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Q.

A compound 'A' on reaction with 'X' and 'Y produces the same major product but different by product 'a' and 'b'. Oxidation of 'a’ gives a substance produced by ants.

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‘X’ and ‘Y’ respectively are :

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a

KMnO4/H+ and dil. KMnO4, 273 K

b

KMnO4,(dilute), 273 K and KMnO4/H+

c

KMnO4/H+ and O3, H2O/Zn

d

O3, H2O/Zn and KMnO4/H+

answer is D.

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Detailed Solution

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Chemistry Problem: Identify X and Y

CH2=C-CH2-C(CH3)2-CH3
| | 
CH3 CH3
Compound 'A'

With X:
a + O=C-CH2-C(CH3)2-CH3

CH3
With Y:
b + O=C-CH2-C(CH3)2-CH3

CH3
Clue: Oxidation of 'a' gives a substance produced by ants (formic acid, HCOOH).

Analysis

  • Product 'a', upon oxidation, gives formic acid, indicating 'a' is formaldehyde (HCHO).
  • Oxidative cleavage reagents:
    • Ozonolysis (X = O3) gives aldehydes (here, HCHO and the main ketone product).
    • Hot KMnO4 (Y = hot KMnO4) gives acids (here, formic acid and the main ketone product).

Therefore,X = Ozonolysis, Y = Hot KMnO4

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