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37

Chapter 9

Organic Chemistry : Some Basic


Principles and Techniques

ASSIGNMENT

Single Choice Type Questions


1. Most stable carbocation is

(+)
(1) (2) CH3 CH2
(+)

(+) (+)
(3) CH 3 (4) CH 3 CH CH3

2. The incorrect statement about resonance is

(1) Energy of resonance hybrid is lower than the energy of any contributing structure

(2) The more stable a resonating structure is, the greater is its contribution to the hybrid

(3) The position of the nuclei of atoms must be changed in all resonating structures

(4) Resonance structures exist only on paper

H H
H (a)
(d) C C CH2
3. H C (b)
H H
H H
(c)
If the C – H bond dissociate homolytically, then the minimum bond energy is required to break which
C – H bond?
(1) a
(2) b
(3) c
(4) d

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4. Which of the following curved arrow is incorrectly represented?

O + BF3
(1) (2) O + BF3
H

(3) R O H + AlCl3 (4) CH3 O H + AlCl3


5. The non-aromatic compound is
O

(1) (2)
O
HO OH

(3) (4)
N
H
6. Which of the following is/are nucleophile?

(i) OH (ii) H2O

(iii) Cl+ (iv) CH3

(v) CH CH (vi) NH4+

(vii) Na+

(1) Only (i), (ii), (iv) and (v) (2) Only (i), (vi), and (vii)

(3) Only (iii) (4) Only (ii) and (v)

7. Which is not correctly matched?

+
(1) NR3 : –I effect (2) H C : –M effect
O
(3) –CCl3 : –I effect (4) –CH3 : +M effect
8. Correct order of stability of given resonating structures is
(+)
OH OH O H

+ (+)
(A) (B) (C)
(1) A > B > C (2) C > B > A
(3) C > A > B (4) B > A > C

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9. Most stable carbocation is


+
(1) Ph3C+ (2) C6 H5 CH2
+ +
(3) C6H5 CH C6H5 (4) CH3 C CH3
CH3
10. Which of the following pair of structures are resonance structures?

(1)

(2)

(3)

(4)

11. Which one of the following ion is aromatic?

(1) + (2)
OH +
+
(3) (4)
H

12. An organic compound Q contains C, H and N. 5.7 g of this compound was treated according to Kjeldahl's
method. The ammonia evolved was absorbed by 100 mL of 0.75 M H2SO4. The residual acid required 50 mL
of 1 M NaOH. It is found mass of hydrogen is half of mass of nitrogen. The empirical formula of Q is

(1) C3H7N (2) C2H7N

(3) C7H14N2 (4) C7H16N2

13. In which of the following species, all types of hybrid carbons are present?
+
(1) CH2 = C = CH2 (2) CH 3 CH CH CH2
+
(3) CH3 C C CH2 (4) CH3 CH2 CH2 CH2
14. Resonance may involve
(1) Delocalisation of sigma electrons (2) Migration of H-atoms
(3) Migration of protons (4) Delocalisation of pi electrons

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15. The correct statement for vacuum distillation is


(1) This technique is applied to purify liquids which decompose at or below boiling point
(2) This technique is applied to separate substances which are steam volatile and are immiscible with water
(3) This technique is applied to separate substance that are miscible with water and have very large boiling
point differences
(4) This technique is used to separate liquids having lesser boiling points difference
16. Sodium fusion extract is boiled with iron (II) sulphate and acidified with concentrated sulphuric acid then
compound 'X' is formed that have Prussian blue colour. The compound X would be
(1) Fe[Fe(CN)6]  zH2O

(2) [Fe(H2O)6]Cl3

(3) Fe4[Fe(CN)6]3  zH2O

(4) FeAl2(SO4)3  zH2O

17. How many geometrical isomers are possible for the following compound?
CH3 – CH = CH – CH = CH – CF3

(1) 2
(2) 3
(3) 4
(4) 6
18. Which of the following is not conjugated system?

NO2 CH3 N CH3

(CH3)3C C(CH3)3 O2N NO2


(1) (2)

(C2H5)2N N(C2H5)2
CH 3O OCH 3
(3) (4)

19. Which of the following is antiaromatic?


+
(1) (2)
+

(3) (4)

20. A gaseous hydrocarbon gives upon combustion 0.72 g of water and 3.08 g of CO 2. The empirical formula of
the hydrocarbon is
(1) C2H4 (2) C3H4

(3) C6H5 (4) C7H8

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21. For the estimation of nitrogen, 1.4 g of an organic compound was digested by Kjeldahl method and the evolved
M M
ammonia was absorbed in 60 mL of sulphuric acid. The unreacted acid required 20 mL of sodium
10 10
hydroxide for complete neutralization. The percentage of nitrogen in the compound is
(1) 6%
(2) 10%
(3) 3%
(4) 5%
22. In Carius method of estimation of halogens, 250 mg of an organic compound gave 141 mg of AgBr. The
percentage of bromine in the compound is (At. mass Ag = 108; Br = 80)
(1) 24
(2) 36
(3) 48
(4) 60
23. The distillation technique most suited for separating glycerol from spent-lye in the soap industry is
(1) Fractional distillation
(2) Steam distillation
(3) Distillation under reduced pressure
(4) Simple distillation
24. Which of the following molecules is least resonance stabilized?

(1) (2)
N
O

(3) (4)
O

Numerical Value Type Questions


25. Using the provided information in the following paper chromatogram :

Solvent front
B
2 cm
5 cm
A
2 cm

Base line
Spot

Fig : Paper chromatography for compounds A and B.


The calculated Rf value of A ______ × 10–1.

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26. In an estimation of bromine by Carius method, 1.6 g of an organic compound gave 1.88 g of AgBr. The mass
percentage of bromine in the compound is _______. (Atomic mass, Ag = 108, Br = 80 g mol–1)
27. In Duma’s method of estimation of nitrogen, 0.1840 g of an organic compound gave 30 mL of nitrogen collected
at 287 K and 758 mm of Hg pressure. The percentage composition of nitrogen in the compound is ______.
(Round off to the nearest Integer)
[Given : Aqueous tension at 287 K = 14 mm of Hg]
28. The total number of C – C sigma bond/s in mesityl oxide (C6H10O) is ______. (Round off to the nearest integer).

29. 0.8 g of an organic compound was analysed by Kjeldahl’s method for the estimation of nitrogen. If the
percentage of nitrogen in the compound was found to be 42%, then _______ mL of 1 M H 2SO4 would have
been neutralized by the ammonia evolved during the analysis.
30. The number of acyclic structural isomers (including geometrical isomers) for pentene are ______.
31. The dihedral angle in staggered form of Newman projection of 1, 1, 1-Trichloro ethane is ______ degree.
(Round off to the nearest integer)
32. The transformation occurring in Duma’s method is given below :

 y y z  y
C2H7N +  2x +  CuO ⎯⎯→ xCO2 + H2O + N2 +  2x +  Cu
 2  2 2  2 
The value of y is ______.
33. On complete combustion 0.30 g of an organic compound gave 0.20 g of carbon dioxide and 0.10 g of water.
The percentage of carbon in the given organic compound is ______. (Nearest integer)
34. Observe structures of the following compounds

The total number of structures/compounds which possess asymmetric carbon atoms is _____.

❑ ❑ ❑

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