'x' is the product which is obtained from propanenitrile and stannous chloride in the presence of hydrochloric acid followed by hydrolysis. 'y' is the product which is obtained from the but-2-ene by the ozonolysis followed by hydrolysis. From the following, which product is not obtained when one mole of 'x' and one mole of 'y' react with each other in the presence of alkali followed by heating?

x is the product obtained from propanenitrile and stannous chloride followed by hydrolysis

Q. 'x' is the product which is obtained from propanenitrile and stannous chloride in the presence of hydrochloric acid followed by hydrolysis. 'y' is the product which is obtained from the but-2-ene by the ozonolysis followed by hydrolysis. From the following, which product is not obtained when one mole of 'x' and one mole of 'y' react with each other in the presence of alkali followed by heating?

A. 2-Methylpent-2-enal

B. 2-Methylbut-2-enal

C. 3-Methylbut-2-enal

D. Pent-2-enal

Correct Answer: C

Explanation

Propanenitrile reacts with stannous chloride and hydrochloric acid followed by hydrolysis via Stephen reaction to give propanal.

But-2-ene on ozonolysis followed by hydrolysis gives two moles of ethanal.

Thus, x = propanal and y = ethanal.

When one mole of propanal and one mole of ethanal react in presence of alkali followed by heating, crossed aldol condensation occurs.

Possible aldol condensation products after dehydration are:

• Pent-2-enal • 2-Methylbut-2-enal • 2-Methylpent-2-enal

Formation of 3-Methylbut-2-enal is not possible from this combination.

Hence, the product not obtained is:

$$ \boxed{\text{3-Methylbut-2-enal}} $$

Explanation

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