PRACTICE SHEET - 09 (Chemistry)

Basic Concept of Organic Chemistry

1. Compound having molecular formula C5H12O cannot 4. At conjugated position – NO imparts

show
(1) + M and + I effect
(1) Tautomerism
(2) – M and – I effect
(2) Position isomerism
(3) + M and – I effect
(3) Metamerism
(4) – M and + I effect
(4) Functional isomerism
Me
2. In which of the following reactions equilibrium will
shift towards right?
5. The IUPAC name of the compound

+ NaHCO3
Et
(1) (1) 3-methyl-6-ethylcyclohexene
H H
(2) 6-ethyl-3-methyl cyclohexene
(3) 3-ethyl-6-methyl cyclohexene
(2) C C—H + NaOH
(4) 6-methyl-3-ethyl cyclohexene
6. Strongest and weakest acid among the following is
OH
(3) + NaHCO3 CH3 — NO2 CH3 — CHO CH3 — F CH3 — CN
I II III IV

(1) I and II (2) III and IV

O
(3) III and II (4) I and III
C
(4) OH 7. Correct order of acidic strength for the given
+ NaHCO3 species

3. The IUPAC name of the compound CH3—C N—H CH3—CH2—CH3

I II
CH3 CH3
CH CH3—C C—H CH2—H
CH3
CH3—CH—C—CH III IV
CH3 (1) I > II > IV > III (2) II > IV > III > I
CH3 CH
CH3 (3) III > I > IV > II (4) I > III > IV > II
CH3
(1) 3-diisopropyl-2,4-dimethylpentane
(2) 2, 4-dimethyl-3-diisopropylbutane
(3) 2, 4-dimethyl-3-3-bis(1-methylethyl) pentane
(4) None of these
8. Which of the following will have weakest indicated 11. Most acidic species among the following is
C—H bond?
O O S S
(1) (2)
(1) O2N CH2—H O S

O O
CH3
(3) (4)
O O
H3C C
H3C 12. What is the index of hydrogen deficiency in the
(2) CH2—H molecule C12H17NO?
H3C
(1) 4 (2) 5
H3C C
(3) 6 (4) 7
H3C
13. Which of the following compound cannot have a 
CH3 bond?
CH3
C (1) C10H21N (2) C7H12
CH3
(3) C20H40Cl2O (4) C30H50Br2O2
(3) CH2—H
14. Which of the following experimental techniques can
CH3 be used to detect carbon free radicals in a reaction
C
mixture?
CH3
CH3 (1) Magnetic susceptibility method
(4) CH3—H (2) Polarimetry
(3) NMR-spectroscopy
9. Which of the following compounds will not dissolve (4) IR-spectroscopy
in aqueous NaOH?
15. Which of the following reactions will not generate a
R O carbanion?
O
O C
H
(1) (2) OH O
HO OH
(1) NaOEt
H (1)
S Et-OH
H O
(3) (4)
OH
NH 2
10. In which of the following all electronic effects (2)
NO 2
namely inductive, mesomeric and hyperconjugative
effects are present?
SbF5
O (3)
F

(1) (2) (4) CH3 — C C — H 

NaNH2 /NH3

H3C CH3

O
CH3
(3) (4)

O
16. Out of the given reactive intermediates which will be 21. Three dimensional arrangements which can be
attracted towards the magnetic field? interconverted into one another due to rotation
along a single bond are known as
(1) Carbocation
(1) Conformers
(2) Carbanion
(2) Diastereomers
(3) Carbon free radial
(3) Chain isomers
(4) Nitrene
(4) Positional isomers
17. Which will have highest melting point?
22. In the given anion, –ve charge is delocalized on

(1) (2)

(3) (4)
(1) One atom (2) Three atom
18. Which of the following species cannot behave as (3) Four atom (4) Five atom
electrophile?
O
(1) BCl3 (2) AlCl3
23. The compounds and
(3) NH4+ (4) SO3 O
are
19. Which of the following is the strongest base in
(1) Chain isomers
water?
(2) Metamers

(1) (2) NH2 (3) Position isomers

(4) Both (1) & (2)

24. Least stable carbocation among the following is

(3) (4)
CH3
N
H3C – C – CH3 CH3

20. Which of the following is most acidic? (1) (2)

OH CH2 CH2
NH2
(1) (2) NH2
N (3) CH3 – C – CH3 (4) CH
H H2C CH2
CH3

NH2
(3) CH3 – O – H (4) C
H2N NH2
25. Which of the following compound will give blood 28. Among the following, the most stable carbocation
red colour while doing the Lassaigne’s test for N? is

(1) (NH2)2 C O (2) H2N (C6H4) SO3H


NH2 (1) CH3  CH CH3 (2)

(3) C6H5SO3H (4)

Cl
(3) (4)
26. The most stable free radical is _________

29. Most acidic species among the following is

(1) (2) O
(1) CH3 – C – CH3 (2) CH3 – O – H
CH

(3) CH3 – C  C – H (4) H

(3) (4)

27. Which of the following group will have strongest 30. Which of the following double bond in the given
electron donating mesomeric effect? molecule is most reactive towards a strong protic
acid?
 O Me
(1) N (2) N
Me Me A C
O
Me
H B D
N O Me
(3) C=O (4) O–C
H3C R (1) A (2) B
(3) C (4) D