pK,).

2. Select the acid with the highest K, i.e., lowest

OH OH
CI OH
(a) H,C OH (b) CIH (c) (d) C1
4. Arrange the following in increasing order of their pK, values.

(x) CH3-S O H () CH C-0-H (a) CH3 -OH

(a) y <x<z (b) x<y<z (C)y <z <* (d) x < z <y
 H
compound in (A) and (B). Most basic in (C) and (D).
J6. n the given pair identify most acidic CO,H
ÇO,H CO,H CO,H
CH3
CH3
(A) (B)
() (I1)
() (II)
NH, NH,
NH, NH, CH,
CH3
(C) (D)
() (II)
() (I)
(a) A-I, B- II, C-1,D-II (b) A-I, B-I,C-I, D - II
(c) A -II, B - II, C- I, D - II (d) A-1, B-II, C-I, D-I
 F
strengths.
21. Arrange the following in decreasing order of their acidic

OH H
H H CH3
(A) (B) (C) (D)
A>> D> C>B (d) D > A
(a) A>C> B > D (b) A > D> B> C (c)
 (a) A > B (b)
STRONGER CONJUGATE BASE ?
24. Which of the following acids would have a
(A) H,S VS H,0
1 2

NH NH
(B) VS

3 4
(C) CHC= CH vs CHCH =CH2
5 6
(a) 2, 4. 6 (b) 1, 3, 5 (c) 2, 3, 5 (d) 1,3,6
 AcO
Selected bond angles for six
according to their pKg Values,hydrocarbons are shown below.
from the lowest to the highest. Arrange these hydrocarbons
H H 1280

H H

1179
() (II) (II) ((V)
1800
HS
H 3 H 120°
H
(VI)
(a) V<I< VI <II < II<V (b)IV <I<II< III <V< VI
(c) II < IV<I<VI<V<II (d) I <V<IV<II <II <VI
Which follo T triue ?
83. Which of the following has lowest pKa value ?
CH
(a) (b) CH
 (d)

s4. Arrange the following (w, x, y, s) in

 (b) w >I>y> z
w>>y>x (d) w > z> x>y
35 Arrange thefollowing in increasing order of their acidic strength.

() (II) (IV) oCH3

(a) III<I<IN < II
() I< Il < V < II (b) II <I< IV < III
36. (d) II < III <I< V
How many degrees of are
 (C) Z > W> X> y (d) z >X > W >y
40. Arrange the following alcohols in decreasing order of the ease of ionization under acit
Conditions.

OH
ÎH OH
(I) (II) (III)

(a) I > III > II (b) I> II> III (c) II >> II > I (d) II > I> I
General Organic Chemistry 11

(p) CH3, (g)

43. Arrange the anions (p) NH), (r) OH, ($) F, in decreasing order of their basic
(q) NH2,
strength.
(a) p > q>r>s (b) q >p>r> s
(c) r> q>p>S (d) r >p > q S
rence with sodium carbonate:
 (a) phthalic acid (b) succinic acid
"46. Among the following compounds, the most basic compound is:

(a) (b) (c) (d)

H
H H H
50.
NH; N-H;

()
(y) (6)
The correct order of decreasing bnsic strengths ofx,y and zis :
(a) x>y > # (b) x > >y (c) y> >z (d)y> 1>r
52. Which of the following is the strongest Bronsted base ?
NH, H H
H
N. N.
(a) N (c) (d)
(b)
H H
53. Which of the following is polar aproticsolvent ? DMC (d) All of these
(a) sp and sp (b)sp and sp (c) sp and sp
3
(d) none of thee
Increasing order of acidic strength of given compounds is :
OH OH OH OH

H,C NC HCO
(I) (I) (III) (IV)

(a) III <I< IV < II (b) II <I<V< II

(c) I < III < IV < II (d) I < III <II < IV
69. Rank in the order of increasing acidity .
(III) -OH
() -OH (I) -NH,
(a) III <I<II (b) I < III| < I|
(c) IIl <I|<I (d) | <I<| |
0
J Which compound has the highest value of pKa?
(a) Ci CH, - CH, COOH
(b) CH3 CH2
Cl
COOH

() CH3 - CH-COOH (d) CH3 CCOOH

CI Cl
Consider the hydrogen atoms
 15
General Organic Chemistry
is :
Decreasing orderof acidic strengths of following compounds H N
CN

(z)
(y)
(x)
(d) z>x>y
(b)y >x>: (c) z>y >x
(a) x>y > more acidic than first ?
second compound is
in which pair
 (c) z>y >x (d) z > x >y
(a) x>y > (b) y>x>
second compound is more acidic than first ?
Amongthe given pairs, in which pair

-C-CH3
(a) BrCH ,NO, and CH,CH3 (b) CH3 -CCH,CN and CH3
OH OH OH OH

& &
(d)
(c)

CH C=0 CH3
underlined atoms in the molecules shown below have g e g
Which of the
 H H 3<1 (d) 3 <1<2 (e) WA
(c) 2 <<
(b)3 <
2<1
decreasing acid strength (most acidic The hydr
(a) 1 < 2<3 compounds in order of
(a) F
following OH 88. Interr
82. Kank the OH
acidic). OH (a)
OH

NO,
NO, 89.
3 V
4
1
(c) 3> 1> 2> 4 (d) 3 >1>4>2
(a) 2 > 4>1>3 (b) 1>3> 4> 2
 17
General Organic Chemistry
increasing acidity (weakest acid first).
83. Rank the following compounds in order of
Cl CHs NO2
-OH -OH -OH
CI HC 0,N
Cl CH, NO,
3
2
1
(d) 2 <1<3
(b) 3<1<2 (c) 1 < 2 <3
(a) 2 <3 <1 largest pK, value (i.e., is least acidic) ?
phenols has the
Which of the following
 (a) 2 <3<1 (b
phenols has the largest pk, value (i.e.,is least acidic) ?
84. Which of the following
-OH
(a) ci -OH (b) 0,N

-OH
-OH
(d) N=C
(c) H,C
represents the resonating structures ?
85 Among the given sets, which
 +
H-Ö-C= N? and H-N= C=0
(c) H-C N-0: and H-C-N: (d)
each species in the following equilibrium according to the code:
86. ldentify weaker base.
stronger base; WA = weaker acid : WB =
SA = stronger acid ; SB =
The pK, of (CH),NH is 36; the pk, ofCH,OH is 15.2.
CH,OH + (CH),NH CH 0 +CH, - NH-CH,
2
H
1 2 1 2
2 1 2 (d)SB SA
(b) WB WA (c) SA SB
(a) WA WB
(e) WA WA
bonding is strongest in which one of the following set ?
hydrogen
 (b) b
90. Which of the (c) c (d) d
acid ? following compounds would you expect to be
strongest carbon
(a)
(b)

(c) CH,(CO,Et)2
(d) CH,COCH,COOCgHs
5-Bromo-2-cyclopropyl
Br have
 106.
(a) CH,(C) 108.
-CH, CH,(A) Rank
(c) (a) 104.
B>
the C> Decreasing
B
-0H, Ph
(d) (c) (a)
A > Choose
> following A> A(A) All 1, 1, (a)
D> -C CH, C >C> the 4 3, (1)
B
are 4the Rank
D
> order
structure >
C represent
isomerstatement Aeorhermic)len thr
B D >C
in of following
(b) CO2decreasing acid of
Ph represent
same
D 2
strengths and that
> 0H,
-CH,
compound best
(b) esbernnces
(B) 3
A> the A
>
order describes (2)
B>
B> issame in

of
: C decreasing
C compound
basic given
(c) (D) (B)
H3-CH2 (d) PhCO
(b) (b) >A>B(c) C order
strength C> compounds. (B)
A> CH3 C> (C)
and
1 of
heat
B>A> ,H,
D> -CH, is are
3 (3)
of
B> : AB
> isomer combstion
>
DD
C -S (d) renpeetie
PhCH,
NH, of (most
0 2 C>
C>B(A>
d) and
(4) B> exothe

(D) 4
A

Ataeee e
etn

110.
Dipo
(c)
111.)