The following compounds are given to you:
2- Bromopentane, 2- Bromo - 2 methyl butane, 1- Bromopentane.
(a) Write the compound which is most reactive towards SN2 reaction.
(b) Write the compound which is optically active.
(c) Write the compound which is most reactive towards β- elimination reaction.

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Solution

(a) 1-Bromopentane is most reactive towards SN2 reaction.
(b) 2- Bromo 2-methylbutane is optically active compound.
(c) 2- Bromopentane is most reactive towards β-elimation reaction with product of pent-1-ene pent-2-ene.

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Arrange the compounds of each set in order of reactivity towards S_N2 displacement:

(i) 2-Bromo-2-methylbutane, 1-Bromopentane, 2-Bromopentane

(ii) 1-Bromo-3-methylbutane, 2-Bromo-2-methylbutane, 3-Bromo-2- methylbutane

(iii) 1-Bromobutane, 1-Bromo-2,2-dimethylpropane, 1-Bromo-2-methylbutane, 1-Bromo-3-methylbutane.

2

2

(I)

1

(I I)

2 -

(I I I)

S_{N} 2

C_{4} H_{9} B r

S_{N} 1

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