Documente Academic
Documente Profesional
Documente Cultură
(b)
NH
2
Cl
(c)
NH
2
CH
3
(d)
NH
2
H
Q.3 Write correct order of acidic strength of following compounds:
(i) (a)
COOH
Cl
(b)
COOH
Br
(ii) (a)
COH
OMe
O
(b)
COH
OMe
O
(c)
COH
OMe
O
Your Target is to secure Good Rank in Pre-Medical 2011
2 / 4
TARGET : PRE-MEDICAL 2011
Q.4 Arrange the given phenols in their decreasing order of acidity:
(I) C
6
H
5
-OH (II) F OH (III) Cl OH (IV) O
2
N OH
Select the correct answer from the given code:
(A) IV > III > I > II (B) IV > II > III > I (C) IV > III > II > I (D) IV > I > III > II
Q.5 Write the canonical structures of each of the following :
(a) R-CO-CH = CH
2
(b) CH
3
O-CH = CH-
3
NMe
(c)
O
O
(d)
N
Q.6 Identify electron donating groups in resonance among the following :
(a) - CONH
2
(b) - NO
2
(c) - OCOCH
3
(d) - COOCH
3
(e) - CHO (f) - NHCOCH
3
Q.7 Identify electron withdrawing groups in resonance among the following :
(a) - COOH (b) - CONHCH
3
(c) - COCl (d) - CN
(e) - O - CH = CH
2
(f)
Q.8 Which of the following pairs has higher resonance energy :
(a) CH
3
COOH and CH
3
COONa (b) CH
2
= CH -
Q
O and CH
2
= CH - OH
(c) and (d) and
(e) and CH
2
= CH - CH = CH - CH = CH
2
Q.9 Which of the following pairs has less resonance energy :
(a)
- 2
3
CO and HCOO
-
(b)
and CH
2
= CH -
-
2
CH
(c) and CH
2
= CH - CH = CH
2
(d) and CH
2
= CH -
2
H C
(e) and
Your Target is to secure Good Rank in Pre-Medical 2011
3 / 4
TARGET : PRE-MEDICAL 2011
Q.10 Which of the following pairs has higher resonance energy :
(a) and
(b) CH
2
= CH - O - CH = CH
2
and CH
2
= CH - NH - CH = CH
2
(c) H N CH CH
2
Q
- = and H N CH HN
Q
- =
(d) CH
2
= CH - F and CH
2
= CH - Br
Q.11 In which of the following pairs, indicated bond is of greater strength :
(a)
- = - Br CH CH CH
3
and
Br
|
CH CH CH
3 3
- -
(b) and
- - Cl CH CH
2 3
(c)
= - =
2 2
CH CH CH CH and
2 2 3
CH CH CH CH = - -
(d)
= - =
2 2
CH CH CH CH
and
- =
2 2
NO CH CH
(e) and
Q.12 In which of the following pairs, indicated bond having less bond dissociation energy :
(a) and
=
2 2
CH CH
(b)
- CH C CH
3
and
CH HC
(c) and
(d) and
Q.13 C1 - C2 bond is shortest in
(A) (B) (C) (D)
Your Target is to secure Good Rank in Pre-Medical 2011
4 / 4
TARGET : PRE-MEDICAL 2011
Q.14 CH
3
O - CH = CH - NO
2
I
CH
2
= CH - NO
2
II
CH
2
= CH - Cl III
CH
2
= CH
2
IV
Which of the following is the correct order of C - C bond lengths among these compounds :
(A) I > II > III > IV (B) IV > III > II > I (C) I > III > II > IV (D) II > III > I > IV
Q.15 Compare the C-N bond-length in the following species:
(i) (ii) (iii)
Q.16 Rank the following sets of intermediates in increasing order of their stability.
(i) (a)
CH
2
OH
(b)
CH
2
OH
(c)
CH
2
OH
(ii) (a)
- -
2 2 3
CH CH CF (b)
-
2 3
CH CF
(c)
3
CF
(iii) (a)
3
CF
(b)
3
CCl
(iv) (a)
CF
3
(b) CCl
3
(v) (a) (b) (c) (d)
(vi) (a)
CH
2
CH
3
(b)
CH
2
CH
2
Me
(c)
CH
2
CH Me
2
(d)
CH
2
CMe
3
Pre-Medical 2011
RACE # 02 CHEMISTRY Special Questions
Your Target is to secure Good Rank in Pre-Medical 2011
1 / 4
AIPMT MAINS
Q.1 Match the names of carboxylic acids in column I with pk
a
value in column II.
Column I Column II
(A) Benzoic acid (P) 4. 17
(B) Ethanoic acid (Q) 4. 14
(C) o-methyl benzoic acid (R) 4. 74
(D) p-fluorobenzoic acid (S) 3. 91
Q.2
O N
2
NO
2
I
x y
Br
z
NO
2
Correct order of bond length is :-
(A) z > y > x (B) x > y > z (C) y > x > z (D) x > z > y
Q.3 PhN
2
+
is more stable than RN
2
+
because :-
(A) in Ph
N
2
+
, +ve charge undergoing delocalisation in the ring.
(B) Ph having -I effect whereas R having + I effect
(C) in Ph group carbon is more electron defficient w.r.t carbon in R group
(D) All are incorrect
Q.4 Which order of acid strength is wrong :-
(A)
COOH
SO H
3
>
COOH
CH
3
(B)
NO
2
COOH
>
COOH
(C)
COOH
OCH
3
>
COOH
(D)
Cl
COOH
>
COOH
Q.5 Arrange the following compounds in order of C-N bond length :-
(A)
Me Me
NO
2
(B)
Me
Me
NO
2
(C)
Me
Me
NO
2
(D)
Me
NO
2
Me
Your Target is to secure Good Rank in Pre-Medical 2011
2 / 4
TARGET : PRE-MEDICAL 2011
Q.6 Arrange in order of C-H bond energy
H
HCHCHCCH
3
H H
a
HCH
2
d
c b
e
CH
2
H
f
Q.7 Which of the following pairs is stronger acid. Suggest a suitable explanation in each case.
(i)
Me
H
H
COOH
and
H
H
Me
COOH
(ii)
O N
2
H
H
COOH
and
H
H
NO
2
COOH
Q.8 Following compound contains three C=C, arrange these in stability order :
H
C=CC=CH
H
CH
3
CH
3
c
b a
CH
3
CH
3
Q.9 Arrange the following in increasing order of acid strength.
HO S
3
O
H OH
COOH
CH H
2
H CH
2
(e)
(d) (c)
(b)
(a) (f)
(A) c < f < d < a < b < e (B) f < d < c < b < e < a
(C) f < c < d < b < e < a (D) c < d < f < a < b < e
Q.10 Select true statement (s) :
(A) Resonance affects bond length
(B) cis-1-bromo-1,2-difluoro ethene and Z-1-bromo-1,2-difluoro ethene are geometrical isomers
(C) In CH
2
COH
COH
O
O
most acidic H is connected directly to oxygen not to carbon.
(D) Boiling point of
OH
is less than
OH
OH
Your Target is to secure Good Rank in Pre-Medical 2011
3 / 4
TARGET : PRE-MEDICAL 2011
11. Which of the following is the correct order of acidic nature.
(I)
O
N
H H
(II)
N
H H
(III)
N
H H
(A) III > I > II (B) I > II > III (C) II > I > III (D) III > II > I
12. Write correct order of acidity of a, b & c marked in structure of vitamin B
6
CH OH
2
HO
(a)
N
CH
3
CH OH
2
(b)
(c)
13. Write correct order of acidic strength as a to d.
N
H
O
N
H
H H
O
H
H
(c)
(b)
(a)
(d)
14. Write the correct order of pK
a
of marked position C-H bond in following compound.
O
H
H
H
H
T
S
H H
R H
Q
H P
15.
HO
OH
SH
O
a
c
b
Find out order of acidic strength of a, b, c.
16. Four compouds are given in column I, match these with their pK
a
1
values given in column II.
Column I (Compound) Column II (pK
a
1
)
(A) CH
3
COOH (P) 4. 87
(B)
COOH
COOH
(Q) 4. 76
(C) ClCH
2
COOH (R) 2. 86
(D) CH
3
CH
2
COOH (S) 1. 2
Your Target is to secure Good Rank in Pre-Medical 2011
4 / 4
TARGET : PRE-MEDICAL 2011
17. Which of the following is most stable carbocation.
(A)
OEt
(B)
OEt
(C)
OEt
(D)
OEt
18. For the following compounds, arrange the labelled proton in increasing order of their ease of
deprotonation :
(A)
C CH
3
CH
2
H
1
H
2
(B)
H
3
N
H
2
H C
2
H
1
O
(C)
O
O
O
H
1
C
CH
2
H
3
2
H
ANSWER KEY OF RACE # 01
Q.1 (i) a > b > c > d (ii) c > b > a (iii) d > b > a > c
Q.2 (i) a > b > c (ii) c > d > b > a
Q.3 (i) b > a (ii) c > b > a
Q.4 (c)
Q.6 (c), (f)
Q.7 (a), (b), (c), (d), (f)
Q.8 (a) II (b) I (c) I (d) I (e) I
Q.9 (a) II (b) I (c) I (d) II (e) I
Q.10 (a) I (b) II (c) II (d) I
Q.11 (a) I (b) I (c) I (d) II (e) II
Q.12 (a) I (b) I (c) I (d) I
Q.13 (D)
Q.14 (A)
Q.15 iii > ii > i
Q.16 (i) c > a > b (ii) c > a > b (iii) a > b (iv) b > a (v) c > b > a > d
(vi) a > b > c > d
Your Target is to secure Good Rank in Pre-Medical 2011
1 / 4
1. Pick an ether which can not be prepared by direct Williamson's synthesis :-
(1) CH
3
CH
2
CH
2
OCH
2
CH
2
CH
3
(2) PhOCH
2
CH
3
(3) (CH
3
)
3
COC
2
H
5
(4) CH
3
CH = CHOCH = CH
2
2. Column I Column II
(reaction) (name of reaction)
(A) 2C
6
H
5
CHO
20%NaOH
(P) Benzoin condensation
(B) C
6
H
5
CHO + HCHO
20%NaOH
(Q) Cannizzaro reaction
(C) 2C
6
H
5
CHO
2 5
KCN/ C H OH
(P)
OH/D
(Q). Compound Q is :-
(1)
CH OH
2
COO
(2)
CHO
(3)
CHO
(4) OH
CHO
7. Decarboxylation will take place on heating :-
(1) Methyl malonic acid (2) Succinic acid
(3) 2, 2-dimethyl acetoacetic acid (4) In all cases
Pre-Medical 2011
RACE # 03 CHEMISTRY Special Questions
AIPMT MAINS
Your Target is to secure Good Rank in Pre-Medical 2011
2 / 4
TARGET : PRE-MEDICAL 2011
8. CH
2
= CH
2
3
PhCO H
A
3
H O
B
( )
3
PI ,
2 eq
D
C
Structure of C is :-
(1) CH CH
2 2
OH I
(2) CH
2
=CH
2
(3)
CH CH
2 2
O
(4)
CH CH
2 2
I I
9.
CCH
3
O
Zn Hg
Conc. HCl
-
P
NBS
Q
alc. KOH
R
HBr
peroxide
S
( )
3
2
CH CuLi
T; T is :-
(1)
O
CH
3
CH
3
(2)
O
CH
3
CH CH
2 3
(3)
CH
2
(4)
CH
3
10. Column I Column II
(reaction) (name of the reaction)
(A) C
6
H
5
CHO + NaOH C
6
H
5
COONa + C
6
H
5
CH
2
OH (P) Rosenmund's reaction
(B) C
6
H
6
+ CH
3
Cl
3
Anhyd.
AlCl
C
6
H
5
CH
3
(Q) Kolbe's Schmidt reaction
(C) RCOCl + H
2
4
Pd/ BaSO
RCHO (R) Friedel-Crafts reaction
(D) C
6
H
5
OH + NaOH + CO
2
Heat
H
+
COOH
OH
(S) Cannizzaro's reaction
11. ColumnI (products obtained ColumnII (Compounds that give
on oxidation with HIO
4
) product by HIO
4
oxidation)
(A) PhCH = O + CH
3
COCH
3
(P) Cyclopentane1, 2diol
(B) O = CH(CH
2
)
3
CH = O (Q) PhCHC(CH )
3 2
OH OH
(C) O + H C = O
2
(R)
OH
CH OH
2
(D) 2H
2
C = O + HCOOH (S) Glycerol
12. ColumnI ColumnII
(A)
H
OH
H
OH
(P) CCl
4
+ aq. NaOH
(B) CH
3
CH
2
CH = CH
2
CH
3
CH
2
CH
2
CH
3
(Q) O
3
/ H
2
O
(C)
OH
OH
COOH
(R)
KMnO /OH(cold)
4
(D)
C H CH=C
2 5
CH
3
CH
3
C H COH + CH CCH
2 5 3 3
O O
(S) H
2
/Pd
Your Target is to secure Good Rank in Pre-Medical 2011
3 / 4
TARGET : PRE-MEDICAL 2011
13. Match List-I with List-II and select the correct answer using the codes given below the lists :-
List-I (Compound) ListII (Used for separated between)
(A) NaHCO
3
solution (P) CH
3
CH
2
NH
2
and (CH
3
CH
2
)
2
NH
(B) NaHSO
3
(Q) Amides and amines
(C) dil. HCl (R) CH
3
CH
2
OH and CH
3
CHO
(D)
H C
3
SCl, KOH
O
O
(S) Carboxylic acids from phenols
14.
3
Na
liq. NH
(A)
3
2
O
Zn(H O)
(B)
3 2
Ph P CH (2 mole) =
(C)
Product (C) in above reaction is :-
(1) 1,4hexadiene (2) 1,4Pentadiene (3) 1,3butadiene (4) 1,4heptadiene
15. There are four alcohols P, Q, R, S which have 3, 2, 1, zero alpha hydrogen atoms, which will not give
any color in Victor Meyer test :-
(1) P (2) Q (3) R (4) S
16.
CHO
CH OH
2
H OH + HCN
A + B
A & B are :-
(1) Meso compounds (2) Diastereoisomers (3) Enatiomers (4) Both (1) & (2)
17. Column I Column II
(organic compounds oxidised by HIO
4
) (products of HIO
4
oxidation)
(A) CH CH CHCHCH CH
3 2 2 3
OH OH
4
HIO
(P) 2H
2
C = O + HCOOH
(B) PhCH CHCHCH
2 3
OH OH
4
HIO
(Q) 2CH
3
CH
2
CH = O
(C)
CH CH
2 2
OH OH
4
HIO
(R) 2H
2
C = O
(D)
CH CH CH
2 2 2
OH OH OH
HIO
4
(S) PhCH
2
CH = O + CH
3
CH = O
18. CH
3
CH
2
CH
3
2
Cl
hn
A
2
Br
hn
B ; A and B are :-
(1) CH
3
CH
2
CH
2
Cl and CH CHCH Cl
3 2
Br
(2) CH CHCH
3 3
Cl
and CH CHCH Cl
3 2
Br
(3)
CH CHCH
3 3
Cl
and CH CHCH Br
3 2
Cl
(4)
CH CHCH
3 3
Cl
and
CH C CH
3 3
Cl
Br
Your Target is to secure Good Rank in Pre-Medical 2011
4 / 4
TARGET : PRE-MEDICAL 2011
19. A compound with molecular formula C
6
H
14
O
4
does not give litmus test and does not give colour with 2,4
DNP. It reacts with excess MeCOCl to give a compound whose vapour density is 117. Compound A contains
how many hydroxy groups?
(1) 1 (2) 2 (3) 3 (4) 4
20. The given product can not be formed by which set of reactants in the presence of AlCl
3
catalyst
C
O
CH
3
CH
3
CH
3
(1) + Cl C
O
CH
3
CH
3
CH
3
(2)
CCl
O
CH
3
CH
3
CH
3
+
(3) C
O
+ CH Cl
3
CH
3
CH
3
(4)
C
O
CH + CH Cl
3 3
CH
3
ANSWER KEY OF RACE # 02
Q.1 (A P), (B R), (C S), (D Q)
Q.2 (B)
Q.3 (D)
Q.4 (C)
Q.5 D > C > A > B
Q.6 e > a > c > b > f > d
Q.7 (i) II (ii) I
Q.8 b > a > c
Q.9 (D)
Q.10 (A), (B), (C), (D)
Q.11 (A)
Q.12 a > b > c
Q.13 a > c > b > d
Q.14 S > Q > P > T > R
Q.15 a > b > c
Q.16 (A Q), (B S), (C R), (D P)
Q.17 (C)
Q.18 (A) 2 < 1 < 3 (B) 3 < 1 < 2 (C) 3 < 1 < 2
1. Which is the maior product of the following reaction ?
N
N
H
H
HCl
1 mole
Product
(1)
N
N
H
H
H
Cl
(2)
N
N
H
H
H
Cl
(3)
N
N
H
H
Cl
(4)
N
N
H
H
Cl
2. Among the isomeric amines select the one with the lowest boiling point :-
(1)
N
H
CH
3
(2) NHCH
3
(3)
N
CH
3
(4)
NH
2
3. A solution of optically active 1-phenylethanol racemizes in acidified aqueous medium. It is due
to :-
(1) Enolization (2) Carbonium ion formation
(3) Carbanion formation (4) Reversible oxidation-reduction
4.
Br
3
AgNO
(A)
Which statement is incorrect in respect of the above reaction ?
(1) Product is aromatic (2) Product has high dipole moment
(3) Product has less resonance energy (4) Product is soluble in polar solvent
5. Among the given reactions only one reaction favours backward reaction. It is :-
(1)
N
+ CH
3
CO
2
H
N
H
+ CH
3
-CO
2
-
(2)
N
H
+ CH
3
CO
2
H
N
H
H
+ CH
3
-CO
2
-
(3)
N
H
+
N
H
N
+
N
H
H
(4) PhNH
3
+
N
H
Ph-NH
2
+
N
H
H
Your Target is to secure Good Rank in Pre-Medical 2011
1 / 8
Pre-Medical 2011
RACE # 04 CHEMISTRY Special Questions
AIPMT MAINS
Your Target is to secure Good Rank in Pre-Medical 2011
2 / 8
TARGET : PRE-MEDICAL 2011
6. Which has maximum dipole moment :-
(1) (2) (3)
C
O
=
(4)
C
O
=
7. Which of the following would not rearrange to a more stable form ?
(1) + (2)
+
H (3)
+
(4)
+
8. Which does not involve a Carbocation ?
(1) (CH
3
)
3
CCl + AgNO
3
(2) (CH
3
)
3
COH + HCl
(3) (CH
3
)
3
CH + Cl
2
+ uv light (4) CH
3
CH = CHCH
2
OH + H
3
O
+
9.
CH
3
CH
3
(I)
CH
2
CH
3
(II)
CH
3
CH
3
(III)
Which of the following orders is correct for heat of hydrogenation of these compounds ?
(1) I > II > III (2) III > II > I (3) II > III > I (4) III > I > II
10. CH
2
CH
2
(I)
CH OCH
3
CH
2
(II)
CH OCH
3
CHCOEt
(III)
O
Which of the following orders of rotation barrier about the C=C bond, as indicated, is correct ?
(1) I > II > III (2) III > II > I (3) III > I > II (4) II > I > III
11. Match the column-I and column-II
Column-I Column-II
(a) COH + NaHCO
3
14
O
(p) NH
3
(b) COH + NaHCO
3
O
14
(q)
14
CO
2
(c) COH + Na
O
(r) CO
2
(d) SOH + NaNH
2
O
O
(s) H
2
Your Target is to secure Good Rank in Pre-Medical 2011
3 / 8
TARGET : PRE-MEDICAL 2011
12. PhCOH
O
3
NaHCO
(A) gas
Ph-CCH
Na
(B) gas
Ph-OH
2
NaNH
(C) gas
R-O-H
NaH
(D) gas
Sum of molecular mass of gas A + B + C + D is :-
(1) 64 (2) 74 (3) 37 (4) 56
13. A hydrocarbon A (V.D. = 36) forms only one monochloro substitution product. A will be :-
(1) iso-pentane (2) neo-pentane (3) pentane (4) hexane
14.
CH
3
H
CH
2
+ H
2
Pd
Product of the above reaction will be :-
(1) Racemic mixture (2) Diastereomers (3) Meso (4) Constitutional isomers
15.
CH
2
CH
3
CH CH
2 3
H Br + Br
2
300 C
C
Which of the following compound will not be obtained as a product in the above reaction ?
(1)
CH
3
H Br
CH CH
2 3
Br H
(2)
CH
3
H Br
CH CH
2 3
H Br
(3)
CH
3
H Br
CH
2
H Br
CH
3
(4)
CH
3
Br H
CH CH
2 3
H Br
16. Which of the following has highest chlorine content ?
(1) Pyrene (2) DDT (3) Chloral (4) Gammaxene
17.
CH OH
2
CHOH + CH MgBr
3
xCH
4
CH SH
2
(Excess)
.
What is the value of x in the above reaction ?
(1) 1 (2) 2 (3) 3 (4) 4
18. Which of the following alkanes will give single product on methylene insertion ?
(A) CH
3
-CH
3
(B) CH
3
-CH
2
-CH
3
(C) (CH
3
)
4
C (D) CH
3
CH
2
C(CH
3
)
2
CH
3
(E) (CH
3
)
2
CHCH(CH
3
)
2
(1) A, B, D (2) A, C, D (3) A, C (4) B, D, E
Your Target is to secure Good Rank in Pre-Medical 2011
4 / 8
TARGET : PRE-MEDICAL 2011
19. Among the following free radical bromination reactions, select those in which 2 halide is the maior
product :-
(P)
2
Br / hv
(Q)
2
Br / hv
(R)
CH CH
2 3
2
Br / hv
(S)
2
Br / hv
(T)
2
Br / hv
(U)
2
Br / hv
(b) Cl
+ CH
4
CH
3
Cl + H
(c) Cl
+ CH
4
3
CH + HCl (d) H
+ Cl
2
HCl + Cl
(e)
3
CH + Cl
2
CH
3
Cl + Cl
(p)
CH
3
D
T
(b)
CH
3
3
3 2
(1) BT : THF
(2) CH CO D
(q)
CH
3
D
(c)
CH
3
3
3 2
(1) BD :THF
(2)CH CO H
(r)
CH
3
D
(d)
CH
3
3
3 2
(1) BH .THF
(2) CH CO D
(s)
CH
3
T
D
22.
CH
3
HCl
; maior product of the reaction is :-
(1)
CH
3
(2)
Cl
(3)
Cl
(4)
Cl
23. Compare rate of dehydration of a, b, c by conc. H
2
SO
4
.
(a)
OH
(b)
OH
(c)
OH
(1) a > c > b (2) a > b > c (3) b > a > c (4) b > c > a
Your Target is to secure Good Rank in Pre-Medical 2011
5 / 8
TARGET : PRE-MEDICAL 2011
24. +
C
C
H CO H
2
CO H
2
H
D
2
H
Pd
, End-product of this reaction is :-
(1)
CO H
2
CO H
2
(2)
CH OH
2
CH OH
2
(3)
CH OH
2
CH OH
2
(4)
CH OH
2
CH OH
2
25. Bromination of (E)- butenedioic acid gives :-
(1) (2R, 3S)-2, 3-dibromosuccinic acid
(2) (2R, 3R)-2, 3-dibromosuccinic acid
(3) a mixture of (2R, 3R) and (2S, 3S)-2, 3-dibromosuccinic acid
(4) (2S, 3S)-2, 3-dibromosuccinic acid
26. Which of the followig is a maior product of the reaction shown below ?
CH
3
2
2
Br
H O
(1)
CH
3
H
Br
OH
(2)
CH
3
H
OH
Br
(3)
CH
3
OH
Br
H
(4)
CH
3
Br
OH
H
27. Decreasing order of rate of reaction of molecules towards electrophilic addition reaction is :-
CH=CH
2
NO
2
CH=CH
2
OH
CH=CH
2
CH
3
CH=CH
2
NH
2
(a) (b) (c) (d)
(1) a > b > c > d (2) b > c > a > d (3) d > b > c > a (4) b > d > c > a
28.
O
O
O
3
H O
(A)
NaOH
(B)
Kolbe electrolysis
(C)
Product (C) of above reaction is :-
(1) H
2
C=CH
2
(2) CH
3
-CC-CH
3
(3) HCCH (4) CH
3
-CH=CH-CH
3
29. Among the given halides, which one will give same product in both
1
N
S and
2
N
S reaction :-
(Do not consider stereo)
(I) CH CHCH CHCH
3 2 3
CH
3
Br
(II)
CH
3
Cl
(III)
Cl
(IV) CH CHBr
3
Et
(1) (III) only (2) (I) and (II) (3) (III) and (IV) (4) (I), (III) and (IV)
Your Target is to secure Good Rank in Pre-Medical 2011
6 / 8
TARGET : PRE-MEDICAL 2011
30. Consider the following alcohols :
CH OH
2
CH OH
2
O N
2
CH OH
2
CH O
3
CH OH
2
Br
(I) (II) (III) (IV)
The order of decreasing reactivities of these alcohols towards substitution with HBr is :-
(1) III > I > IV > II (2) III > I > II > IV (3) I > III > IV > II (4) I > III > II > IV
31. Which of the following reaction will not give ether as a maior product ?
(1) CH
3
CH
2
Cl + Ag
2
O(dry) (2) (CH
3
)
3
CCl + CH
3
CH
2
O
-
Na
+
(3)
CH CH Cl + Na O
3 2
+
(4) CH Cl + Na O CCH
3 3
+
CH
3
CH
3
32. Match the column-I and column-II
Column-I Column-II
Reaction Type of Reaction
(a)
Cl
aq.KOH
(p)
1
N
S
(b)
Cl
alc. KOH
(q)
2
N
S
(c)
Cl
2
H O
(r) E
1
(d)
OH
H
+
D
(s) E
2
33. Which of the following is most reactive towards
2
N
S reaction ?
(1)
CH
3
Cl
(2)
Cl
(3)
Cl
Cl
(4)
Cl
NO
2
Your Target is to secure Good Rank in Pre-Medical 2011
7 / 8
TARGET : PRE-MEDICAL 2011
34. Consider the following anions
CF SO
3
O
O
C H SO
6 5
O
O
O
CH CO
3
O
(I) (II) (III) (VI)
When attached to sp
3
-hybridized carbon, their leaveing group ability in nucleophilic substitution
reaction decreases in the order :-
(1) I > II > III > IV (2) I > II > IV > III (3) IV > I > II > III (4) IV > III > II > I
35. Match the column :
Column-I Column-II
E
2
reactions Number of products
(elimination bimolecular) (including stereoisomerism)
(a) CH
3
-CH
2
-CH
2
-CH
2
-Br
alc. KOH
(p) 1
(b) CH CHCH CH
3 2 3
Br
alc. KOH
(q) 2
(c) CH CCH CH
3 2 3
CH
3
Br
alc. KOH
(r) 3
(d) PhCH CHCH CH
2 2 3
Br
alc. KOH
(s) 4
36. ROH+HOC NO
2
O
H
+
ROC NO
2
O
Fastest rate of reaction will be when R is :-
(1) CH
3
- (2) CH
3
-CH
2
- (3) CH CH
3
CH
3
(4) CH C
3
CH
3
CH
3
37. Match the column-I and column-II
Column-I Column-II
Reaction Products
(a)
CH
3
OH
*
3
2 4
CH OH
H SO Conc.
(p)
CH
3
OCH
3
14
(b)
CH
3
OH
*
3
(1) NaH
(2) CH I
(q)
CH
3
CH
3
(c)
CH
3
OH
*
3
(1) HBr
(2) Mg
(3) CH I
(r)
CH
3
OCH
3
*
(d)
CH
3
OH
14
3
(1) Na
(2) CH I
(s)
CH
3
OCH
3
Your Target is to secure Good Rank in Pre-Medical 2011
8 / 8
TARGET : PRE-MEDICAL 2011
38. The correct order of rate of reaction towards nucleophilic addition reaction
CHO
NO
2
CHO
CHO
OMe
CH CEt
3
O
CPh
O
(a) (b) (c) (d) (e)
(1) a > b > c > d > e (2) a > b > d > c > e (3) a > d > e > b > c (4) a > b > e > d > c
39. PhCH=CHCCH
3
O
Ph-CH=CH-CO
2
H
Above conversion can be achieved by :
(1) KMnO
4
, D followed by H
+
(2) I
2
/NaOH followed by H
+
(3) H
2
/Pt (4) LiAIH
4
40. HCD
O
HO
(50%)
-
, Product of this Cannizaro reaction is :-
(1) D-CO
2
-
+ CH
2
DOD (2) H-CO
2
-
+ D-CO
2
-
(3) D-CO
2
-
+ CH
2
DOH (4) D-CO
2
-
+ CHD
2
OH
ANSWER KEY OF RACE # 03
Q.1 4 Q.2 (A Q), (B R), (C P), (D S)
Q.3 (A S), (B Q), (C P), (D R) Q.4 1
Q.5 2, 3 Q.6 2
Q.7 1, 3 Q.8 2
Q.9 4 Q.10 (A S), (B R), (C P), (D Q)
Q.11 (A Q), (B P), (C R), (D S) Q.12 (A R), (B S), (C P), (D Q)
Q.13 (A S), (B R), (C Q), (D P) Q.14 2
Q.15 4 Q.16 2
Q.17 (A Q), (B S), (C R), (D P) Q.18 4
Q. 19 2 Q.20 3, 4
1. Which of the following pairs can be distinguished by Fehling's solution ?
(1) Glucose and fructose (2) Glucose and sucrose
(3) Methanal and ethanal (4) Propanone and benzaldehyde
2. Which of the following will give blue colour during the test for 'N' in sodium extract :-
(1) C
6
H
5
N
2
Cl
(2) NH
2
CONH
2
(3) NH
2
-NH
2
(4)
SO H
3
NH
2
3. Which of the following is a natural polymer :-
(1) Nylon (2) Teflon (3) PVC (4) Cellulose
4. Glucose and fructose form identical osazones because :-
(1) They are monosaccharides (2) They are reducing sugars
(3) They are epimers (4) Their configurations differ only at C-1 & C-2
5. a-Amino acids can be identified by :-
(1) Baeyer reagent (2) Ninhydrin (3) Tollens reagent (4) NaSO
3
H
6. Match List-I with List-II
List~I List~II
(a) a-D and b-D glucose (i) Enantiomers
(b) D-glucose and (ii) Anomers
D-galactose
(c) Erythrose and threose (iii) Epimers
(d) D-glyceraldehyde and (iv) Diastereomers
L-glyceraldehyde
7. Which one of the following pairs is correctly matched:-
(1) Sucrose : reducing sugar
(2) Glucose : mutarotation
(3) Fructose : aldose sugar
(4) Sucrose : monosaccharide
8. The given structure of a-amino acid will exist at which pH ?
H NCH
3
COOH
R