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ORGANIC CHEMISTRY –II
4. CARBOXYLIC ACIDS
PREVIOUS EAMCET BITS
1. What are the A, B, C in the following reactions ? (2009 E)
I) ( CH 3CO2 )2 Ca ⎯⎯
Δ
→A II) CH 3CO2 H ⎯⎯⎯
HI
Re d P
→B
III) 2CH 3CO2 H ⎯⎯⎯
P4O10
→C
A B C
(1) C2 H 6 CH 3COCH 3 ( CH 3CO )2 O
(2) ( CH 3CO )2 O C2 H 6 CH 3COCH 3
(3) CH 3COCH 3 C2 H 6 ( CH 3CO )2 O
(4) CH 3COCH 3 ( CH 3CO )2 O C2 H 6
Ans: 3
Sol: Reaction
( CH 3COO )2 Ca ⎯⎯
Δ
→ CH 3 .CO.CH 3
A
HI + Re d P
CH 3COOH ⎯⎯⎯⎯
→ CH 3 − CH 3
B
→ ( CH 3CO )2 O
2CH 3COOH ⎯⎯⎯ P4O10

2. Identify A and B in the following reaction (2008 E)

CH 3 − CH 3 ←⎯B
⎯ CH 3COOH ⎯⎯ A
→ CH 3CH 2OH
A B
(1) HI + Red P LIAlH4
(2) Ni/ Δ LIAlH4
(3) LiAlH4 HI + Red P
(4) Pd – BaSO4 Zn + HCl
Ans : 3
Sol: CH 3COOH ⎯⎯⎯
LiA / H 4
→ CH 3CH 2OH
HI + Re d P
CH 3COOH ⎯⎯⎯⎯ → CH 3 − CH 3
A : LiAlH4 B : HI + Red P

3. CH 3COOH ⎯⎯⎯⎯
LiA / CH 4
→A
+
A + CH 3COOH ⎯⎯⎯
H 2O
→ B + H 2O
In the above reactions ‘A’ and ‘B’ respectively are (2007 E)
1) CH 3COOC2 H 5 , C2 H 5OH 2) CH 3CHO, C2 H 5OH
3) C2 H 5OH , CH 3CHO 4) C2 H 5OH , CH 3COOC2 H 5
Ans : 4
Sol: Reaction
CH 3 COOH ⎯⎯⎯
LiAlH 4
→ CH 3CH 2OH
A
H 3+ O
CH 3 CH 2OH + CH 3COOH ⎯⎯⎯ → CH 3COOC2 H 5 + H 2O
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B

4. When compound X is oxidized by acidified potassium dichromate, compound Y is formed.

Compound Y on reduction with LiAlH4 gives X. X and Y respectively
(2006 E)
1) C2 H 5OH , CH 3COOH 2) CH 3COCH 3 , CH 3COOH
3) C2 H 5OH , CH 3COCH 3 4) CH 3CHO, CH 3COCH 3
Ans : 1
Sol: Reaction
CH 3 .CH 2OH ⎯⎯⎯⎯
K 2Cr2O7
→ CH 3COOH
CH 3 .COOH ⎯⎯⎯
LiAlH 4
→ CH 3CH 2OH

5. In which of the following reactions hydrogen gas is liberated? (2006 M)

1) CH 3COOH + Na 2) CH 3COOH + NaHCO3
3) CH 3COOH + NaOH 4) CH 3COOH + H 2O
Ans : 3
Sol: Reaction
2CH 3COOH + 2 Na → 2CH 3COONa + H 2( g )

6. Aqueous 10% NaHCO3 solution is used as a reagent for identifying X. Which one of the following
compounds yield X on hydrolysis ? (2004M)
1) CH3CO2C2H5 2) C2H5-O-C2H5
3) CH3CHO 4) CH3CH2OH
Ans : 1
Sol: Acetic acid liberates CO2 gas on reaction with 10% NaHCO3 solution. CH3COOC2H5 hydrolyses to
give acetic acid.

7. Acid hydrolysis of X yields two different organic compounds. Which one of the following is X ?
(2003 E)
1) CH3COOH 2) CH3CONH2
3) CH3COOC2H5 4) (CH3CO)2O
Ans : 3
+
CH 3COOC2 H 5 + H 2O ⎯⎯→
H
CH 3COOH + C2 H 5OH

8. In the following reaction, X and Y are respectively :

Δ
CH3COOH+NH3→X ⎯⎯ → Y+H2O (2002 E)
1) CH3CONH2,CH4 2) CH3COONH4,CH3CONH2
3) CH3CONH2, CH3COOH 4) CH3NH2,CH3CONH2
Ans : 2
Δ
Sol: CH 3COOH + NH 3 → CH 3COONH 4 ⎯⎯ → CH 3CONH 2 + H 2O
(X) (Y)

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9. In the following reaction, X and Y respectively are ………….. (2002 M)
X ⎯⎯⎯⎯
aq . NaOH
Solution
→ CH 3COOH ⎯⎯
Y
→(CH 3 CO) 2 O solution

1) CH 3CHO.PCl5 2) CH 3CN , P2O5

3) CH 3CH 2OH , NaOAc 4) CH 3COCH 3 ; H 2 SO4
Ans : 2
Sol: CH 3 − C ≡ N + 2 H 2O ⎯⎯⎯⎯
Aq NaOH
→ CH 3COOH
(X)

(Y ) → ( CH 3CO ) 2 O
⎯⎯⎯
P2O5

10. Acetic acid is reacted with metallic sodium to form hydrogen and X. When X is heated with soda lime,
Y and sodium carbonate are formed. Y is
1) C2H6 2) CH4 3) CH3COONa 4) CH3CONH2
Ans : 2
Sol: Acetic acid is reacted with metallic sodium to form sodium acetate and hydrogen. Sodium acetate
when heated with Soda lime gives methane and Sodium Carbonate.
Reaction :
2CH 3COOH + 2 Na → 2CH 3COONa + H 2 ↑
(X)
CH 3COONa + NaOH ⎯⎯⎯⎯⎯
Soda lim e , Heat
→ CH 4 + Na2CO3
(X) (Y)

11. Which of the following converts acetic acid to acetyl chloride? (2000 E)
1) NaCl 2) HCl 3) Cl2/P 4) PCl3
Ans : 4
Sol: 3CH 3COOH + PCl3 → 3CH 3COCl + H 3 PO3

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