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NEET Chemistry: Aldehydes, Ketones and Carboxylic Acids questions with solutions

81 questions with worked solutions.

Questions

Q1. An aldehyde on oxidation gives

  1. an acid
  2. an alcohol
  3. an ether
  4. a ketone

Answer: an acid

Aldehydes oxidize easily because they have a hydrogen attached to the carbonyl carbon. Oxidation converts the aldehyde group into a carboxylic acid group.

Q2. The percentage of formaldehyde in formalin is:

  1. \( 40 \% \)
  2. 30\%
  3. \( 20 \% \)
  4. 10\%

Answer: \( 40 \% \)

Formalin is the common laboratory solution of formaldehyde, and its standard concentration is about 37–40%. Therefore, the correct option is 40%.

Q3. The addition compound obtained by treating propanone with hydrogen cyanide is:

  1. propene cyanohydrin
  2. ethene cyanohydrin
  3. propane cyanohydrin
  4. ethane cyanohydrin

Answer: propene cyanohydrin

Propanone reacts with HCN to form its cyanohydrin, where CN and OH add to the former carbonyl carbon. Since the starting ketone has three carbons, the product is propene cyanohydrin in the given options.

Q4. Carboxylic acids dissolve in NaHCO3 and evolve CO2 gas but phenols do not.

  1. Carboxylic acids dissolve in NaHCO3 and evolve CO2 gas but phenols do not.
  2. Phenols dissolve in NaHCO3 and evolve CO2 gas but carboxylic acids do not.
  3. Both carboxylic acids and phenols dissolve in NaHCO3 and evolve CO2 gas.
  4. Neither carboxylic acids nor phenols dissolve in NaHCO3 and evolve CO2 gas.

Answer: Carboxylic acids dissolve in NaHCO3 and evolve CO2 gas but phenols do not.

Carboxylic acids react with NaHCO3 to form a salt, water, and CO2 gas due to their stronger acidity compared to phenols, which do not react with NaHCO3.

Q5. Which of the following compounds undergoes oxidation to give acetic acid?

  1. CH3—CH=CH—CH3
  2. CH3—CH2—CH2—CH3
  3. CH3—CH—CH2—CH3
  4. CH3—CH2—CH=CH2

Answer: CH3—CH=CH—CH3

CH3—CH=CH—CH3 (option A) undergoes oxidation to give acetic acid because the double bond allows for cleavage and oxidation to form carboxylic acids. The other compounds lack the necessary functional group or structure for this reaction.

Q6. The relative reactivities of acyl compounds towards nucleophilic substitution are in the order of:

  1. (a) Acyl chloride > Acid anhydride > Ester > Amide
  2. (b) Ester > Acyl chloride > Amide > Acid anhydride
  3. (c) Acid anhydride > Amide > Ester > Acyl chloride
  4. (d) Acyl chloride > Ester > Acid anhydride > Amide

Answer: (a) Acyl chloride > Acid anhydride > Ester > Amide

The reactivity of acyl compounds towards nucleophilic substitution depends on the leaving group ability and the electrophilicity of the carbonyl carbon. Acyl chlorides are the most reactive due to the excellent leaving ability of Cl⁻, followed by acid anhydrides, esters, and amides (which have poor leaving groups).

Q7. Aldehydes are more reactive than ketones due to +I effect of CH3 group. There are two CH3 groups in acetone which reduces +ve charge density on carbon atom of carbonyl group. More hindered carbonyl group too becomes less reactive. So, in the given case CH3CHO is the right choice.

  1. CH3CHO > CH3COCH3
  2. CH3COCH3 > CH3CHO
  3. CH3CHO = CH3COCH3
  4. CH3CHO < CH3COCH3

Answer: CH3CHO > CH3COCH3

Aldehydes are more reactive than ketones because ketones have two alkyl groups that exhibit +I effect, reducing the electrophilicity of the carbonyl carbon. Additionally, steric hindrance in ketones further decreases their reactivity. Thus, CH3CHO is more reactive than CH3COCH3.

Q8. Among the given compounds, the most susceptible to nucleophilic attack at the carbonyl group is:

  1. (a) CH₃COOCH₃
  2. (b) CH₃CONH₂
  3. (c) CH₃COOCOCH₃
  4. (d) CH₃COCl

Answer: (d) CH₃COCl

Acyl chlorides (CH₃COCl) are the most reactive towards nucleophilic attack due to the strong electron-withdrawing effect of the chlorine atom, which increases the electrophilicity of the carbonyl carbon.

Q9. Which one of the following orders of acid strength is correct?

  1. RCOOH > HC ≡ CH > HOH > ROH
  2. RCOOH > ROH > HOH > HC ≡ CH
  3. RCOOH > HOH > ROH > HC ≡ CH
  4. RCOOH > HC ≡ CH > ROH > HOH

Answer: RCOOH > HOH > ROH > HC ≡ CH

Carboxylic acids (RCOOH) are the strongest acids among the given options due to resonance stabilization of their conjugate base. Water (HOH) is more acidic than alcohols (ROH) because alcohols have an electron-donating alkyl group that reduces acidity. Alkynes (HC≡CH) are the least acidic due to the lack of resonance stabilization in their conjugate base.

Q10. In the following reaction: HC≡CH (H2SO4, Hg2+) → 'P'. Product 'P' will not give

  1. Iodoform test
  2. Tollen’s reagent test
  3. Brady’s reagent test
  4. Victor Meyer test

Answer: Tollen’s reagent test

The reaction converts HC≡CH into acetaldehyde (CH3CHO). Acetaldehyde gives a positive iodoform test, Brady's reagent test, and Victor Meyer test but does not give a positive Tollen's reagent test as it is not an aromatic aldehyde.

Q11. Compound A, C8H10O, is found to react with NaOI (produced by reacting Y with NaOH) and yields a yellow precipitate with characteristic smell. A and Y are respectively

  1. H3C–CH2–OH and I2
  2. CH2–CH2–OH and I2
  3. CH3–OH and I2
  4. CH–CH3 and I2

Answer: CH–CH3 and I2

Compound A (C8H10O) reacts with NaOI to form a yellow precipitate of iodoform, indicating the presence of a methyl ketone group. Y is I2, which reacts with NaOH to produce NaOI. Thus, A is CH3–CO–CH3 (acetophenone) and Y is I2.

Q12. Reaction by which Benzaldehyde cannot be prepared:

  1. COCl (a)
  2. CO (b)
  3. CO (c)
  4. CO (d)

Answer: CO (d)

The question seems incomplete or unclear, but based on typical benzaldehyde preparation methods, the reaction involving CO (d) might not align with standard methods like Gattermann-Koch or Rosenmund reduction.

Q13. Consider the following reaction: COCl H2 Pd-BaSO4 → 'A' The product 'A' is:

  1. C6H5CHO
  2. C6H5OH
  3. C6H5COCH3
  4. C6H5Cl

Answer: C6H5CHO

The reaction described is the Rosenmund reduction, where an acid chloride (COCl) is reduced to an aldehyde (C6H5CHO) using hydrogen gas in the presence of Pd-BaSO4 as a catalyst.

Q14. Ketones R—C—R1, where R = R1 = alkyl groups || O can be obtained in one step by

  1. oxidation of primary alcohols
  2. hydrolysis of esters
  3. oxidation of tertiary alcohols
  4. reaction of acid halides with alcohols

Answer: hydrolysis of esters

Ketones can be obtained in one step by the hydrolysis of esters, as the ester bond breaks to form a ketone and an alcohol.

Q15. The catalyst used in Rosenmund's reduction is:

  1. HgSO4
  2. Pd/BaSO4
  3. anhydrous AlCl3
  4. anhydrous ZnCl2

Answer: Pd/BaSO4

Rosenmund's reduction involves the reduction of acid chlorides to aldehydes using hydrogen gas in the presence of palladium (Pd) supported on barium sulfate (BaSO4) as a catalyst.

Q16. Pinacolone is

  1. 2, 3-Dimethyl-2, 3-butanediol
  2. 3, 3-Dimethyl-2-butanone
  3. 1-Phenyl-2-Propanone
  4. 1,1-Diphenyl-2-ethandiol

Answer: 3, 3-Dimethyl-2-butanone

Pinacolone is the common name for 3,3-dimethyl-2-butanone, a ketone derived from the rearrangement of pinacol (a diol).

Q17. Which of the following reactions will not result in the formation of carbon-carbon bonds?

  1. Reimer-Tiemann reaction
  2. Cannizzaro reaction
  3. Wurtz reaction
  4. Friedel-Crafts acylation

Answer: Cannizzaro reaction

The Cannizzaro reaction involves the disproportionation of aldehydes without alpha-hydrogens into alcohols and carboxylic acids, and does not form carbon-carbon bonds. The other reactions involve carbon-carbon bond formation.

Q18. Reaction between benzaldehyde and acetophenone in presence of dilute NaOH is known as

  1. Cannizzaro's reaction
  2. Cross Cannizzaro's reaction
  3. Cross Aldol condensation
  4. Aldol condensation

Answer: Cross Aldol condensation

The reaction between benzaldehyde (an aldehyde without an alpha-hydrogen) and acetophenone (a ketone with an alpha-hydrogen) in the presence of dilute NaOH is a cross aldol condensation, as it involves two different carbonyl compounds.

Q19. Of the following, which is the product formed when cyclohexanone undergoes aldol condensation followed by heating?

  1. Structure (a)
  2. Structure (b)
  3. Structure (c)
  4. Structure (d)

Answer: Structure (b)

Cyclohexanone undergoes aldol condensation to form a β-hydroxyketone intermediate, which upon heating undergoes dehydration to yield an α,β-unsaturated ketone. This matches structure (b).

Q20. The product formed by the reaction of an aldehyde with a primary amine is:

  1. Schiff base
  2. Ketone
  3. Carboxylic acid
  4. Aromatic acid

Answer: Schiff base

When an aldehyde reacts with a primary amine, it forms an imine, commonly referred to as a Schiff base, through a condensation reaction.

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