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Polymerisation of Alkynes

A compound P ...

Question

A compound P having a molecular formula $C_{3} H_{4}$ answers positively to Tollens' test. When the same compound P is passed through a red hot iron tube, it gives product Q.

If the DBE of Q is X and the molecular mass of Q is Y, then $\frac{Y}{X}$ is .

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Solution

Molecular mass of product Q is 120 g/mol and 4 is its DBE.

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Q. A compound P having a molecular formula

C_{3} H_{4}

answers positively to Tollens' test. When the same compound P is passed through a red hot iron tube, it gives product Q.

If the DBE of Q is X and the molecular mass of Q is Y, then

\frac{Y}{X}

(X)

having molecular formula

C_{3} H_{8} O

, gives positive iodoform test. On oxidation with acidified

K_{2} C r_{2} O_{7}

(Y)

(Y)

also gives positive iodoform test, then

(X)

(Y)

respectively are:

(X)

with a molecular formula

C_{5} H_{10} O

gives a positive 2,4-DNP test but a negative Tollen's test. On oxidation it gives a carboxylic acid

(Y)

with a molecular formula

C_{3} H_{6} O_{2}

. Potassium salt of

(Y)

undergoes Kolbe's reaction and gives a hydrocarbon

(Z)

(X) . (Y)

(Z)

.

Q. A carbonyl compound P, which gives positive iodoform test, undergoes reaction with MeMgBr followed by dehydration to give an olefin Q. Ozonolysis of Q leads to a dicarbonyl compound R, which undergoes intra-molecular aldol reaction to give predominantly S.

The structures of the products S, is

Q. Oxidation product of X with molecular formula

C_{2} H_{4} O

is Y with molecular formula

C_{2} H_{4} O_{2}

.The compound Y is :

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