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ORG–1 
1. For two carbon atoms bonded to each other, the nuclei are drawn close together on going from
(A) sp–spsp2 – sp2  sp3 – sp3 (B) sp2–sp2sp3–sp3sp–sp
(C) sp –sp  sp –sp  sp–sp
3 3 2 2
(D) sp–sp sp3–sp3  sp2 –sp2
H3C OH H3C O CH3 O
2. CH3
A CH3 B C O D H3C
O H3C
H3C CH3
Hg(OAc) 2 H3C

H3 C H3C CH3 H3C CH3


NaBH4

3. Molecular structures shown below are related to CHO OH


each other as C
C
H OH ,OHC CH2OH
(I) HOH2C H
(II)
(A) (I) and (II) are enantiomeric (B) (I) and (II) are identical
(C) (I) and (II) are diastereomers (D) (I) and (II) are anomeric

4. In tetracyanoethene molecule
(A) geometrical isomerism is possible
(B) the rotational energy barrier around C = C will be higher than in ethene
(C) No. of  and  bonds will be in a ration 1 : 1 (D) C–N bond length will be same as in HCN

5. Optical activity of a compound is measured by polarimeter using monochromatic light beam from
Na–lamp which belongs to D–line is 589 nm wavelength.
(A) D–line is used as human eyes are highly sensitive for it
(B) While using polarimeter, there is no distinction between rotation   180 n (n any integer)
(C) Magnitude of optical rotation is directly proportional to conc. of solution and length of tube
(D) All are correct

6. Arrange the following molecules according to their ease of rotation about C = C

C C

(i) (ii) (iii)


(A) i > ii > iii (B) ii > i > iii (C) iii > i > ii (D) ii > iii > i

7. H3C +
K 2Cr2O 7/H
CH C(CH3)3 A
H3C The product ‘A’ is
(A) CH3 (B) CH3 (C) (D) H3C
HOOC HC HOOC C CH3 HOOC COOH CH COOH
CH3 CH3 O

O
H3C C Anhyd. AlCl3
8. O + X + Y
X and Y can not be distinguished
H3C C from each other by
O
(A) iodoform test (B) NaHCO3 (C) Fehling solution (D) 2, 4–DNP
O
9. Which of the (A) R alc. KOH
R O

following Et NMe 2 CH2


H 
(B)
reactions shown MeI
is correct Br H Et
OH-
O O CH3 CH3
(D)
(C) CH3 CH3 base
base
OTs
OH

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10 Choose a reaction scheme least likely to be
successful for alkene (A) shown:
(A)
O
H 2C P(Ph)3
(B)
(A) P(Ph)3 H H O

O
(1) CH 3MgBr
( 1) H H
(C) Li +
(D) O
( 2 ) H 3O
+
( 2) H 3O
+
+
(3) H /  (3) H / 

11. Consider the following reaction and choose the correct option :
H3C CH3
C C NBS
?
H CH2CH3
(A) One of the products will be resolvable (B) Reaction give six geometrical isomers
(C) One of the product upon  – elimination give conjugated diene
(D) Reaction is an example of free–radical substitution reaction

12. Choose the correct statement(s) from the following statements.


(i) The fact that o-hydroxy benzoic acid is much more acidic than p-hydroxy benzoic acid as
expected from ortho effect can be explained by considering hydrogen bonding
CH3 H3C CH3
H3C
(ii) is optically active while is optically inactive
(iii) The dipole moment of CH3Cl is more than that of CH3F
(A) (i), (ii) (B) (ii), (iii) (C) (i), (iii) (D) (i), (ii) and (iii)

13. In order to bring about the following conversion, choose all possible CH CH2

set of reagents form the list given below and put them in correct order.
1. CH3COCl/AlCl3 (anhydrous) 2.CH3Cl/AlCl3 (anhydrous)
3.CH2Cl – CH2Cl/AlCl3 (anhydrous)
4.Al2O3/350C 5.NaBH4 6.CH3Li 7.CH2 = CH – Cl 8.alc.KOH CH3
9.CH3–CHCl2/AlCl3 (anhydrous)
(A) 2154 (B) 7245 (C) 382 (D) 962

14. The possible structures of ‘B’ are


Cl
conc.HNO3
A
NaNH2 + NH3 [B]
conc.H2SO4
NH2 NH2 NH2

(i) NO2 Cl
(ii) NO2 NH2 (iii) NO2
(iv) NO2

(A) (i), (ii) (B) (i), (iii) (C) (i), (iv) (D) (ii), (iv)

15. base If Y is a gas then X and Z are


X + + Y Z
O

O COOEt
NH
(A) (B) H2NCH2COOEt (C) HO2CNH2CH2CO2H D)

CHO CH2

16. Match the column– I with column – II.


Column– I Column– II
(A) A A A A (p) Enantiomers
C C C and C C C
B B B B
Cl Cl
(B) (q) Structural isomers
Cl

and
Cl

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(C) Et CH3 Et (r) Same compound
Et
H C N Et and H C N CH3
Me CH(CH3)2 Me CH(CH3)2
(D) H3C Br H3C Br (s) Diastereomers
H and H H
H
Br CH3 Br CH3

ASSERTION–REASON
(A) Statement–1 is True, Statement–2 is True; Statement–2 is a correct explanation for Statement–1
(B) Statement–1 is True, Statement–2 is True; Statement–2 is NOT a correct Explanation for Statement–1
(C) Statement–1 is True, Statement–2 is False (D) Statement–1 is False, Statement–2 is True

17. STATEMENT–1: Aqua N2O5 along with conc. H2SO4 can also be used for nitration of aromatic
compounds.
STATEMENT–2: Aq. N2O5 along with H2SO4 produces nitronium ion.
Cl Cl
C C C C
18. STATEMENT–1 : H H is optically inactive and can show cis–trans isomerism.
STATEMENT–2 : The compound is planar and have different substituents on atoms which have
restricted rotation on the plane.
19. STATEMENT–1 : Hydrogenation of a compound is mostly an exothermic reaction.
STATEMENT–2 : Higher the heat of hydrogenation more will be the stability of parent compound.

20. STATEMENT–1 OH

H3C CH CH2
on catalytic deuteration (Ni/D2 and )
gives recemic mixture
H
STATEMENT–2: Catalytic deuteration is syn–addition.
21. Choose the incorrect statement(s)
CN

O O
CH3
H3C CH3
and H3C CH3
and
i) metamers ii) CN position isomers
O
H3C

iii) OH exhibits tautomerism iv) propanamine exhibits chain isomerism

(A) ii, iii (B) ii,iii,iv (C) i,iii,iv (D) iii,iv


22. Select the more basic one from each pair
NH2 NH2
ONa
ONa
H3C
(A) & H3C (B) &
II CH3
I CH3
Cl CH3
I II
ONa ONa
NH2

NH
(C) & (D) &

I NO2
II I II
NO2

(A) I,I,I,I (B) II,II,II,II (C) II,I,II,I (D) I,II,II,I


1 1
23. 1
2
These are the three canonical structures of
2
2
naphthalene, choose the correct statement
3 3 3
about them
4 4 4
(A) all C-C bond lengths are same (B) C1-C2 bond length is less than C2-C3
(C) C1-C2 bond length is more than C2-C3 (D) None

24. For the following reactions:

(I) Cl + Cl, H1o (II) Cl + Cl, H2o

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(III) CH2Cl CH2 + Cl, H3o (IV) Cl + Cl, H4o
The correct decreasing order of enthalpies of formation of carbocation is:
(A) H 10 > H 02 > H 03 > H 04 (B) H 04 > H 10 > H 02 > H 03
(C) H 03 > H 02 > H 10 > H 04 (D) H 02 > H 10 > H 04 > H 03

25. How many L of 1M KOH is required in order to completely react with all
CH3
the products obtained by the oxidative ozonolysis of 0.1 mol of the
following compound (under normal conditions) H3C

CH3

(A) 0.5L (B) 0.8 L (C) 0.4L (D) none


26. identify the most stable intermediate
H E H E
H H

(A) E (B) E (C) (D)


+ +
+ +

27. Which statement(s) is/are correct about the pair given


CH3
H3C CH3
H3C
CH3 H3C CH3

CH3
(A) both give same product with Br2/CCl4 sol (B) both can’t be separated by fractional distillation
(C) both have different linkage of atoms
(D) both after catalytic hydrogenation, followed by photochemical bromination and then treatment
with alc.KOH followed by reaction with HBr/R2O2 give the same compound

28. acidic strength of conjugate acids of the H


following N N
N NH N NH

(A) I>II>III>IV (B) III>II>I>IV (C) IV>III>II>I (D) none


O
29.
H 3C PhMgBr H2O fractional
CH 3 X Y X is no. of products and Y is no. of fractions
distillation
O
(A) 3,2 (B) 3,3 (C) 4,2 (D) 4,3

30. Choose the incorrect statements


(i) among the following order of reactivity towards EAS is benzoic acid > chlorobenzene > benzene >
phenol
(ii) nitrobenzene is better solvent to carryout friedel-craft’s reactions than toluene
(iii) electrolysis of maleic acid as well as fumaric acid gives acetylene at anode
(A) i,ii (B) ii,iii (C) I,iii (D) all

Key for ORG-1:

1.C 2.A 3.A 4.C 5.D 6.B

7.B 8.ABD 9.BCD 10.D 11.ACD 12.C

13.ACD 14.D 15.BD 16. 17.A 18.A

19.C 20.D 21.B 22.D 23.B 24.B

25.A 26.D 27.D 28.D 29.A 30.C

16. A  p ; B  q; C  s; D  r
p

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