Some Basic Principles and Techniques - Revision Paper - PRINT

REVISION - PRACTICE PAPERS
ORGANIC CHEMISTRY-SOME BASIC PRINCIPLES AND TECHNIQUES
1. The correct decreasing order of priority of the functional groups of organic compounds
in the IUPAC system of nomenclature is
(A) COOH, SO3H, CONH2, CHO (B) SO3H, –COOH, CONH2, CHO
(C) CHO, COOH, SO3H, CONH2 (D) CONH2, CHO, SO3H, COOH
2. The % increase of s character in the hybrid orbitals of carbon in CH4, C2H4, C2H2
follow the order
(A) CH4 > C2H4 > C2H2 (B) C2H4 < CH4 < C2H2
(C) CH4 < C2H4 < C2H2 (D) C2H2 < C2H4 < CH4
3. Which of the following pairs represents stereoisomerism?
(A) Geometrical isomerism and linkage isomerism
(B) Geometrical isomerism and optical isomerism
(C) Structural isomerism and geometrical isomerism
(D) Chain isomerism and rotational isomerism
4. Arrangement of (CH3)3 – C , (CH3)2 – CH -, CH3 – CH2 , when attached to benzyl or an
unsaturated group, in increasing order of inductive effect is
(A) (CH3)3 – C  <(CH3)2  CH  < CH3 – CH2
(B) CH3 – CH2  < (CH3)2  < CH  < (CH3)3  C 
(C) (CH3)2 – CH < (CH3)3  C  < CH3  CH2
(D) (CH3)3 – C  < CH3  CH2 < (CH3)2  < CH
5. Assertion: Pent-1-ene and pent-2-en are positional isomers
Reason: Position isomers differ in the position of functional group or a substituent
(A) both Assertion and Reason are true and Reason in the correct explanation of
Assertion
(B) both Assertion and Reason are true but Reason is not the correct explanation of
Assertion
(C) Assertion is true but Reason is false
(D) both Assertion and Reason are false
6. The increasing order of stability of the following free radicals is
   
(A)  CH3 2 CH   CH3 3 C   C6H 4 2 CH   C6H5  C
   
(B)  C6 H5 3 C   C6H5 2 CH   CH3 3 C   CH3 2 CH
   
(C)  C6 H5 2 CH   C6H5 3 C   CH3 3 C   CH3 2 CH
   
(D)  CH3 2 CH   CH3 3 C   C6H5 3 C   C6H5 2 CH
PRIYANKA RAJARAM 1
7. The order of stability of the following carbocation’s

CH2
 
CH 2  CH  C H 2 CH3  CH 2  C H 2
(i) (ii) (iii)

(A) (iii) > (ii) > (i) (B) (ii) > (iii) > (i) (C) (i) > (ii) > (iii) (D) (iii) > (i) > (ii)
8. Arrange the carbanions  CH3 3 C, CCl3 ,  CH3 2 CH,C6 H5CH 2 , in order of their decreasing
stability
(A) C6 H5CH 2  CCl3   CH3 3 C   CH3 2 CH (B)  CH3 2 CH  CCl3  C6 H5CH 2   CH3 3 C
(C) CCl3  C6 H5CH 2   CH3 2 CH   CH3 3 C (D)  CH3 3 C   CH3 2 CH  C6 H5CH 2  CCl3
9. Hyperconjugation involves delocalization of

(A) electrons of carbon-hydrogen  bond of an alkyl group directly attached to an
atom of unsaturated system
(B) electrons of carbon-hydrogen  bond of alkyl group directly attached to the
positively charged carbon atom
(C) -electrons of carbon-carbon bond
(D) Both (A) and (B)
10. Assertion: Energy of resonance hybrid is equal to the average of energies of all
canonical forms
Reason: Resonance hybrid cannot be represented by a single structure
(A) both Assertion and Reason are true and Reason in the correct explanation of
Assertion
(B) both Assertion and Reason are true but Reason is not the correct explanation of
Assertion
(C) Assertion is true but Reason is false
(D) both Assertion and Reason are false
11. Which one of the following is vinyl carbocation

  
(A) C6 H5  C H 2 (B) CH 2  CH  C H 2 (C) CH 2  C H (D) All of these
12. Complete combustion of a hydrocarbon gives CO2 (0.66 g) and H2O (0.36 g). The
empirical formula of the compound is
(A) CH2 (B) C3H4 (C) C3H8 (D) C6H8
13. The compound formed in the positive test for nitrogen with the Lassaigne solution
of an organic compound is
(A) Fe4[Fe(CN)6]3 (B) Na4[Fe(CN)5NOS]
(C) Fe(CN)3 (D) Na3[Fe(CN)6]
PRIYANKA RAJARAM 2
14. In the estimation of nitrogen by Duma’s method 1.18 g of an organic compound gave
224 mL of N2 at NTP. The percentage in the compound is about
(A) 20.0 (B) 11.8 (C) 47.5 (D) 23.7
15. Assertion (A) : Ortho and para nitrophenols can be separated by steam distillation
Reason (R) : Ortho nitrophenol exhibits intramolecular hydrogen bonding while para
nitrophenol exists as associated molecules
(A) Both A and R are true and R is correct explanation of A
(B) Both A and R are true and R is not correct explanation of A
(C) A is true but R is false
(D) A is false but R is true
16. What is the IUPAC name of
C2H5
CH3 C CH2Cl
C2H5
(A) 3-Chloro-2, 2-diethylpropane (B) 1-Chloro-2, 2-diethyl-2-methylethane

(C) 1-Chloro-2-ethyl-2-methylbutane (D) 1-Chloro-2, 2-diethylpropane
17. The IUPAC name of the compound shown below is
(A) 2-bromo-6-chlorocyclohex-1-ene (B) 6-bromo-2-chlorocyclohexene

(C) 3.3 di ethyl pentane (D) 1-bromo-3-chlorocyclohexane
18. The state of hybridization of C2, C3, C5 and C6 of the hydrocarbon
CH3 CH3
CH3 C CH CH CH C CH
7 6 5 4 3 2 1
CH3
is in the following sequence

(A) sp3, sp2, sp2 and sp (B) sp, sp2, sp2 and sp3
(C) sp, sp2, sp3 and sp2 (D) sp, sp3, sp2 and sp3
19. Nucleophile is a species that should have
(A) a pair of electrons to donate (B) positive charge
(C) negative charge (D) Both (A) and (C)
20. Nucleophile is a species that should have pair of electrons to donate and Negative
change Decreasing order of nucleophilicity is
(A) OH  NH2  CH3O  RNH2 (B) NH2  OH  CH3O  RNH2
(C) NH2  CH3O  OH  RNH2 (D) CH3O  NH2  OH  RNH2
21. An organic compound on analysis give C = 54.5%, O = 36.4% and H = 9.1% by mass.
Its empirical formula is
PRIYANKA RAJARAM 3
(A) CH2O (B) CHO2 (C) C2H4O (D) C3H4O
22. The simplest formula of a compound containing 50% of element X (at. Wt. 10) and
50% of element Y (at 20) is
(A) XY (B) XY2 (C) X2Y (D) X2Y3
23. Reaction mechanism describes
(A) sequential account of each step describing the details of electron movement
(B) energy changes during bond breaking and bond formation
(C) kinetics of the reaction
(D) all of these
24. The number of sigma (s) and pi (p) bonds in pent-2-en-4-yne is

a) 10s bonds and 3p bonds
b) 8s bonds and 5p bonds
c) 11s bonds and 2p bonds
d) 13s bonds and no p bonds
25. The compound which shows metamerism is :

a) C4H10O
b) C5H12
c) C3 H8O
d) C3H6O
26. Which of the following can be used as adsorbent in adsorption chromatography
(A) silica (B) Alumina (C) Cellulose (D) All of these
27. In organic chemistry the element which is estimated by difference
(A) N (B) O (C) S (D) H
28. % O cannot be calculated directly The compound which contains all the four 10, 20,
30, 40 carbon atoms is
a) 2,3 – Dimethylpentane b) 3-Chloro-2,3-dimethylpentane
c) 2,2,4-Dimethylpentane d) 3,3-Dimethylpentane
29. A miscible mixture of C6H6 + CHCl3 can separated by
(a) sublimation (b) distillation

(c) filtration (d) crystallisation. (2016)
30. Identify the correct statement following: (2017)
(a) Dimethyl ether and ethanol are chain isomers.

(b) Ethanoic acid and methyl methanoate are position isomers,
(c) n-butane and isobutane are functional isomers.
(d) Propan-1 -ol and propan-2-ol position isomers.
31. In which of the following, homolytic bond fission takes place?
PRIYANKA RAJARAM 4
(a) Free radical chlorination of methane
(b) Alkaline hydrolysis of ethyl chloride
(c) Addition of HBr to double bond
(d) Nitration of Benzene (2017)
32. The number of 𝜋-bonds and 𝜎-bond. Present in naphthalene are respectively
(2019)
(a) 6, 19 (b) 5, 19 (c) 5, 11 (d) 5, 20
33. Resonance effect is not observed in (2019)
(a) CH2 = CH — CH =CH2 (b) CH2 = CH — C  N

(c) CH2 =CH — Cl (d) CH2 = CH — CH2 — NH2
34. Which of the following is NOT a pair of functional isomers?
a) CH3 CH2OH and CH3 OCH3

b) CH3 CH2 NO2 and H2NCH2COOH
c) CH3COOH and HCOOCH3
d) C2H5OC2H5 and C3H7OCH3
(2020)
35. The C–H bond and C– C bond in ethane are formed by which of the following types
of overlap? (2012)
a) sp3–s and sp3–sp3 b) sp2–s and sp2–sp2

c) sp–s and sp–sp d) p–s and p–p
PRIYANKA RAJARAM 5

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REVISION - PRACTICE PAPERS

ORGANIC CHEMISTRY-SOME BASIC PRINCIPLES AND TECHNIQUES

(i) (ii) (iii)

9. Hyperconjugation involves delocalization of

11. Which one of the following is vinyl carbocation

(A) 3-Chloro-2, 2-diethylpropane (B) 1-Chloro-2, 2-diethyl-2-methylethane

(A) 2-bromo-6-chlorocyclohex-1-ene (B) 6-bromo-2-chlorocyclohexene

is in the following sequence

24. The number of sigma (s) and pi (p) bonds in pent-2-en-4-yne is

25. The compound which shows metamerism is :

29. A miscible mixture of C6H6 + CHCl3 can separated by

(a) sublimation (b) distillation

30. Identify the correct statement following: (2017)

(a) Dimethyl ether and ethanol are chain isomers.

31. In which of the following, homolytic bond fission takes place?

(a) 6, 19 (b) 5, 19 (c) 5, 11 (d) 5, 20

33. Resonance effect is not observed in (2019)

(a) CH2 = CH — CH =CH2 (b) CH2 = CH — C  N

34. Which of the following is NOT a pair of functional isomers?

a) CH3 CH2OH and CH3 OCH3

a) sp3–s and sp3–sp3 b) sp2–s and sp2–sp2

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