H_5COCH_3) is $$treated with $$I_2$$ and $$NaOH$$?

Accepted Answer

Iodoform ($$CHI_3) $$and sodium benzoate

Question 19

Which of the following best explains why benzoic acid is a stronger acid than acetic acid?

Accepted Answer

The carboxylate ion of benzoic acid is stabilized by resonance with the benzene ring.

Aldehydes, Ketones & Carboxylic Acids: Reactions, Properties, and Applications

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