ORGANIC CHEMISTRY –II

4. CARBOXYLIC ACIDS
1. PREVIOUS EAMCET BITS What are the A, B, C in the following reactions ? Δ HI I) ( CH 3CO2 )2 Ca ⎯⎯ A → II) CH 3CO2 H ⎯⎯⎯ B → Re d P
P4O10 → III) 2CH 3CO2 H ⎯⎯⎯ C

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(2009 E)

A (1) C2 H 6 (2) ( CH 3CO )2 O (3) CH 3COCH 3 (4) CH 3COCH 3 Ans: Sol:

B CH 3COCH 3 C2 H 6 C2 H 6

C ( CH 3CO )2 O CH 3COCH 3

( CH 3CO )2 O

( CH 3CO )2 O
C2 H 6

3 Reaction Δ → ( CH 3COO )2 Ca ⎯⎯ CH 3 .CO.CH 3 A CH 3COOH ⎯⎯⎯⎯ CH 3 − CH 3 →
HI + Re d P

B 2CH 3COOH ⎯⎯⎯ ( CH 3CO )2 O →
P4O10

C 2. Identify A and B in the following reaction B A CH 3 − CH 3 ←⎯ CH 3COOH ⎯⎯ CH 3CH 2OH ⎯ → A (1) HI + Red P (2) Ni/ Δ (3) LiAlH4 (4) Pd – BaSO4 B LIAlH4 LIAlH4 HI + Red P Zn + HCl
(2008 E)

Ans : 3 LiA / H 4 CH 3COOH ⎯⎯⎯ CH 3CH 2OH → Sol:
HI + Re d P CH 3COOH ⎯⎯⎯⎯ CH 3 − CH 3 →

A : LiAlH4 3.

B : HI + Red P

LiA / CH 4 CH 3COOH ⎯⎯⎯⎯ A → H 2O A + CH 3COOH ⎯⎯⎯ 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 LiAlH 4 CH 3 COOH ⎯⎯⎯ CH 3CH 2OH → A + H3 O CH 3 CH 2OH + CH 3COOH ⎯⎯⎯ CH 3COOC2 H 5 + H 2O →
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Organic Chemistry – II

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) 2) CH 3COCH 3 , CH 3COOH 1) C2 H 5OH , CH 3COOH 3) C2 H 5OH , CH 3COCH 3 4) CH 3CHO, CH 3COCH 3

Ans : 1 Sol: Reaction K 2Cr2O7 CH 3 .CH 2OH ⎯⎯⎯⎯ CH 3COOH →
LiAlH 4 CH 3 .COOH ⎯⎯⎯ CH 3CH 2OH →

5.

In which of the following reactions hydrogen gas is liberated? (2006 M) 2) CH 3COOH + NaHCO3 1) CH 3COOH + Na 4) CH 3COOH + H 2O 3) CH 3COOH + NaOH

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 ? 1) CH3CO2C2H5 3) CH3CHO
(2004M) 2) C2H5-O-C2H5 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 3) CH3COOC2H5 Ans : 3
H CH 3COOC2 H 5 + H 2O ⎯⎯→ CH 3COOH + C2 H 5OH
+

2) CH3CONH2 4) (CH3CO)2O

8.

In the following reaction, X and Y are respectively :
Δ → CH3COOH+NH3→X ⎯⎯ Y+H2O

(2002 E)

1) CH3CONH2,CH4 3) CH3CONH2, CH3COOH Ans : 2

2) CH3COONH4,CH3CONH2 4) CH3NH2,CH3CONH2

Δ → Sol: CH 3COOH + NH 3 → CH 3COONH 4 ⎯⎯ CH 3CONH 2 + H 2O

(X)

(Y)
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9.

Powered by myengg.com In the following reaction, X and Y respectively are …………..
aq . NaOH Y X ⎯⎯⎯⎯ CH 3COOH ⎯⎯ (CH 3 CO) 2 O solution → → Solution

Organic Chemistry – II (2002 M)

1) CH 3CHO.PCl5 3) CH 3CH 2OH , NaOAc Ans : 2

2) CH 3CN , P2O5 4) CH 3COCH 3 ; H 2 SO4

Aq NaOH → Sol: CH 3 − C ≡ N + 2 H 2O ⎯⎯⎯⎯ CH 3COOH

(X)
P2O5 ⎯⎯⎯ ( CH 3CO )2 O (Y ) →

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)
Soda lim e , Heat CH 3COONa + NaOH ⎯⎯⎯⎯⎯ CH 4 + Na2CO3 →

(X) 11.

(Y)
(2000 E)

Which of the following converts acetic acid to acetyl chloride? 1) NaCl 2) HCl 3) Cl2/P 4) PCl3

Ans : 4 Sol: 3CH 3COOH + PCl3 → 3CH 3COCl + H 3 PO3

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