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Which one of the following behaves both ...

Which one of the following behaves both as a nucleophile and an electrophile ?

A

`CH_(3)NH_(2)`

B

`CH_(3)Cl`

C

`CH_(3)CN`

D

`CH_(3)OH`

Text Solution

Verified by Experts

The correct Answer is:
C

`CH_(3)-overset(delta+)C-=overset(delta-)C:`
Here, `C` is pi bonded to a highly electronegative `N` atom. Thus, `-C-=N` bond is quite polarized. `C` atom having low electron density is an electophilic site while `N` atom having high electron density along with unshared `e^(-)` pair is a nucleophilic site.
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Knowledge Check

  • Which of the following behaves both as a nucleophile and as an electrophile ?

    A
    `H_(3)C-CequivN`
    B
    `H_(3)COH`
    C
    `H_(2)C=CH-CH_(3)`
    D
    `H_(3)C-NH_(2)`
  • Which of the following behaves both as a nucleophile and as an electrophile ?

    A
    `CH_3C-=N`
    B
    `CH_3OH`
    C
    `CH_2=CHCH_3`
    D
    `CH_3NH_2`
  • Which of the following behave both as nucleophile as well as an electrophile ?

    A
    `CH_3 CI`
    B
    `HC HO`
    C
    `CH_3 CN`
    D
    `CH_3 OH`
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