JEE Main 2022 · 25 Jul · Shift 1 · Chemistry Q73

← JEE Main 2022 · 25 Jul · Shift 1

ChemistrySingle correct+4 / -1Question 73 of 90

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.

'X' and 'Y' respectively are

Compound A, H2C=C(CH3)-CH2-C(CH3)3, converted by X into a + 4,4-dimethylpentan-2-one and by Y into b + the same ketone.

\mathrm{KMnO_4/H^+}

and dil.

\mathrm{KMnO_4}

, 273 K

\mathrm{KMnO_4}

(dilute), 273 K and

\mathrm{KMnO_4/H^+}

\mathrm{KMnO_4/H^+}

and

\mathrm{O_3}

\mathrm{H_2O/Zn}

\mathrm{O_3}

\mathrm{H_2O/Zn}

and

\mathrm{KMnO_4/H^+}

Answer and worked solution

Official answer: D

By-products. a oxidises to formic acid, so a is HCHO: X is ozonolysis. Y ( $\mathrm{KMnO_4/H^+}$ ) oxidises the $=\mathrm{CH_2}$ to $\mathrm{CO_2}$ (b).

(D)

Topics:Alkenes

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JEE Main 2022 · 25 Jul · Shift 1, Chemistry question 73