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Match the compounds/ions in Column I with their properties/reactions in Column II

ColumnIColumnII1.  Benzaldehydep. gives precipitate with 2,4-dinitrophenylhydrazine 2. Propyneq. gives precipitate with AgNO33. CNr. is a nucleophile4. Is. is involved in cyanohydrin formation



A

1. - p, q, r, s; 2 - q, r, s; 3 - r, s; 4 - r

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B

1. - p, q, s; 2 - q,r; 3 - q, r, s; 4 - q, r

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C

1. - p, q; 2 - q; 3 - r, s; 4 - r

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D

1. - p, r, s; 2 - q, r; 3 - q, r, s; 4 - r

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Solution

The correct option is C

1. - p, q, s; 2 - q,r; 3 - q, r, s; 4 - q, r


Carbonyls like aldehydes and ketones do form a yellow-orange precipitate with DNP.
So it is no surprise that benzaldehyde - an aldehyde - gives a precipitate with 2,4-dinitrophenylhydrazine.
Also, as an aldehyde, it can sure form a cyanohydrin with CN. Benzaldehyde gives positive 
Tollen's test.

Propyne does not react with 2,4-DNPH or 2,4-dinitrophenylhydrazine.
But it does decolourize bromine water or add to bromine (which is an excellent electrophile).
Hence, we can make a case for propyne to be a nucleophile. Propyne does give a white precipitate 
with AgNO3. It is not involved in cyanohydrin formation.

CN gives a precipitate with AgNO3. It is also a nucleophile;
Further, it can form a cyanohydrin with carbonyls.

I gives a precipitate with AgNO3. It is also a nucleophile;
Unlike CN, iodide does not form a cyanohydrin with carbonyls.


Chemistry

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