The following compounds are given to you:
$2 - B r o m o p e n t a n e, 2 - B r o m o - 2 - m e t h y l b u t a n e, 1 - B r o m o p e n t a n e$
(a) Write the compound which is most reactive towards $S_{N} 2$ reaction.
(b) Write the compound which is optically active.
(c) Write the compound which is most reactive towards $β - e l i m i n a t i o n$ reaction

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Solution

(a) 1-Bromopentane will be most reactive towards $S_{N} 2$ as it is least hindered.
Primary alkyl halides are most reactive for $S_{N} 2$ reaction.

(b) 2-Bromopentane (Figure B) has a chiral carbon in it. So this compound is optically active.

(c) 2-Bromo-2-methyl pentane will give a stable elimination product. (Most stable alkene i. e. more substituted)

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Similar questions

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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