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Which is the best leaving group ?...

Which is the best leaving group ?

A

`-overset(o+)(N)-= N`

B

`OH^(-)`

C

`NH_(2)^(-)`

D

`CH_(3)COO^(-)`

Text Solution

Verified by Experts

The correct Answer is:
A
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Leaving Groups || SN2

Nucleophilic substitution reactions generally expressed as Nu^(-) +R-L rarr R-Nu +L^(-) Where Nu^(-) rarr Nucleophile , R-L rarr substrate, L rarr leaving group The best leaving groups are those that become the most stable ions after they depart. since most leaving group leave as a negatibe ion, the best leaving groups are those ions that stabilize a negative charge most effectively. A good leaving group should be (a) electron-withdrawing to polarize the carbon (b) stable once it has left (not a strong base) (c) polaristable to maintain partial bonding with the carbon in the transition state (both S_(N)1 and S_(N)2) . This bonding helps to stabilise the transition state and reduces the activation energy. (I) CI^(-) (II) CH_(3)O^(-) (III) CH_(3)S^(-) (IV) I^(-) The correct order of increasing leaving group capability of above anions

Knowledge Check

  • Best leaving group is

    A
    `F^(-)`
    B
    `Cl^(-)`
    C
    `Br^(-)`
    D
    `I^(-)`

  • Which is the leaving group in the following reaction ? CH_3OH + CH_2N_2 overset(HBF_4)to

    A
    `H_2O`
    B
    `N_2`
    C
    `overset(o+)CH_3`
    D
    `H^+`

  • In which of the following options chlorince will acts as the best leaving group.

    A
    `CH_(3) - Cl`
    B
    `CH_(3) - CH_(2)-Cl`
    C
    `H-underset(CH_3)underset(|)overset(CH_3)overset(|)(C )-Cl`
    D
    `CH_(3)-CH_(2)-underset(CH_3)underset(|)overset(CH_3)overset(|)(C )-Cl`

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    Nucleophilic substitution reactions generally expressed as Nu^(-) +R-L rarr R-Nu +L^(-) Where Nu^(-) rarr Nucleophile , R-L rarr substrate, L rarr leaving group The best leaving groups are those that become the most stable ions after they depart. since most leaving group leave as a negatibe ion, the best leaving groups are those ions that stabilize a negative charge most effectively. A good leaving group should be (a) electron-withdrawing to polarize the carbon (b) stable once it has left (not a strong base) (c) polaristable to maintain partial bonding with the carbon in the transition state (both S_(N)1 and S_(N)2) . This bonding helps to stabilise the transition state and reduces the activation energy. Among the following which is feasible?

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