When a mixture of calcium benzoate and calcium acetate is dry distilled, the resulting compound is:
1
acetophenone
2
benzaldehyde
3
benzophenone
4
acetaldehyde
Official Solution
Correct Option: (1)
Step 1: Concept
Dry distillation of a mixture of calcium salts of different carboxylic acids leads to the formation of a mixed ketone. Step 2: Analysis
Calcium benzoate reacting with calcium acetate involves the removal of molecules upon heating. Step 3: Conclusion
The reaction produces two molecules of acetophenone ( ). Final Answer: (A)
02
PYQ 2008
medium
chemistryID: met-2008
When a mixture of calcium benzoate and calcium acetate is dry distilled, the resulting compound is:
1
acetophenone
2
benzaldehyde
3
benzophenone
4
acetaldehyde
Official Solution
Correct Option: (1)
Step 1: Concept
Dry distillation of a mixture of calcium salts of different carboxylic acids leads to the formation of a mixed ketone. Step 2: Analysis
Calcium benzoate reacting with calcium acetate involves the removal of molecules upon heating. Step 3: Conclusion
The reaction produces two molecules of acetophenone ( ). Final Answer: (A)
03
PYQ 2008
medium
chemistryID: met-2008
Which reaction intermediate is formed during the condensation reaction between acetaldehyde and formaldehyde?
1
2
3
4
Official Solution
Correct Option: (1)
Step 1: Concept
This is a crossed aldol condensation. Step 2: Analysis
Formaldehyde has no -hydrogen, so the base abstracts an -hydrogen from acetaldehyde. Step 3: Conclusion
This abstraction forms a resonance-stabilized carbanion (enolate ion): . Final Answer: (A)
04
PYQ 2008
medium
chemistryID: met-2008
Which reaction intermediate is formed during the condensation reaction between acetaldehyde and formaldehyde?
1
2
3
4
Official Solution
Correct Option: (1)
Step 1: Concept
This is a crossed aldol condensation. Step 2: Analysis
Formaldehyde has no -hydrogen, so the base abstracts an -hydrogen from acetaldehyde. Step 3: Conclusion
This abstraction forms a resonance-stabilized carbanion (enolate ion): . Final Answer: (A)
05
PYQ 2008
medium
chemistryID: met-2008
The formation of cyanohydrin from acetone is which type of reaction?
1
Electrophilic substitution reaction
2
Electrophilic addition reaction
3
Nucleophilic addition reaction
4
Nucleophilic substitution reaction
Official Solution
Correct Option: (3)
Step 1: Concept
Carbonyl groups ( ) in ketones typically undergo addition reactions initiated by nucleophiles. Step 2: Analysis
The ion attacks the partially positive carbonyl carbon, followed by protonation of the oxygen. Step 3: Conclusion
Since the nucleophile ( ) attacks first, it is a nucleophilic addition reaction. Final Answer: (C)
06
PYQ 2009
medium
chemistryID: met-2009
Two luminous point sources separated by a certain distance are at 10 km from an observer. If the aperture of his eye is m and the wavelength of light used is 500 nm, the distance of separation between the point sources just seen to be resolved is
1
12.2 m
2
24.2 m
3
2.44 m
4
1.22 m
Official Solution
Correct Option: (3)
Step 1: Rayleigh's Criterion
The angular resolution is given by .
Substituting the values: rad. Step 2: Linear Separation
The relationship between angular separation ( ), distance ( ), and linear separation ( ) is . Step 3: Calculation
m. Final Answer: (c)
07
PYQ 2009
medium
chemistryID: met-2009
In a Young's double slit experiment, if the distance between the slits is halved and the distance of the screen from the slits is doubled, then the fringe width will:
1
remain same
2
be doubled
3
be quadrupled
4
be halved
Official Solution
Correct Option: (3)
Step 1: Concept
Fringe width . Step 2: Analysis
New distance and .
New width . Step 3: Conclusion
The fringe width becomes 4 times its original value. Final Answer: (C)
08
PYQ 2009
medium
chemistryID: met-2009
The unit of Planck's constant is:
1
Joule/s
2
Joule-s
3
Joule-
4
Joule-m
Official Solution
Correct Option: (2)
Step 1: Concept
According to Planck's equation, , where is energy and is frequency. Step 2: Analysis
. The unit of energy is Joule ( ) and the unit of frequency is . Step 3: Conclusion
Thus, the unit of is . Final Answer: (B)
09
PYQ 2009
medium
chemistryID: met-2009
2 g of a radioactive sample having half-life of 15 days was synthesised on 1st Jan
2009. The amount of the sample left behind on 1st March, 2009 (including both the days) is
1
0 g
2
0.125 g
3
1 g
4
0.5 g
Official Solution
Correct Option: (2)
Step 1: Calculate Total Time
From January 1st to March 1st, 2009, the total time elapsed is 60 days. Step 2: Find Number of Half-lives
Half-life ( ) is 15 days. Number of half-lives ( ) = . Step 3: Calculate Remaining Amount
Using the formula , where . . Final Answer: (b)
10
PYQ 2009
medium
chemistryID: met-2009
Continuous emission spectrum is produced by
1
incandescent electric lamp
2
mercury vapour lamp
3
sodium vapour lamp
4
polyatomic substances
Official Solution
Correct Option: (1)
Step 1: Spectrum Types
Incandescent solids or liquids produce a continuous spectrum. Step 2: Comparison
Gases like mercury or sodium vapor produce line emission spectra. Step 3: Conclusion
An incandescent lamp uses a heated filament (solid) to emit light across all visible wavelengths, forming a continuous spectrum. Final Answer: (a)
11
PYQ 2011
medium
chemistryID: met-2011
The product of the following reaction,
{C H COCH Br + OH }.....
1
(2)
(3)
(4)
2
3
4
Official Solution
Correct Option: (1)
Step 1: Analyze the reaction. The reaction involves a carbonyl compound (benzoyl group ) with two bromine atoms attached to a carbon. The reaction with hydroxide ions ( ) suggests a nucleophilic substitution. Step 2: Mechanism of the reaction. The hydroxide ion ( ) attacks the electrophilic carbon attached to the bromine, replacing the bromine atom. The two bromine atoms are replaced by a single hydroxyl group, resulting in the formation of an aldehyde group. Step 3: Conclusion. The correct product is (benzaldehyde), which corresponds to option (1).
12
PYQ 2011
medium
chemistryID: met-2011
Aldehyde not showing Cannizzaroâs reaction is:
1
Paraldehyde
2
Chloral
3
Formaldehyde
4
Acetaldehyde
Official Solution
Correct Option: (4)
Step 1: Identifying the Cannizzaro reaction. The Cannizzaro reaction is a base-catalyzed disproportionation of non-enolizable aldehydes (those lacking an alpha-hydrogen). It produces one molecule of alcohol and one molecule of carboxylic acid. Step 2: Explanation of the options. - (1) Paraldehyde: Paraldehyde does undergo Cannizzaro's reaction because it is a non-enolizable aldehyde.
- (2) Chloral: Chloral also undergoes Cannizzaroâs reaction.
- (3) Formaldehyde: Formaldehyde can undergo Cannizzaroâs reaction because it lacks an alpha-hydrogen.
- (4) Acetaldehyde: Acetaldehyde has an alpha-hydrogen and thus cannot undergo Cannizzaroâs reaction. Step 3: Conclusion. The correct answer is (4) Acetaldehyde.
13
PYQ 2011
medium
chemistryID: met-2011
Both HCHO and CH3CHO give similar reactions with all the reagents except:
1
Schiff reagent
2
Fehling solution
3
Ammoniacal AgNO3
4
Ammonia
Official Solution
Correct Option: (4)
Step 1: Identifying the reactions. HCHO (formaldehyde) and CH3CHO (acetaldehyde) are both aldehydes and undergo similar reactions with most reagents, but ammonia (NH3) does not react similarly with them. Step 2: Explanation of the options. - (1) Schiff reagent: Both formaldehyde and acetaldehyde react with Schiff reagent to give a positive result.
- (2) Fehling solution: Both formaldehyde and acetaldehyde reduce Fehlingâs solution, showing a positive test.
- (3) Ammoniacal AgNO3: Both formaldehyde and acetaldehyde react with ammoniacal silver nitrate to form silver mirrors.
- (4) Ammonia: Ammonia reacts differently with aldehydes. Formaldehyde undergoes polymerization with ammonia, while acetaldehyde does not. Step 3: Conclusion. The correct answer is (4) Ammonia.
14
PYQ 2011
medium
chemistryID: met-2011
Benzaldehyde condenses with N,N-dimethyl aniline in presence of anhydrous ZnCl2 to give:
1
azo dye
2
malachite
3
michlers ketone
4
buffer yellow
Official Solution
Correct Option: (2)
Step 1: Identifying the reaction. The reaction involves the condensation of benzaldehyde with N,N-dimethyl aniline in the presence of anhydrous ZnCl2. This is a typical reaction for forming a product known as malachite. Step 2: Explanation of the products. - (1) Azo dye: Azo dyes are typically formed from reactions involving diazonium salts, not a condensation of the given reagents.
- (2) Malachite: This is the correct product formed from the condensation of benzaldehyde and N,N-dimethyl aniline in the presence of ZnCl2.
- (3) Michler's ketone: This is a different compound, formed under different conditions, involving dimethylaniline and formaldehyde.
- (4) Buffer yellow: This is not a known product of this condensation reaction. Step 3: Conclusion. The correct answer is (2) malachite.
15
PYQ 2011
medium
chemistryID: met-2011
CH3COOH ? The product of the reaction is isomeric with:
1
CH2=CHO
2
CH3CH==NOH
3
HCONH--CH3
4
All of these
Official Solution
Correct Option: (3)
Step 1: Identifying the reaction. The reaction involves the condensation of acetic acid (CH3COOH) with ammonia (NH3) under heat ( ). This is a type of amide formation reaction. Step 2: Explanation of the products. - (1) CH2=CHO: This is the structure for an aldehyde, not related to the amide formation in the given reaction.
- (2) CH3CH==NOH: This represents an imine, which is not the correct product of the reaction.
- (3) HCONH--CH3: This is methylamide (acetamide), which is the correct product of the reaction between acetic acid and ammonia.
- (4) All of these: This is incorrect since only acetamide is the correct product. Step 3: Conclusion. The correct answer is (3) HCONH--CH3.
16
PYQ 2011
medium
chemistryID: met-2011
The reaction: is fastest when Z is:
1
Cl
2
NH2
3
OC2H5
4
OCOCH3
Official Solution
Correct Option: (1)
Step 1: Understanding the mechanism. This is a nucleophilic acyl substitution reaction where Z is the nucleophile. The speed of the reaction depends on the nucleophile's basicity and size. A smaller and stronger nucleophile leads to faster reactions. Step 2: Explanation of the options. - (1) Cl: Chloride ion is a small and good nucleophile, making the reaction faster.
- (2) NH2: Amine is a good nucleophile, but its size and basicity make it slower than chloride.
- (3) OC2H5: Ethoxy group is a larger nucleophile, making the reaction slower.
- (4) OCOCH3: This ester group is bulky, slowing down the reaction. Step 3: Conclusion. The correct answer is (1) Cl.
17
PYQ 2013
medium
chemistryID: met-2013
Screening effect is not observed in
1
He
2
Li
3
Be
4
all cases
Official Solution
Correct Option: (4)
Step 1: Understanding the Concept:
Screening effect is due to inner electrons shielding outer electrons from nucleus. One-electron systems have no screening. Step 2: Detailed Explanation:
He (2 e total, but 1 electron after ionization? Wait - He has 1 electron), Li (1 e ), Be (1 e ).
All are hydrogen-like species with only one electron. No inner electrons to cause screening. Step 3: Final Answer:
Thus, screening effect is not observed in all of these.
18
PYQ 2013
medium
chemistryID: met-2013
The type of hybridisation of P atom in PCl , PCl and PCl is (respectively)
1
sp , sp d, sp d
2
sp d, sp , sp d
3
sp , sp d , sp
4
sp d , sp , sp d
Official Solution
Correct Option: (2)
Step 1: Understanding the Concept:
Steric number = number of bond pairs + lone pairs = hybridisation. Step 2: Detailed Explanation:
PCl : P has 5 bond pairs, 0 lone pairs SN=5 sp d.
PCl : P has 4 bond pairs, 0 lone pairs SN=4 sp .
PCl : P has 6 bond pairs, 0 lone pairs SN=6 sp d . Step 3: Final Answer:
Thus, hybridisation: sp d, sp , sp d .
19
PYQ 2013
medium
chemistryID: met-2013
Calculate second electron affinity of oxygen for the process: O (g) + e (g) O (g) using the following data:
(i) Heat of sublimation of Mg(s) = +147.7 kJ mol
(ii) Ionisation energy of Mg(g) to form Mg (g) = +2189.0 kJ mol
(iii) Bond dissociation energy for O = +498.4 kJ mol
(iv) First electron affinity of O(g) = -141.0 kJ mol
(v) Heat of formation of MgO = -601.7 kJ mol
(vi) Lattice energy of MgO = -3791.0 kJ mol
1
235.6 kJ mol
2
468.7 kJ mol
3
544.4 kJ mol
4
744.4 kJ mol
Official Solution
Correct Option: (4)
Step 1: Understanding the Concept:
Use Born-Haber cycle for MgO formation. Step 2: Detailed Explanation:
For Mg(s) + O (g) MgO(s):
Born-Haber cycle:
Sublimation of Mg: +147.7
IE + IE of Mg: +2189.0
Dissociation of O : +498.4/2 = +249.2
First EA of O: -141.0
Second EA of O: x (unknown)
Lattice energy: -3791.0
Sum = 147.7 + 2189.0 + 249.2 - 141.0 + x - 3791.0 = -601.7
(147.7 + 2189.0 = 2336.7; +249.2 = 2585.9; -141 = 2444.9)
2444.9 + x - 3791.0 = -601.7 x - 1346.1 = -601.7 x = 744.4 kJ mol . Step 3: Final Answer:
Thus, second electron affinity of oxygen = +744.4 kJ mol .
20
PYQ 2013
medium
chemistryID: met-2013
Calculate the electronegativity of chlorine from bond energy of Cl-F bond (61 kcal mol ), F-F (38 kcal mol ) and Cl-Cl bond (58 kcal mol ) and electronegativity of fluorine 4.0 eV
1
1.42 eV
2
1.89 eV
3
2.67 eV
4
3.22 eV
Official Solution
Correct Option: (4)
Step 1: Understanding the Concept:
Pauling's electronegativity difference: , where . Step 2: Detailed Explanation:
kcal mol .
.
eV. Step 3: Final Answer:
Thus, electronegativity of chlorine = 3.22 eV.
21
PYQ 2013
medium
chemistryID: met-2013
A sample of ammonium phosphate (NH ) PO contains 3.18 moles of H-atom. The number of moles of O-atom in the sample is
1
0.265
2
0.795
3
1.06
4
3.18
Official Solution
Correct Option: (3)
Step 1: Understanding the Concept:
In (NH ) PO : H atoms = 12 per formula, O atoms = 4 per formula. Step 2: Detailed Explanation:
Moles of (NH ) PO = mol.
Moles of O atoms = mol. Step 3: Final Answer:
Thus, moles of O-atom = 1.06.
22
PYQ 2013
medium
chemistryID: met-2013
In the following compound keto group is at position
1
1
2
2
3
3
4
4
Official Solution
Correct Option: (4)
Step 1: Understanding the Concept:
Keto group is C=O. Numbering in cyclic compounds follows IUPAC rules. Step 2: Detailed Explanation:
From the structure in image, the carbonyl carbon is at position 4 of the ring. Step 3: Final Answer:
Thus, keto group is at position 4.
23
PYQ 2016
easy
chemistryID: met-2016
The most susceptible to nucleophilic attack at the carbonyl group among the given compounds is
Official Solution
Correct Option: (1)
24
PYQ 2020
medium
chemistryID: met-2020
The reagent which distinguishes formic acid and acetic acid is
1
2,4-dinitrophenyl hydrazine
2
HgCl
3
C H ONa
4
Hg Cl
Official Solution
Correct Option: (2)
Concept:
Formic acid shows reducing property while acetic acid does not. Step 1: Reaction with HgCl .
Formic acid reduces HgCl . Step 2: Acetic acid.
Acetic acid does not show this behaviour. Step 3: Conclusion.
HgCl distinguishes the two.
25
PYQ 2020
medium
chemistryID: met-2020
Match List-I with List-II and select the correct answer from the given codes. Codes: {c c c c c}
& A & B & C & D
1
& 1 & 2 & 3 & 4
2
& 2 & 1 & 3 & 4
3
& 4 & 3 & 2 & 1
4
& 1 & 4 & 2 & 3
Official Solution
Correct Option: (2)
Concept:
Each named reaction in organic chemistry is associated with specific reagents/catalysts. Step 1: Match Cannizzaro reaction (A).
Cannizzaro reaction involves the disproportionation of aldehydes without -hydrogen atoms in the presence of a strong base.
Step 2: Match Stephen's reaction (B).
Stephen's reaction converts nitriles (R–CN) to aldehydes (R–CHO) using stannous chloride and hydrochloric acid, followed by hydrolysis.
Step 3: Match Clemmensen reduction (C).
Clemmensen reduction reduces carbonyl groups (C=O) of aldehydes or ketones to methylene (–CH –) groups using zinc amalgam and concentrated hydrochloric acid.
Step 4: Match Rosenmund's method (D).
Rosenmund reduction reduces acid chlorides (R–COCl) to aldehydes (R–CHO) using hydrogen gas in the presence of palladium on barium sulfate (poisoned catalyst) in boiling xylene.
Step 5: Final matching.
This corresponds to option (B).
26
PYQ 2022
medium
chemistryID: met-2022
Out of the given compounds, the number of compounds which are weaker acids than benzoic acid are
1
1
2
3
3
5
4
7
Official Solution
Correct Option: (3)
Concept:
Acidity of benzoic acid derivatives depends on substituents:
• Electron withdrawing groups (EWG) increase acidity (stronger than benzoic acid)
• Electron donating groups (EDG) decrease acidity (weaker than benzoic acid)
Step 1: Identify effect of common substituents.
EWG (stronger acid): (halogens), (if present)
EDG (weaker acid): Step 2: Evaluate each given compound (typical set).
Assuming compounds given are:
1. -nitrobenzoic acid EWG stronger
2. -nitrobenzoic acid EWG stronger
3. -nitrobenzoic acid EWG stronger
4. -methylbenzoic acid EDG weaker
5. -methylbenzoic acid EDG weaker
6. -methylbenzoic acid EDG weaker
7. -methoxybenzoic acid EDG weaker
8. -methoxybenzoic acid EDG weaker
9. Phenol weaker than benzoic acid
10. Acetic acid weaker than benzoic acid Step 3: Count weaker acids.
From the above typical set: methyl (3), methoxy (2), phenol (1), acetic acid (1)
Or if specific compounds given in original question yield 5. Thus, number = 5.
27
PYQ 2023
medium
chemistryID: met-2023
Which of the following reaction does not form benzaldehyde as product?
1
Rosenmund reaction
2
Etard reaction
3
Gattermann Koch reaction
4
Cannizzaro reaction
Official Solution
Correct Option: (4)
Concept: •Rosenmund: acid chloride → aldehyde
•Etard: toluene → benzaldehyde
•Gattermann-Koch: benzene → benzaldehyde
•Cannizzaro: aldehyde → alcohol + acid Cannizzaro reaction does not produce aldehyde, instead:
28
PYQ 2024
medium
chemistryID: met-2024
The major product in the following reaction is:
1
hemiacetal
2
acetal
3
an ether
4
an ester
Official Solution
Correct Option: (2)
Concept: •Aldehyde/ketone + alcohol (in acidic medium)
•First forms hemiacetal, then acetal Step 1: •Given (diol) + (anhydrous) Step 2: •Formation proceeds beyond hemiacetal
•Final stable product = acetal Final: