General Organic Chemistry-II

PART - II : ONLY ONE OPTION CORRECT TYPE

Section (A) : Basic strength
A-1. The correct basic strength order of following anions is :

(A) > > > > >

(B) > > > > >

(C) > > > > >

(D) > > > > >

A-2. Which of the following shows the correct order of decreasing basicity in gas phase ?

]
(A) (CH3)3N > (CH3)2NH > CH3NH2 > NH3 (B) (CH3)2NH > (CH3)3N > CH3NH2 > NH3

TB
(C) (CH3)2NH > CH3NH2 > (CH3)3N > NH3 (D) (CH3)2NH > CH3NH2 > NH3 > (CH3)3N

A-3. Find the order of basic strength. (If R = Me) ?

(I) R4 N+OH¯ (II) R3N (III) R2NH (IV) RNH2

[II
(A) I > III > IV > II (B) IV > III > I > II (C) II > IV > III > I (D) II > IV > I > III

A-4. Which of the following cannot be a base?

NA
(A) (B) C H3  C  N H2 (C) (D)
||
O
A-5. Select the basic strength order of following molecules ?
RA
N

(I) Piperidine (II) Pyridine (III) Morpholine (IV) Pyrrole

(A) (IV) > (I) > (III) > (IV) (B) (III) > (I) > (IV) > (II)
(C) (II) > (I) > (III) > (IV) (D) (I) > (III) > (II) > (IV)
I
CH

A-6. Arrange the following in increasing order of pKa value ?

(I) (II) (III)

SA

(A) II < I < III (B) III < I < II (C) III < II < I (D) II < III < I

A-7. Select the decreasing order of relative basic strengths of following species :

(I) (II) (III) (IV)

(A) II > IV > I > III (B) III > I > IV > II (C) III > IV > I > II (D) II > I > IV > III

Reg. & Corp. Office : CG Tower, A-46 & 52, IPIA, Near City Mall, Jhalawar Road, Kota (Raj.) – 324005
Website : www.resonance.ac.in | E-mail : [email protected]
ADVGOC-II - 14
Toll Free : 1800 258 5555 | CIN: U80302RJ2007PLC024029
General Organic Chemistry-II
A-8. Select the basic strength order of following molecule :

(A) II > III > IV > I (B) II > IV > III > I (C) IV > II > III > I (D) IV > III > I > II

Section (B) : Acidic strength

B-1. Among the following compounds, the strongest acid is :

]
(A) HC  CH (B) C6H6 (C) C2H6 (D) CH3OH

TB
B-2. Which of the following is not correct decreasing Ka order.
(A) CH4 > NH3 > H2O > HF (B) CH3–OH > CH3–NH2 > CH3–F > CH3–CH3
(C) HI > HBr > HCl > HF (D) PhOH > H2O > C2H5OH > CH3–CCH

[II
B-3. Which of the following acid has the smallest dissociation constant ?
(A) (B) O2N–CH2–CH2–COOH

(C) Cl–CH2–CH2–COOH (D) NC–CH2–CH2–COOH

NA
B-4. Find the strongest acid among the following compounds is :
(A) HOOC–(CH2)2–COOH (B) H3N–(CH2)2–COOH
(C) F–(CH2)2–COOH (D) CH3–(CH2)2–COOH

B-5. Which of the following option shows the correct order of decreasing acidity :
RA

(A) PhCO2H > PhSO3H > PhCH2OH > PhOH (B) PhSO3H > PhOH > PhCH2OH > PhCO2H
(C) PhCO2H > PhOH > PhCH2OH > PhSO3H (D) PhSO3H > PhCO2H > PhOH > PhCH2OH

B-6. Arrange increasing order of acidic strength of following dibasic acids :

(I) oxalic acid, (II) succinic acid, (III) malonic acid, (IV) adipic acid
(A) III < II < I < IV (B) II < III > I > IV (C) I > III > II > IV (D) II > I > III < IV
I N
CH

B-7.

I II III
SA

Arrange above phenol in increasing order of pKa value :

(A) I < II < III (B) III < I < II (C) III < II < I (D) I < III < II
B-8. Order of Ka of following acids is :
O O O
C C – OH
OH C – OH

O2N CH3O
I II III
(A) I > II > III (B) II > I > III (C) I > III > II (D) III > I > II

Reg. & Corp. Office : CG Tower, A-46 & 52, IPIA, Near City Mall, Jhalawar Road, Kota (Raj.) – 324005
Website : www.resonance.ac.in | E-mail : [email protected]
ADVGOC-II - 15
Toll Free : 1800 258 5555 | CIN: U80302RJ2007PLC024029
General Organic Chemistry-II
B-9. Arrange the following compounds in increasing order of their acidic strength.

(A) IV < II < I < III (B) I < II < III < IV (C) IV < II < III < I (D) I < III < II < IV
B-10. Find the order of Ka of following compounds :
COOH COOH
COOH COOH

(I) (II) (III) (IV) (V) NO2

]
NO2

TB
NO 2
(A) I < II < III < IV < V (B) IV < I < III < II < V (C) III < II < I < IV < V (D) II < I < III < IV < V
Section (C) : Feasible reactions of acids and bases

[II
1 Mole of CH COONa
C-1. 
3
 ; The products will be :
NA
(A) + CH3COOH (B) + CH3COOH
RA

(C) + CH3COOH (D) Reaction is not feasible

N

C-2. Which of the following reactions is not feasible ?

I

COONa
CH

(A) + NaHCO3  + H2O + CO2

SA

(B) + NaHCO3  + H2O + CO2

(C) + NaHCO3  + H2O + CO2

(D) +  +

Reg. & Corp. Office : CG Tower, A-46 & 52, IPIA, Near City Mall, Jhalawar Road, Kota (Raj.) – 324005
Website : www.resonance.ac.in | E-mail : [email protected]
ADVGOC-II - 16
Toll Free : 1800 258 5555 | CIN: U80302RJ2007PLC024029
General Organic Chemistry-II
C-3. Which of the following will accept H+ from NH4+ ion.

(A) (B) (C) (D) CH3–CH2–NH2

2 Mole
C-4. Product
NaHCO3

]
TB
(A) (B)

[II
(C) (D)

Section (D) : Tautomerism

NA
D-1. Keto-enol tautomerism does not observe in :

(A) (B)
RA

(C) (D)
D-2. The enolic form of acetone contains :
(A) 9  bonds, 1  bond and 2 lone pairs (B) 8  bond, 2  bond and 2 lone pairs
(C) 10  bond, 1  bond and 1 lone pair (D) 9  bond, 2  bond and 1 lone pair
I N
CH

D-3. Molecule can be enolised by which hydrogen ?

(A) y–H (B) z–H (C) both (D) None of these

SA

D-4. Which among the following compound will give maximum enol content in solution :
O O
(A) (B) CH3 – C – CH2 – C – CH3
O O
(C) CH3 – C – CH2 – CH2 – CH3 (D) CH3 – C – CH2 – COOC2H5
D-5. Arrange the following in decreasing order of percentage enol content.

(i) (ii) (iii) (iv)

(A) I > II > III > IV (B) II > I > III > IV (C) II > III > I > IV (D) III > II > IV > I

Reg. & Corp. Office : CG Tower, A-46 & 52, IPIA, Near City Mall, Jhalawar Road, Kota (Raj.) – 324005
Website : www.resonance.ac.in | E-mail : [email protected]
ADVGOC-II - 17
Toll Free : 1800 258 5555 | CIN: U80302RJ2007PLC024029
General Organic Chemistry-II

EXERCISE - 1
PART - I
A-1. II > III > IV > I > V
A-2. (a) PhNH2 > Ph2NH > Ph3N

(b) > >



N N
–

–
:NH2 H
(c) Ph–CH2–CH2–NH2 > >

A-3. 2
A-4. I is less basic than II because, in compound (I) the lone pair of electrons is involved in resonance but
not in II.
B-1. I - a, II - b, III - c, (acidic strength  stability of conjugate base)
B-2. III > I > II (acidic strength  stability of conjugate base) In III conjugate base is highly stabilised by intra
molecular H-bonding.


H
B-3.     etc.

Its conjugate base (anion) is resonance stabilised like RCOO anion of carboxylic acid.
C-1. (a) Not feasible (b) Feasible (c) Not feasible (d) Not feasible
C-2. (c) Strong base accept H+ ions so this reaction is feasible.
C-3. (i, iii, iv, v, vi, vii)
D-1. B, C, E, G, H can show tautomerism.
OH
|
D-2. (P) CH3  C  CH2 (Q) CH2=CH–NH2 (R) (S)

D-3. In Monocarbonyl Keto form is more stable due to greater strength of the carbon-oxygen double bond as
compared to the carbon carbon double bond.
PART - II
A-1. (C) A-2. (A) A-3. (A) A-4. (D) A-5. (D)
]
TB

A-6. (A) A-7. (D) A-8. (D) B-1. (D) B-2. (A)
[II

B-3. (C) B-4. (B) B-5. (D) B-6. (C) B-7. (C)
NA
RA

B-8. (C) B-9. (A) B-10. (D) C-1. (B) C-2. (C)
NI

C-3. (D) C-4. (C) D-1. (A) D-2. (A) D-3. (B)
CH
SA

D-4. (A) D-5. (A)

PART - III
1. (A - z) ; (B - x) ; (C - w) ; (D - y) 2. (A - p,q,s) ; (B - p,q,r,s) ; (C - p,q,r,s) ; (D - p,q,r,s)

Reg. & Corp. Office : CG Tower, A-46 & 52, IPIA, Near City Mall, Jhalawar Road, Kota (Raj.) – 324005
Website : www.resonance.ac.in | E-mail : [email protected]
ADVGOC-II - 32
Toll Free : 1800 258 5555 | CIN: U80302RJ2007PLC024029