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Give the organic products of the followi...

Give the organic products of the following reactions :
(a) `nPrBr + underset(ddot)oversetoverset( :O: )(||)(N)-underset(ddot)overset(ddot)(O):^(Theta)`
(b) `i-Pr-Br+| :underset(ddot)overset(ddot)(S)C -= N: |^(Theta) ("Isocyanate")`
(c) `Et-Br+| :underset(ddot)overset(ddot)(S)-SO_(3)|^(2 Theta) ("Thiosulfate")`
(d) `C1(CH_2)_3 I + CN^(Ө)` (One mole each)
(e) `H_2 N(CH_2)_4 Br overset(-H^(oplus))rarr`.
(f) `Me-O-undersetunderset(underset(("Dimethyl sulphate"))(O))(||)overset(overset(O)(||))(S)-O-Me+EtS^(Theta) rarr`
(g) `MeONO_2 ("Methy1 nitrite") + N_3^(Ө) ("From" NaN_3) rarr`
(h) `MeCN + HS^(Ө) rarr`
( i) `Me-O-underset(underset("Methyl fluorosulfonate")(||))overset(overset(O)(||))(S)-F+I^(Theta)rarr`.

Text Solution

Verified by Experts

The nucleophiles in `(a),(b)` and `(c)` are ambident, therefore, the nucleophilic centre reacts more, even though the other atom bears a negative charge.
(a)
( e) When the nucleophile and the leaving group are part of the same molecule, an intramolecular displacement occurs it a three-, five-, or six-memebered ring is formed.

`(A)` is a good leaving group because of the very weak conjugate base of a strong acid (`MeOSO_2 OH`)- the kin of `H_2 SO_4`
(g)
`(B)` is a good leaving group because of the very weak conjugate base of a very strong acid `(HNO_3)`.
(h) No reaction.
`H_2 S` is a stronger acid than `HCN`
`NS^(Ө)` is a weaker conjugate base `(C_B)` of `H_2 S`
`HS^(Ө)` is a weaker `(C_B)` than `CN^(Ө)` .
A weaker base cannot displace a stronger base.

`C` is the weakest conjugate base of the strongest acid `(FSO_2.OH)` (fluoro sulphurous acid).
`I^(Ө)` is a stronger nucleophile but a weak base, and is stronger than `(FSO_3^(Ө))` .
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