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Alkyl halides react with AgNO2 to give R...

Alkyl halides react with `AgNO_2` to give `R-NO_2`not R-ONO.Why?

Text Solution

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`underset("Ethyl bromide")(C_2 H_5 Br + K^(+) : underset(* *) overset(* * )O - overset(* *)O : to underset("Ethyl nitrite (Main product)")(C_2 H_5 - overset(* *)O - overset(* * )N = overset(* * )O : +KBr)`
In this rcaction some nitroetirane is also formed. It is due to anbidentate nature of nitrite ion

Reason : `KNO_2` is predominantly ionic and provides nitrite ions `( : underset*(* * )overset(* * )O- overset(* * )N= overset(* * )O : ) ` in solution, Although both nitrogen and oxygen atoms are in a portion to donate electron pairs, the attack takes place mainly through oxygen atom since oxygen atom carries a negative charge also. However `AgNO_2` in mainly covalent in nature and nitrogen being less electronegative than oxygen can easily. donate electron pair forming nitroethane as the main product
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Knowledge Check

  • When alkyl halides are treated with Ag_2O they give

    A
    Ether
    B
    Ester
    C
    Alcohol
    D
    Alkene
  • Alkyl halides react with KCN to give as the major product

    A
    isocyanide
    B
    nitriles
    C
    Amines
    D
    Nitro compounds
  • Alkyl halides react with Mg in dry ether to form

    A
    Magnesium halide
    B
    Grignard's reagent
    C
    Alkene
    D
    Alkyne
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    How do the products differ when ethyl bromide reacts separately with KNO_2 and AgNO_2 ? Name the products.

    Alkyl halides react with Mg in dry ether to form