CUET UG Chemistry Booster Test -2 Preparation and Physical Properties
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QUESTION 1 OF 20
Clemmensen reduction properties:
Statements:
1. Reduces the carbonyl group to a CH₂ group
2. Uses zinc-amalgam
3. Uses concentrated hydrochloric acid
4. Operates under basic conditions
QUESTION 2 OF 20
Identify the reaction type: Treatment of a carbonyl compound with hydrazine followed by heating with sodium or potassium hydroxide in a high boiling solvent like ethylene glycol.
QUESTION 3 OF 20
During Tollens' test, what chemical change happens to the aldehyde molecule itself?
QUESTION 4 OF 20
Arrange the general steps involved in successfully performing Fehling's test on an aldehyde:
(A) Mix equal amounts of Fehling solution A and Fehling solution B
(B) Add the aldehyde to the mixed Fehling's reagent
(C) Heat the reaction mixture
(D) Observe the formation of a reddish-brown precipitate
QUESTION 5 OF 20
Match List-I (Reactant) with List-II (Haloform Test Result/Role):
| List-I | List-II |
|---|---|
| 1. Acetaldehyde (CH₃CHO) | a. Reagent for the haloform oxidation |
| 2. Acetone (CH₃COCH₃) | b. Gives positive test (due to methyl ketone group) |
| 3. Propanal (CH₃CH₂CHO) | c. Gives positive test (due to being a methyl aldehyde) |
| 4. Sodium hypohalite | d. Gives negative test |
QUESTION 6 OF 20
What is the IUPAC name of the carboxylic acid salt produced alongside chloroform when propanone (CH₃COCH₃) reacts with sodium hypochlorite?
QUESTION 7 OF 20
The exact number of alpha-hydrogen atoms present in a single molecule of ethanal (CH₃CHO) is:
QUESTION 8 OF 20
The conjugate base formed after the removal of an alpha-hydrogen from a ketone is stabilised by:
QUESTION 9 OF 20
The catalyst typically used in the formation of an aldol from aldehydes and ketones is:
QUESTION 10 OF 20
Arrange the following straight-chain aliphatic aldehydes in decreasing order of the number of carbon atoms in their respective aldol addition products (before dehydration):
(A) Pentanal
(B) Butanal
(C) Propanal
(D) Ethanal
QUESTION 11 OF 20
Can ketones be successfully used as one of the reactive components in a cross aldol reaction?
QUESTION 12 OF 20
Cross aldol condensation between ethanal and propanal:
Statements:
1. Produces a mixture of four distinct products
2. Occurs because both reactants contain alpha-hydrogen atoms
3. Involves self-condensation products as well as cross-condensation products
4. Yields only a single pure alkene
QUESTION 13 OF 20
Provide the IUPAC name of the primary alcohol produced via the Cannizzaro reaction of benzaldehyde.
QUESTION 14 OF 20
Identify the reaction type: Heating formaldehyde with concentrated alkali results in the formation of methanol and sodium formate.
QUESTION 15 OF 20
Match List-I (Chemical Component/Concept) with List-II (Reaction Behaviour/Effect):
| List-I | List-II |
|---|---|
| 1. Carbonyl group in benzaldehyde | a. Deactivating and meta-directing |
| 2. Carboxyl group in benzoic acid | b. Does not undergo Friedel-Crafts reaction |
| 3. Electrophilic substitution of benzaldehyde | c. Yields meta-substituted products |
| 4. Reactivity of aromatic aldehydes | d. Less reactive than aliphatic aldehydes toward nucleophiles |
QUESTION 16 OF 20
Why does the carbonyl group act as a meta-directing group in aromatic aldehydes and ketones?
QUESTION 17 OF 20
Formaldehyde is an essential starting material to prepare Bakelite. What structural type of resin is Bakelite?
QUESTION 18 OF 20
Which of the following is NOT primarily manufactured starting from acetaldehyde?
QUESTION 19 OF 20
Which aldehyde is specifically mentioned in the text as being used in the dye industry?
QUESTION 20 OF 20
Which of the following is stated as a common industrial solvent?
Test Complete!
Answer Review
1 Clemmensen reduction properties:
Statements:
1. Reduces the carbonyl group to a CH₂ group
2. Uses zinc-amalgam
3. Uses concentrated hydrochloric acid
4. Operates under basic conditions
�� Clemmensen reduction converts carbonyl groups into CH₂ groups. �� It uses zinc-amalgam (Zn-Hg). �� The reaction is carried out in concentrated HCl.
Clemmensen reduction is a reduction reaction in which aldehydes and ketones are converted into hydrocarbons by reducing the carbonyl group (>C=O) to a methylene group (–CH₂–). The reaction employs zinc-amalgam and concentrated hydrochloric acid under strongly acidic conditions.
- �� Statement 4 is incorrect because Clemmensen reduction occurs in acidic medium, not basic medium.
- �� Therefore options B, C and D are incorrect.
Used
- Statement-Based MCQ
- Clemmensen = Zn-Hg + HCl → C=O becomes CH₂.
2 Identify the reaction type: Treatment of a carbonyl compound with hydrazine followed by heating with sodium or potassium hydroxide in a high boiling solvent like ethylene glycol.
�� Hydrazine reacts with the carbonyl compound. �� Heating with KOH/NaOH in ethylene glycol follows. �� Carbonyl group is reduced to CH₂.
In the Wolff-Kishner reduction, aldehydes and ketones react with hydrazine to form hydrazones. Subsequent heating with sodium or potassium hydroxide in a high-boiling solvent such as ethylene glycol reduces the carbonyl group completely to a methylene group.
- �� Option A uses Zn-Hg/HCl.
- �� Option C converts acyl chlorides to aldehydes.
- �� Option D converts nitriles to aldehydes.
Used
- Reaction Type Identification
- Hydrazine + KOH + Heat = Wolff-Kishner.
3 During Tollens' test, what chemical change happens to the aldehyde molecule itself?
�� Tollens' reagent is an oxidizing agent. �� Aldehyde is oxidized. �� Carboxylate ion is formed in alkaline medium.
Tollens' reagent, ammoniacal silver nitrate solution, oxidizes aldehydes to their corresponding carboxylate ions. Simultaneously, Ag⁺ ions are reduced to metallic silver, producing the characteristic silver mirror.
- �� Option A describes reduction, not oxidation.
- �� Option C is incorrect because aldehyde reacts.
- �� Option D refers to HCN addition.
Used
- Concept MCQ
- Tollens: Aldehyde oxidized, Silver reduced.
4 Arrange the general steps involved in successfully performing Fehling's test on an aldehyde:
(A) Mix equal amounts of Fehling solution A and Fehling solution B
(B) Add the aldehyde to the mixed Fehling's reagent
(C) Heat the reaction mixture
(D) Observe the formation of a reddish-brown precipitate
�� Prepare Fehling's reagent first. �� Add aldehyde sample. �� Heat the mixture. �� Observe the precipitate.
Correct sequence: 1. Mix Fehling solution A and B (A) 2. Add aldehyde sample (B) 3. Heat the reaction mixture (C) 4. Observe reddish-brown Cu₂O precipitate (D) Therefore, the correct order is (A), (B), (C), (D).
- �� Options B, C and D do not follow the proper experimental procedure.
Used
- Ordering
- Mix → Add → Heat → Observe.
5 Match List-I (Reactant) with List-II (Haloform Test Result/Role):
| List-I | List-II |
|---|---|
| 1. Acetaldehyde (CH₃CHO) | a. Reagent for the haloform oxidation |
| 2. Acetone (CH₃COCH₃) | b. Gives positive test (due to methyl ketone group) |
| 3. Propanal (CH₃CH₂CHO) | c. Gives positive test (due to being a methyl aldehyde) |
| 4. Sodium hypohalite | d. Gives negative test |
�� Acetaldehyde gives positive haloform test. �� Acetone gives positive haloform test. �� Propanal gives negative test. �� Sodium hypohalite acts as reagent.
List-I — List-II 1. Acetaldehyde — c. Gives positive test (methyl aldehyde) 2. Acetone — b. Gives positive test (methyl ketone) 3. Propanal — d. Gives negative test 4. Sodium hypohalite — a. Reagent for haloform oxidation Hence the correct matching is: 1-c, 2-b, 3-d, 4-a
- �� Options B, C and D incorrectly assign positive/negative haloform results and reagent roles.
Used
- Match the Following
- Haloform positive: CH₃CO– and CH₃CHO.
6 What is the IUPAC name of the carboxylic acid salt produced alongside chloroform when propanone (CH₃COCH₃) reacts with sodium hypochlorite?
�� Propanone is a methyl ketone. �� Methyl ketones undergo the haloform reaction. �� The reaction produces chloroform and sodium ethanoate.
Propanone (CH₃COCH₃) contains the methyl ketone group (CH₃CO–). During the haloform reaction with sodium hypochlorite, the methyl group attached to the carbonyl carbon is converted into chloroform (CHCl₃), while the remaining portion becomes the sodium salt of ethanoic acid. Reaction: CH₃COCH₃ + 3Cl₂ + 4NaOH → CHCl₃ + CH₃COONa + 3NaCl + 3H₂O Thus, the carboxylate salt formed is sodium ethanoate.
- �� Option A: Sodium methanoate is not formed.
- �� Option C: Sodium propanoate would require a different carbon skeleton.
- �� Option D: Sodium butanoate contains too many carbon atoms.
Used
- Naming
- Methyl ketone + Haloform reaction → Haloform + Carboxylate salt.
7 The exact number of alpha-hydrogen atoms present in a single molecule of ethanal (CH₃CHO) is:
�� Alpha-carbon is adjacent to the carbonyl carbon. �� In ethanal, the α-carbon is the CH₃ group. �� CH₃ contains three hydrogen atoms.
Ethanal has the structure: CH₃–CHO The carbon adjacent to the carbonyl carbon is called the α-carbon. In ethanal, this α-carbon is the methyl carbon (CH₃), which contains three hydrogen atoms. Therefore, ethanal possesses 3 α-hydrogen atoms.
- �� Options A and B underestimate the number of α-hydrogens.
- �� Option D exceeds the actual count.
Used
- Unit-Based MCQ
- Ethanal = CH₃CHO → α-carbon = CH₃ → 3 α-H.
8 The conjugate base formed after the removal of an alpha-hydrogen from a ketone is stabilised by:
�� Removal of α-hydrogen forms an enolate ion. �� Negative charge is delocalized between carbon and oxygen. �� Resonance stabilizes the conjugate base.
When an α-hydrogen is removed from a ketone, an enolate ion is formed. The negative charge is not localized on one atom; instead, it is delocalized through resonance between the α-carbon and the oxygen atom of the carbonyl group. This resonance stabilization makes α-hydrogens acidic and stabilizes the conjugate base.
- �� Option A does not explain stabilization.
- �� Option C relates to steric effects, not resonance stabilization.
- �� Option D is incorrect because oxygen is highly electronegative.
Used
- Concept MCQ
- α-H removed → Enolate formed → Resonance stabilizes.
9 The catalyst typically used in the formation of an aldol from aldehydes and ketones is:
�� Aldol reaction proceeds through enolate formation. �� A base removes the α-hydrogen. �� Dilute alkali commonly catalyzes the reaction.
Aldol condensation is generally carried out in the presence of dilute alkali such as NaOH or KOH. The base abstracts an α-hydrogen to form an enolate ion, which then attacks another carbonyl molecule to produce the aldol product.
- �� Option A is not the standard catalyst for aldol formation.
- �� Option C is used in Friedel-Crafts reactions.
- �� Option D is not involved in aldol condensation.
Used
- Concept MCQ
- Aldol = α-H removal = Dilute alkali.
10 Arrange the following straight-chain aliphatic aldehydes in decreasing order of the number of carbon atoms in their respective aldol addition products (before dehydration):
(A) Pentanal
(B) Butanal
(C) Propanal
(D) Ethanal
�� Self-aldol doubles the carbon skeleton. �� Larger aldehydes produce larger aldol products. �� Carbon count decreases from pentanal to ethanal.
Aldehyde — Carbon Atoms — Aldol Product Carbon Atoms Pentanal — 5 — 10 Butanal — 4 — 8 Propanal — 3 — 6 Ethanal — 2 — 4 Thus, decreasing order of carbon atoms in the aldol products is: Pentanal > Butanal > Propanal > Ethanal Therefore: (A), (B), (C), (D)
- �� Options B, C and D do not follow the correct decreasing carbon count sequence.
Used
- Ordering
- Self-aldol approximately doubles the number of carbon atoms.
11 Can ketones be successfully used as one of the reactive components in a cross aldol reaction?
�� Cross aldol can involve aldehydes and/or ketones. �� Ketones with α-hydrogen can participate. �� It is not limited to aldehydes only.
Cross aldol condensation occurs between two different aldehydes, two different ketones, or an aldehyde and a ketone, provided at least one compound can form an enolate ion. Therefore, ketones can be used as one component in a cross aldol reaction.
- �� Option B: Cross aldol is not limited to aldehydes.
- �� Option C: It is commonly carried out under basic conditions.
- �� Option D: Many ketones do have α-hydrogens.
Used
- Concept MCQ
- Cross aldol = different carbonyl compounds, including ketones.
12 Cross aldol condensation between ethanal and propanal:
Statements:
1. Produces a mixture of four distinct products
2. Occurs because both reactants contain alpha-hydrogen atoms
3. Involves self-condensation products as well as cross-condensation products
4. Yields only a single pure alkene
�� Ethanal and propanal both have α-hydrogens. �� Both can form enolates. �� A mixture of self and cross aldol products forms.
When ethanal and propanal undergo cross aldol condensation, both compounds have α-hydrogen atoms. Therefore, each can form an enolate and react with itself or with the other aldehyde. This gives a mixture of four possible products, including self-condensation and cross-condensation products.
- �� Statement 4 is incorrect because the reaction does not yield only one pure alkene; it gives a mixture of products.
Used
- Statement-Based MCQ
- Both have α-H → multiple aldol products.
13 Provide the IUPAC name of the primary alcohol produced via the Cannizzaro reaction of benzaldehyde.
�� Benzaldehyde undergoes Cannizzaro reaction. �� One molecule is reduced. �� Reduced product is benzyl alcohol, IUPAC name phenylmethanol.
In the Cannizzaro reaction of benzaldehyde, one molecule is oxidised to benzoate ion and another molecule is reduced to benzyl alcohol. The IUPAC name of benzyl alcohol is phenylmethanol.
- �� Option A: Phenol contains –OH directly attached to benzene ring.
- �� Option C: Common name, not IUPAC name.
- �� Option D: Oxidised product, not reduced alcohol product.
Used
- Naming
- Benzyl alcohol = Phenylmethanol.
14 Identify the reaction type: Heating formaldehyde with concentrated alkali results in the formation of methanol and sodium formate.
�� Formaldehyde lacks α-hydrogen. �� One molecule is oxidised. �� Another molecule is reduced.
Formaldehyde undergoes Cannizzaro reaction in concentrated alkali. During this process, one formaldehyde molecule is oxidised to formate ion, while another is reduced to methanol. Since oxidation and reduction occur simultaneously, it is a disproportionation reaction.
- �� Option B: No condensation product is formed.
- �� Option C: No ester is formed.
- �� Option D: Not an electrophilic addition reaction.
Used
- Reaction Type Identification
- Cannizzaro = Disproportionation.
15 Match List-I (Chemical Component/Concept) with List-II (Reaction Behaviour/Effect):
| List-I | List-II |
|---|---|
| 1. Carbonyl group in benzaldehyde | a. Deactivating and meta-directing |
| 2. Carboxyl group in benzoic acid | b. Does not undergo Friedel-Crafts reaction |
| 3. Electrophilic substitution of benzaldehyde | c. Yields meta-substituted products |
| 4. Reactivity of aromatic aldehydes | d. Less reactive than aliphatic aldehydes toward nucleophiles |
�� Carbonyl group is deactivating and meta-directing. �� Benzoic acid does not undergo Friedel-Crafts reaction. �� Benzaldehyde gives meta products. �� Aromatic aldehydes are less reactive than aliphatic aldehydes.
List-I — Correct Match Carbonyl group in benzaldehyde — Deactivating and meta-directing Carboxyl group in benzoic acid — Does not undergo Friedel-Crafts reaction Electrophilic substitution of benzaldehyde — Yields meta-substituted products Reactivity of aromatic aldehydes — Less reactive than aliphatic aldehydes toward nucleophiles
- �� Options B, C and D incorrectly assign directing effects and reaction behaviour.
Used
- Match the Following
- Aromatic C=O = deactivating + meta-directing.
16 Why does the carbonyl group act as a meta-directing group in aromatic aldehydes and ketones?
�� Carbonyl groups show a −M (resonance withdrawing) effect. �� Electron density decreases at ortho and para positions. �� Electrophilic substitution therefore occurs preferentially at the meta position.
The carbonyl group (>C=O) withdraws electron density from the benzene ring through resonance and inductive effects. This decreases electron density particularly at the ortho and para positions, making them less favorable for electrophilic attack. Consequently, electrophilic substitution occurs predominantly at the meta position.
- �� Option A: Carbonyl groups withdraw, not donate, electron density.
- �� Option C: Meta direction is not due to steric hindrance.
- �� Option D: Hydrogen bonding is not responsible for directing effects.
Used
- Concept MCQ
- C=O pulls electrons away → Ortho/Para deactivated → Meta favored.
17 Formaldehyde is an essential starting material to prepare Bakelite. What structural type of resin is Bakelite?
�� Bakelite is formed from phenol and formaldehyde. �� It is a thermosetting polymer. �� It is known as phenol-formaldehyde resin.
Bakelite is produced by the condensation polymerization of phenol with formaldehyde. The resulting polymer is called a phenol-formaldehyde resin and is widely used as a thermosetting plastic.
- �� Option B: Forms urea-formaldehyde resins.
- �� Option C: Forms melamine-formaldehyde resins.
- �� Option D: Unrelated polymer class.
Used
- Concept MCQ
- Bakelite = Phenol + Formaldehyde.
18 Which of the following is NOT primarily manufactured starting from acetaldehyde?
�� Acetaldehyde is a precursor of acetic acid, ethyl acetate and vinyl acetate. �� Bakelite is prepared from phenol and formaldehyde. �� Therefore Bakelite is not manufactured from acetaldehyde.
Acetaldehyde is used industrially in the manufacture of acetic acid, ethyl acetate, vinyl acetate, polymers and drugs. Bakelite, however, is produced from phenol and formaldehyde, not acetaldehyde.
- �� Option A: Prepared using acetaldehyde as a starting material.
- �� Option B: Prepared from acetaldehyde.
- �� Option D: Prepared from acetaldehyde.
Used
- Concept MCQ
- Acetaldehyde → Acetic acid family products; Bakelite → Formaldehyde + Phenol.
19 Which aldehyde is specifically mentioned in the text as being used in the dye industry?
�� The passage directly mentions benzaldehyde. �� It is used in perfumery and dye industries. �� Hence benzaldehyde is the correct answer.
According to the passage, benzaldehyde is used in perfumery and in dye industries. Therefore, the aldehyde specifically associated with the dye industry is benzaldehyde.
- �� Option A: Used mainly as formalin and polymer precursor.
- �� Option B: Used for acetic acid and related products.
- �� Option D: Acetone is a ketone, not an aldehyde.
Used
- Passage-Based MCQ
- Benzaldehyde = Perfumes + Dyes.
20 Which of the following is stated as a common industrial solvent?
�� The passage names acetone and ethyl methyl ketone as industrial solvents. �� Ethyl methyl ketone is widely used as a solvent. �� Hence it is the correct answer.
The passage explicitly states that acetone and ethyl methyl ketone are common industrial solvents. Therefore, ethyl methyl ketone is the correct answer.
- �� Option A: Mainly an ester and chemical intermediate.
- �� Option C: Used in polymer production.
- �� Option D: Formalin is an aqueous formaldehyde solution used as a preservative.
Used
- Passage-Based MCQ
- Industrial solvents mentioned together: Acetone + Ethyl Methyl Ketone.
