Aldehydes, Ketones & Acids
23 JEE Main questions · Chemistry
Acetal hydrolysis and iodoform test
An organic compound “P” of molecular formula gives positive Iodoform test but negative Tollen's test. When “P” is treated with dilute acid, it produces “Q”. “Q” gives positive Tollen's test and also iodoform test. The structure of “P” is :- (1)

- (2)

- (3)

- (4)

- (1)
Named reactions for aldehyde preparation
Match List-I with List-II.Choose the correct answer from the options given below:List-I (Reagents) List-II (Reaction Name (Involving aldehydes)) A. , Pd- I. Etard Reaction B. , HCl II. Rosenmund Reduction C. , III. Gatterman – Koch Reaction D. CO, HCl, Anhyd. IV. Stephen Reaction - (1)A-II, B-III, C-IV, D-I
- (2)A-IV, B-III, C-I, D-II
- (3)A-IV, B-I, C-II, D-III
- (4)A-II, B-IV, C-I, D-III
Carbonyl tests and reductions
Match the LIST-I with LIST-IIChoose the correct answer from the options given belowList-I List-II Reagents Name of Reaction involving carbonyl compound A. , KOH I. Tollen's Test B. II. Clemmensen Reduction C. Aq. , Sodium Potassium tartrate, KOH III. Wolff-Kishner Reduction D. Zn – Hg, HCl IV. Fehling's Test - (1)A-III, B-I, C-IV, D-II
- (2)A-II, B-I, C-IV, D-III
- (3)A-IV, B-III, C-II, D-I
- (4)A-III, B-IV, C-I, D-II
We corrected a printing error in the original paper
Source printed “Sodium Potassium tartarate”.
Cross aldol and cannizzaro reaction
The compound A, reacts with acetophenone to form a single product via cross-Aldol condensation. The compound A on reaction with conc. NaOH forms a substituted benzyl alcohol. The compound A is :- (1)2-hydroxy acetophenone
- (2)4-methoxy benzaldehyde
- (3)4-hydroxy benzylaldehyde
- (4)4-methyl benzoic acid
We corrected a printing error in the original paper
Source printed “forms a substituted benzyl alcohol as” (the question asked for A was missing; no option is a benzyl alcohol) and, in option (2), “4-methyoxy benzaldehyde”.
Cross aldol condensation
‘x' is the product which is obtained from propanenitrile and stannous chloride in the presence of hydrochloric acid followed by hydrolysis. ‘y' is the product which is obtained from the but-2-ene by the ozonolysis followed by hydrolysis. From the following, which product is not obtained when one mole of ‘x' and one mole of ‘y' react with each other in the presence of alkali followed by heating ?- (1)2-Methylbut-2-enal
- (2)Pent-2-enal
- (3)2-Methylpent-2-enal
- (4)3-Methylbut-2-enal
Iodoform test
Iodoform test can differentiate between- (A)Methanol and Ethanol
- (B) and
- (C)Cyclohexene and cyclohexanone
- (D)Diethyl ether and Pentan-3-one
- (E)Anisole and acetone
- (1)A & E only
- (2)A & D only
- (3)A, B & E only
- (4)B, C & E only
Haloform reaction
Which of the following statements are TRUE about Haloform reaction?- (A)Sodium hypochlorite reacts with KI to give KOI.
- (B)KOI is a reducing agent.
- (C), -unsaturated methylketone
will give iodoform reaction. - (D)Isopropyl alcohol will not give iodoform test.
- (E)Methanoic acid will give positive iodoform test.
- (1)A, C & E only
- (2)A, B & C only
- (3)A & C only
- (4)B, D & E only
Intramolecular aldol condensation
In compound (Q), the percentage of oxygen is %. (Nearest integer)
We corrected a printing error in the original paper
Answer supplied; the source prints no answer key for this question (its worked solution gives 10.19%; Q = 3-phenylcyclopent-2-en-1-one, , 16/158 = 10.1%).
Tollens test on cyclic hemiacetal
A student is given one compound among the following compounds that gives positive test with Tollen's reagent.The compound is :
- (1)D
- (2)A
- (3)B
- (4)C
Distinguishing aldehydes from ketones
The unsaturated ether on acidic hydrolysis produces carbonyl compounds as shown below:-Based on this, predict the solution / reagent that will help to distinguish “P” and “Q” obtained in the following reaction.
and
- (1)Lucas reagent
- (2)2,4-DNP reagent
- (3)Saturated solution
- (4)Fehling solution
Cross aldol and carbonyl reactivity
Given below are two statements :
Statement I : Cross aldol condensation between two different aldehydes will always produce four different products.
Statement II : When semicarbazide reacts with a mixture of benzaldehyde and acetophenone under optimum pH, it forms a condensation product with acetophenone only.
In the light of the above statements, choose the correct answer from the options given below :
- (1)Both Statement I and Statement II are false
- (2)Statement I is false but Statement II is true
- (3)Both Statement I and Statement II are true
- (4)Statement I is true but Statement II is false
Grignard carboxylation
Grignard reagent RMgBr(P) reacts with water and forms a gas (Q). One gram of Q occupies 1.4 dm at STP. (P) on reaction with dry ice in dry ether followed by forms a compound (Z). 0.1 mole of (Z) will weigh g. (Nearest integer)Tests for carbonyl compounds
Given below are the four isomeric compounds (P, Q, R, S)Identify correct statements from below.
- (A)Q, R and S will give precipitate with 2, 4 - DNP.
- (B)P and Q will give positive Baeyer's test.
- (C)Q and R will give sooty flame.
- (D)R and S will give yellow precipitate with /NaOH.
- (E)Q alone will deposit silver with Tollen's reagent
- (1)A, C and E only
- (2)A and E only
- (3)C and E only
- (4)A, B, D and E only
We corrected a printing error in the original paper
Source printed “Bayer's test”.
Acidic strength of carboxylic acids
The correct order of acidic strength of the major products formed in the given reactions, is :- (A)
- (B)
- (C)
- (D)
- (1)C B A D
- (2)A D C B
- (3)A D B C
- (4)C A D B
Intramolecular cannizzaro of glyoxal
An organic compound “x” where molar ratio of C, O and H are equal, on treatment with 50% KOH under reflux followed by acidification produced “y”. The most likely structure of “y” is:
[Molar mass of ‘x' is 58 g mol]
- (1)

- (2)
- (3)

- (4)

- (1)
Enol ether hydrolysis carbonyl tests
A molecule (X) with following structure under mild acidic condition is hydrolysed to produce (Y) and (Z). Identify the correct statements about (Y) and (Z).
- (A)Both (Y) and (Z) have same molar mass
- (B)(Y) and (Z) can be distinguished from each other by
- (C)(Y) and (Z) react with HCN with same rates
- (D)(Y) and (Z) undergo addition reaction with 2, 4-DNP
- (1)A, B and C Only
- (2)B and C Only
- (3)C and D Only
- (4)A and D Only
Carboxylic acid with bicarbonate
Consider the following sequence of reactions to give the major product (X)
P g of the major product (X) formed is reacted with solution to liberate a gas which occupied 11.2 dm at STP.
P g.
(Given molar mass in g mol H : 1, C : 12, O : 16, Cl : 35.5)
We corrected a printing error in the original paper
Source printed “soluion”.
Intramolecular aldol and haloform reaction
“P” is hydrocarbon of molecular formula : . On ozonolysis, “P” forms “Q”. “Q” on treatment with alkali under reflux condition produces. “R”, which on treatment with /NaOH gives a yellow precipitate. Acidification of the solution gives “S”. The structure of “S” is given below :The correct structure of “P” is
- (1)

- (2)

- (3)

- (4)

We corrected a printing error in the original paper
Source printed “The structure of “S” given below”.
- (1)
Nitrile hydrolysis and hvz reaction
Complete the following reaction sequence and give the name of major product ‘P'.
- (1)2-Chloropropanoic acid
- (2)3-Chloropropanoic acid
- (3)1-Chloropropane
- (4)2-Chloropropane
Semicarbazone formation and hemiacetal hydrolysis
Given below are two statements :
Statement-I : The condensation reaction between and
under optimum pH will produce 
Statement-II : The molecule,
will generate in the presence of dilute acid.In the light of the above statements, choose the correct answer from the options given below :
- (1)Both Statement-I and Statement-II are true.
- (2)Both Statement-I and Statement-II are false.
- (3)Statement-I is true but Statement-II is false.
- (4)Statement-I is false but Statement-II is true.
Aldol condensation of acetone
‘x' is the product which is obtained by the hydrolysis of prop-1-yne in the presence of mercuric sulphate under dilute acidic medium at 333 K. ‘y' is the product which is obtained by the reaction of ethane nitrile with methyl magnesium bromide in dry ether followed by hydrolysis. IUPAC name of product obtained from ‘x' and ‘y' in the presence of barium hydroxide followed by heating is:- (1)2-Methylpent-4-en-3-one
- (2)4-Methylpent-3-en-2-one
- (3)4-Methylpent-1-ene
- (4)2-Methylpent-3-one
Selective reduction and lactam hydrolysis
Consider the following reaction.The major product (P) formed is :
- (1)

- (2)

- (3)

- (4)

- (1)
Claisen schmidt aldol condensation
‘x' is the product which is obtained from benzene by reacting it with carbon monoxide and hydrogen chloride in the presence of cuprous chloride. ‘y' is the major product obtained from the benzene by reacting it with ethanoyl chloride in the presence of anhydrous . Product (major) obtained by heating x and y in the presence of alkali is z. Total number of (pi) electrons in z is .
