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Question

Choose the correct statement(s) among the following when treatment of CH3CH2Br with KNO2 and AgNO2 is done.

A
The major product will be ethyl nitrite in case of KNO2
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B
The major product will be nitroethane in case of KNO2
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C
The major product will be ethyl nitrite in case AgNO2
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D
The major product will be nitroalkane in case AgNO2
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Solution

The correct option is D The major product will be nitroalkane in case AgNO2
KNO2 is predominantly ionic.​ It exists as free ions in solution. O site is more nucleophilic than N site and available to attack the ethyl chloride. Hence, the major product will be ethyl nitrite.

C2H5Br+KNO2C2H5ONOEthylnitrite (Major)+C2H5NO2Nitroethane (Minor)

Ag-O bond in AgNO2 is predominantly covalent Since, N site is more nucleophilic than O site and available to attack the ethyl chloride​. Hence, lone pair of N attacks the ethyl chloride and nitroethane is formed as major product​.
C2H5Br+AgNO2C2H5NO2Ethylnitrite (Major)+C2H5ONONitroethane (Minor)

Hence, (a) and (d) are correct.

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