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1.

Which one of the following alkane is NOT formed in Wurtz reaction?(a) Methane (b) Ethane (c) Propane (d) Butane

Answer»

Option : (a) Methane

2.

The above reaction is known as(a) Wurtz-Fittig reaction (b) Friedel Craft’s reaction (c) Sandmeyer’s reaction (d) Swarts reaction

Answer»

Option : (b) Friedel Craft’s reaction

3.

Which of the following is likely to undergo racemization during alkaline hydrolysis?a. Only Ib. Only IIc. II and IVd. Only IV

Answer»

Correct answer is

(a) Only I

4.

Choose the member that will react faster than the following pairs by SN1 mechanism :2-Iodo-2-methyl butane or tert-butyl chloride.

Answer»

Since, iodine is a better leaving group than chloride 2-iodo-2-methyl butane undergo SN-1reaction faster than tert-butyl chloride.

5.

Choose the member that will react faster than the following pairs by SN1 mechanism :2-Iodo-2-methyl butane or 2-iodio-3- methyl butane.

Answer»

Since, 

2-Iodo-2-methyl butane is a tertiary alkyl halide, it undergoes SN-1 reaction faster than 2-iodo-3-methyl butane.

6.

Choose the member that will react faster than the following pairs by SN1 mechanism :1-Chloro propane or 2-chloropropane.

Answer»

Since, 

2-chloropropane is a secondary alkyl halide, it undergoes SN-1 reaction faster than 1-chloropropane.

7.

The best method for preparation of alkyl fluorides is a. Finkelstein reaction b. Swartz reaction c. Free radical fluorination d. Sandmeyer’s reaction

Answer»

Correct answer is

b. Swartz reaction

8.

In SN2 reaction, the hydrolysis of alkyl halide shows :(a) the retention of configuration (b) the inversion of configuration (c) both retention and inversion of configuration (d) no change in the configuration

Answer»

Option : (b) the inversion of configuration

9.

Directive influence of halogen atom in haloarene. Explain.

Answer»

Directive Influence of Halogen atom in Haloarenes:

In haloarenes, the halogen atom present in the ring is ortho and para directing in nature and therefore in a substitution reaction, a mixture of isomeric products is formed, in which the para-isomer is the major product since the para position is less hindered in the molecule of haloarene compared to ortho position.
In haloarenes, the halogen atom has also a strong –I (inductive) effect which is likely to deactivate the ring and the electrophilic attack will become rather difficult. However, +M effect dominates over the –I effect when the electrophile is directed to ortho and para position in the ring. Therefore, the electrophilic substitution takes place at these positions though with difficulty. The electrophilic attack is not feasible at the meta position in the ring because the +M effect is rather weak and –I effect of the halogen atom is expressed to have greater magnitude.

10.

The most reactive alkyl halide towards SN2 reaction is :(a) CH3X (b) R3CX (c) R2CHX (d) RCH2X

Answer»

Option : (a) CH3X

11.

How will you prepare Alkyl halide from halogen exchange?

Answer»

Alkyl halide from halogen exchange:

In this reaction, alkyl halides are prepared from alkyl halides only.
For Example:
R – Cl + Nal \(\overset{\Delta}{\underset{Acetone}{\longrightarrow}}\) R – I + NaCl
R – Br + Nal \(\overset{\Delta}{\underset{Acetone}{\longrightarrow}}\) R – I + NaBr
This reaction is known as the Finkelstein reaction. The synthesis of alkyl fluoride is best accomplished by heating alkyl iodide in the presence of a metallic fluoride such as AgF. This reaction is called “Swarts reaction”.
R – I + AgF → R -F + Agl

12.

The preparation of alkyl fluoride from alkyl chloride, in presence of metallic fluorides is known as :(a) Williamson’s reaction (b) Finkeistein reaction (c) Swarts reaction (d) Wurlz reaction

Answer»

Option : (c) Swarts reaction

13.

UPAC name of the following compound is :(a) 3-Bromo-3, 4-dimetbyiheptane (b) 3,4-dimethyl-3-bromoheptane (c) 5-Bromo-4,5-dimethylheptane(d) 4,5-dimethyl-5-bromoheptane

Answer»

Option : (a) 3-Bromo-3, 4-dimetbyiheptane

14.

The halogen atom in aryl halides is :(a) o- and p-di reefing (b) m-directing (c) o, m and p-di reefing (d) only m-directing

Answer»

Option : (a) o- and p-di reefing

15.

Which one of the following is NOT used to prepare alkyl halide from an alcohol?(a) SOCl2 (b) PCI3 (c) HCI + ZnCl2 (d) NaCl

Answer»

Option : (d) NaCl

16.

In its nucleophilic substitution reaction, aryl halide resembles :(a) Vinyl chloride (b) allyl chloride (c) Benzyl chloride (d) ethyl chloride

Answer»

Option : (a) Vinyl chloride

17.

Which of the following two compounds would react faster by SN2 mechanism and Why?

Answer»

In SN2 mechanism, a pentacoordinate T.S. is involved. The order of reactivity of alkyl halides towards SN2 mechanism is. Primary > Secondary > Tertiary, (due to increasing crowding in T.S. from primary to tertiary halides.

1- Chlorobutane being primary halide will react faster by SN2 mechanism, than the secondary halide 2- chlorobutane.)

18.

Distinguish between – SN1 and SN2 mechanism of substitution reaction ?

Answer»
FactorSN1SN2
(1) Number of stepsTwo stepsOne step
(2) Molecularity/OrderUnimolecular/1st orderBimolecular/2nd order
(3) Reaction rateDepends upon concentration of one reacting speciesDepends upon concentration of two reacting species
(4) Attack of a nucleophileBack side attack and front side attack on a substrate with equal probability Only back side attack on a substrate
(5) Transition stateTwo steps, two transition statesOne step, one transition state
(6) Type of substrateMainly tertiary (3°) substrateMainly primary (1°) substrate
(7) Stereochemistry50% inversion and 50% retention of configuration100% inversion of configuration
(8) EnantiomerForms racemic mixtureForms opposite enantiomer
(9) SolventPolar solvent favourableNonpolar solvent favourable
(10) Energy of activationTwo values of energies of activationOne value of energy activation
(11) IntermediateCarbocation intermediatesNo intermediate
(12) NucleophileWeak nucleophile favourableStrong nucleophile favourable
(13) Order of reactivity in alkyl halidesTertiary > Secondary > PrimaryPrimary > Secondry > Tertiary
19.

Choose the compound from the following that will react fastest by SN1 mechanism. a. 1-iodobutane b. 1-iodopropane c. 2-iodo-2 methylbutane d. 2-iodo-3-methylbutane

Answer»

Correct answer is

(c) 2-iodo-2 methylbutane

20.

What happens in Finkelstein reactions?(a) Dehydrohalogenation(b) Hydrogenation(c) Halogen exchange(d) Oxidation

Answer»

(c) Halogen exchange

21.

Out of the following compounds which compound will give Haloform reaction?(a) Methanol(b) Ethanol(c) 1-Propanol(d) Butanol

Answer»

The answer is (b) Ethanol

22.

Write the formula of following:(a) Freon – 11(b) Freon – 12(c) Freon – 111

Answer»

(a) Freon – 11 = CFCl3
(b) Freon – 12 = CF2Cl2
(c) Freon – 111 = C2FCl5

23.

Write four uses of carbon tetrachloride.

Answer»

(i) It is used as a fire extinguisher.
(ii) It is used in dry cleaning.
(iii) It is used for the manufacture of freon and salicylic acid.
(iv) It is used as a solvent.

24.

What forms in SN2 mechanism?(a) Transition state(b) Carbonium ion(c) Carbanion(d) Free radical

Answer»

(a) Transition state

25.

Out of the following which compound has zero dipole moment?(a) CH3Cl(b) CHCl3(c) CCl4(d) CHI3

Answer»

The answer is (c) CCl4

26.

A compound with the molecular formula CH2OH(CHOH)3CH2OH has optically active forms :(a) 3 (b) 4 (c) 6 (d) 8

Answer»

Option : (d) 8

27.

Which of the following characteristic properties of the enantiomers is correct?(a) The enantiomers possess same physical and chemical properties (b) The enantiomers are optically active compounds (c) The enantiomers have different optical rotations (d) All of these

Answer»

Option : (d) All of these

28.

The optically inactive compound is :(a) Glucose (b) Lactic acid (c) 2-Chlorobutane (d) 2-Chloropropane

Answer»

Option : (d) 2-Chloropropane

29.

The optically inactive compound is :(a) glucose (b) lactic acid (c) isopropyl alcohol (d) 2-bromo butane

Answer»

Option : (c) isopropyl alcohol

30.

A racemic mixture is optically inactive. Explain.

Answer»
  • A racemic mixture contains equimolar (or equimolecular) quantities of the dextrorotatory (d-) and laevorotatory (l-) isomers (enantiomers) of a compound. 
  • The d-enantiomer rotates the plane of plane-polarized light to the right, while the l-enantiomer rotates the same to the left to the same extent.
  • The quantities of the d- and lenantiomers being the same, both the rotations are of the same magnitude, but of opposite directions. Hence, they cancel each other. Hence, a racemic mixture is optically inactive.
  • It is represented as dl or (+). Example : ( ± ) lactic acid  
31.

A racemic mixture consists of :(a) equal amount of d and l isomers (b) unequal amounts of d and I isomers (c) unknown amounts of d and I isomers (d) only d isomers

Answer»

Option : (a) equal amount of d and l isomers

32.

Which of the following compounds is not optically active? (a) Lactic acid (b) Secondary butyl chloride (c) n-propyl iodide (d) Glucose

Answer»

Option : (c) n-propyl iodide

33.

Which of the following compounds shows optical activity?(a) n-butyl chloride (b) isobutyl chloride (c) sec-butyl chloride (d) t-butyl chloride

Answer»

Option : (c) sec-butyl chloride

34.

How many optical isomers are possible for glucose?

Answer»

The number of optical isomers : 16.

35.

How many optical isomers are possible for C5H11CI?

Answer»

The number of optical isomers : 3.

36.

The stability order of carbocation is :(a) 2° > 3° > 1° (b) 3° > 2° > 1° (c) 3° > 1° > 2°(d) 1° > 3° > 2°

Answer»

Option : (b) 3° > 2° > 1°

37.

The number of asymmetric carbon atoms in glucose are :(a) 2 (b) 3 (c) 4 (d) 5

Answer»

Option : (c) 4

38.

Which of the following is most reactive towards nucleophilic substitution reaction?(a) CH2 = CH – CI(b) CH3CH = CHCI(c) C6H5CI(d) CICH2 – CH = CH2

Answer»

Option : (d) CICH2 – CH = CH2

39.

Racemate is :(a) optically active (b) optically dextro rotatory (c) optically inactive (d) optically laevorotatory

Answer»

Option : (c) optically inactive

40.

The order of reactivity in nucleophilic substitution reaction is :(a) CH3F < CH3C1 < CH3I < CH3Br (b) CH3F < CH3C1 < CH3Br < CH3I (c) CH3F < CH3Br < CH3C1 < CH3I (d) CH3I < CH3Br < CH3C1 < CH3F

Answer»

Option : (b) CH3F < CH3C1 < CH3Br < CH3I

41.

p, p'-dichlorodiphenyl trichloroethane is used as :(a) insecticide (b) anaesthetic (c) antiseptic (d) refrigerant

Answer»

Option : (a) insecticide

42.

Which compound is used in a fire extinguisher?

Answer»

Carbon tetrachloride (CCl4) or tetrachloromethane is used in the fire extinguisher.

43.

Which of the following is used as source of dichlorocarbene a. tetrachloromethane b. chloroform c. iodoform d. DDT

Answer»

(b) chloroform

chloroform is used as source of dichlorocarbene.

44.

Give any three examples of electrophiles and nucleophiles?

Answer»

Electrophiles: H+\(\overset{+}{N}O_2\)\(\overset{+}{C}l\)

Nucleophiles: \(\overset{-}{O}H\)\(\overset{-}{O}R\)\(\overset{-}{C}l\)

45.

What is the chemical name of DDT ?

Answer»

The chemical name of DDT is p, p'- Dichlorodiphenyltrichloroethane.

46.

CH3 - CH = CH2 \( \overset{HI}{\underset{peroxide}{\longrightarrow}}\)The major product of the above reaction is,(a)  I - CH2 - CH = CH2(b) CH3 - CH2 = CH2I

Answer»

Option : (b) CH3 – CH2 – CH2 – I

47.

Carbon tetrachloride is used as : (a) anaesthetic (b) antiseptic (c) dry cleaning agent (d) fire extinguisher

Answer»

Option : (c) dry cleaning agent

48.

Carbon atom in methyl carbocation contains how many pairs of electrons? (a) 8 (b) 4 (c) 3 (d) 5

Answer»

Option : (b) 4

49.

Observe the following and answer the questions given below.a. Name the type of halogen derivativeb. Comment on the bond length of C-X bond in itc. Can react by SN1 mechanism? Justify your answer.

Answer»

a. Vinyl halide 

b. C – X bond length shorter in vinyl halide than alkyl halide. Vinyl halide has partial double bond character due to resonance.

In vinyl halide, carbon is sp hybridised. The bond is shorter and stronger and the molecule is more stable.

c. Yes, It reacts by SN1 mechanism. SN1 mechanism involves formation of carbocation intermediate. The vinylic carbocation intermediate formed is resonance stabilized, hence SN1 mechanism is favoured.

50.

Arrange the following in the increase order of boiling points a. 1-Bromopropane b. 2- Bromopropane c. 1- Bromobutane d. 1-Bromo-2-methylpropane

Answer»

l-Bromo-2-methylpropane, 2-Bromopropane, 1-Bromopropane, 1-Bromo butane