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Varun JEE Advanced 2024

Aldehyde, Ketone & Carboxylic Acid DPP-02

1. Match the column:

Column – I Column – II
(A) CH3 – CH = CH2 ⎯⎯
O3
→ (U) + (V) (P) By Haloform test
Zn
(B) CH 3 (Q) By Fehling test
|
CH3 − C = CH − CH 3 ⎯⎯
O3
→ (W) + (X)
Zn
(C) O (R) By aq. NaHCO3
||
H3O
Ph − C − O − Ph ⎯⎯⎯ → (Y) + (Z)
(D) (S) By Tollen Test

2. Match the column:

Column – I (Reaction) Column – II (Most suitable Reagent)
(A) O O (P) (i) SnCl2/HCl, (ii) H+ / H2O
⎯→
Cl CH3
(B) O (Q) (i) LiAlH4, (ii) H2O
CN⎯→
H
(C) CN ⎯→ (R) (CH3)2Cd
O
(D) O OH (S) (i) DIBAL (ii) H2O
O OH
⎯→
(T) (i) CH3MgBr (excess), (ii) H2O

3. End product of reaction series is 5. In the given reaction sequence :


CH3COOH ⎯⎯⎯ NH3
→ A ⎯⎯ → B ⎯⎯⎯P2O5
→C
C6 H5 − CH2 − CH3 ⎯⎯⎯⎯
NBS/CCl4
h
→
(A) Methane
(B) Methanol
(i) Mg/ether
(C) Acetonitrile (ii) CO2
(iii) H3O
(D) Ammonium acetate (A) ⎯⎯⎯⎯⎯
→ B ⎯⎯⎯⎯
(i) AgNO3
(ii) Br / 
→(C) ⎯⎯⎯⎯
alc. KOH
→(D)
2

O O Which one is not correct ?

4. C6H5 – C – CH2 – CH 2 – CH2 – C – OH Br
⎯⎯⎯⎯⎯ →(A)
(i)NaBH4
(ii)H O/H+ (A) A is C6H5 CH CH3
2
O
C6H5 CH CH3
O (B) D is
O MgBr
(A) (B)
O
Br
Ph
O (C) C is C6H5 CH CH3
O

O O (D) C6H5 – CH = CH2

(C) (D)
C6H5 C6 H5
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6. The given compound II is respectively isomeric 8. Product P, Q, R will be respectively:

4 Q
with I, III & IV as LiAlH
OMe + O ⎯⎯⎯ → P NaB
Me2S
3
(1eq.) H
4

C NH CH3 R
(I)
O COOMe COOMe
(A) , ,
CHO CH2OH

OH CH2OH
C N
CH2OH
(II)

COOMe CH2OH
CH3 (B) COOH
, ,
CH2OH
H
C N O COOMe
(III) CH2OH

COOMe CH2OH
CH3 (C) , ,
CHO CH2OH
CH3
COOMe
CH2OH
(IV)
C N
OH
COOMe COOMe
(D) COOH
, CH2OH
,

(A) Tautomer, functional, geometrical

COOMe
(B) Metamers, tautomer, identical CH2OH
(C) Functional, tautomer, identical

(D) Functional, tautomers, geometrical 9. Which of the following will not undergo
decarboxylation on gentle heat?
O
7. For given reaction sequence :
COOH
Me
(A)
Me CH COOH
 O

⎯⎯⎯⎯
Br2 ,Red P
→A ⎯⎯⎯
KCN
→B ⎯⎯⎯
H3O
→C ⎯⎯ →D
(B)
Correct option for this sequence : COOH
O
(A) Major product D is Me2CH–COOH
(C) C CH2 COOH
(B) B is  - Bromo carboxylic acid.
COOH
(C) C is Vicinal dicarboxylic acid. O
(D)
(D) D is , - unsaturated acid.
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10. Final product R does not give 14. In how many of the given reaction is carboxylic
H3C O
acid formed as a major product?
H5C2 – CH – C – NH2 O
NaNO2 +HCl
⎯⎯⎯⎯
Br2 /KOH

→P ⎯⎯⎯⎯⎯
H O
→Q ⎯⎯⎯
PCC
→R COOH
2

(A) Haloform reaction (i)
COOH
⎯⎯ →
(B) Tautomerisation
(C) Tollen's Test
COOH 
(D) Fehling Test (ii) HOOC ⎯⎯ →

11. Relationship between B and C is CHO

O
(iii)
O2N
OMe ⎯⎯⎯⎯
Mg
→
dry ether 
⎯⎯⎯⎯⎯
(CH3CO)2 O
→⎯⎯⎯
H3O
→
Cl CH COONa
3
Zn-Hg/HCl
B
SH OH ⎯⎯⎯
A (i) H
(iv) PCC
→
SH CH3
C
(ii) Raney Ni
(A) Chain isomers (v) ⎯⎯⎯⎯⎯
hot KMnO4
→⎯⎯⎯⎯
NaOH,CaO

⎯→
(B) Homologus

(C) Identical (vi) CH3CHO ⎯⎯⎯⎯
KCN/H
→⎯⎯⎯⎯
dil. H2SO4
→
(D) No relation between them
(vii) Ethyl bromide ⎯⎯⎯⎯
Mg
Dry ether
→⎯⎯⎯ ⎯
(i) CO2
→ (ii) H
12. Suitable reagent(s) to carry out following
conversion is / are (viii) Ethylbanzoate ⎯⎯⎯⎯
aq. KOH
→
O CH3
N C–CH3 N Et
CH3 ⎯→ CH3 (ix) ⎯⎯⎯⎯
CrO2Cl2
→
CH2 − SH
(A) | / H2 / Ni followed by OH–
CH2 − SH
(B) N2H4 / H2O2 15. Find the number of compounds which can give
(C) N2H4 / EtONa,  CO2 on heating.
(D) Zn / Hg / HCl O
13. Select incorrect reaction(s) / statement(s): COOH
Me OH
(A) C=N ⎯⎯⎯⎯⎯
conc.H2SO4
→ H3 C – CH – COOH H3 C – C–CH2– C–O–H
O NO2 NH O
C–NH–Me O
(B) Metaformaldehyde is trimer of formaldehyde H3C – CH– COOH
while paraaldehyde is tetramer of acetaldehyde.
O O OH CH–COOH
2
|| || 18
18
− 
(C) Me − C − OEt ⎯⎯⎯
NaOH
→ Me − C − O Na + Et OH COOH Ph – CH – CH2– COOH
H2O
OH COOH
OH
COOH
(D) ⎯⎯⎯⎯⎯
→ Asprin
(MeCO)2 O
HO – C – C – OH
(a pain killer) H3C – CH2 – COOH
O O
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ANSWER KEY
1. A → P,Q,S; B → P,Q,S; C → R 11. (C)
2. A → R; B → P, S; C → T; D → Q 12. (A, C)
3. (C) 13. (A, B, C)
4. (C) 14. (4)
5. (B) 15. (0006)
6. (C)
7. (A)
8. (C)
9. (D)
10. (C)

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