Compound X of the molecular formula $$C4H6$$ takes up one equivalent of hydrogen in the presence of Pt to form another compound Y which on oxidative ozonolysis gives only ethanoic acid. The compound X can be?

Question

Compound X of the molecular formula $$C4H6$$  takes up one equivalent of hydrogen in the presence of Pt to form another compound Y which on oxidative ozonolysis gives only ethanoic acid. The compound X can be?

Infinity Learn · Accepted Answer

[Step $$1$$]: $$C4H6$$ $$+$$ $$H2$$→Pt $$C4H8$$→Ozonolysis $$2$$ $$CH3COOH$$          to get only ethanoic acid the alkene which undergoes ozonolysis must be $$2$$–butene from the above reaction          [Step $$2$$]: $$CH2=CH$$−$$CH=CH2$$ $$+$$ $$H2$$→Pt $$CH3$$−$$CH=CH$$−$$CH3$$→Ozonolysis $$2$$ $$CH3COOH$$          But–$$1$$,$$3$$–diene on mono hydrogenation will undergo $$1$$,$$4$$–addition can form $$2$$–butene, further ozonolysis of $$2$$–butene will give only ethanoic acid           [Step $$3$$]: $$CH3$$−C≡C−$$CH3+$$ $$H2$$→Pt $$CH3$$−$$CH=CH$$−$$CH3$$→Ozonolysis $$2$$ $$CH3COOH$$          But–$$2$$–yne on mono hydrogenation will give $$2$$–butene, further ozonolysis of $$2$$–butene will give only ethanoic acid           [Step $$4$$]: $$CH2=C=CH$$−$$CH3$$ $$+$$ $$H2$$→Pt $$CH3$$−$$CH=CH$$−$$CH3$$→Ozonolysis $$2$$ $$CH3COOH$$          But–$$1$$,$$2$$–diene on mono hydrogenation will undergo $$1$$,$$2$$–addition can form $$2$$–butene, further ozonolysis of $$2$$–butene will give only ethanoic acid

Compound X of the molecular formula C4H6 takes up one equivalent of hydrogen in the presence of Pt to form another compound Y which on oxidative ozonolysis gives only ethanoic acid. The compound X can be?

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