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Question:

The following compounds are given to you: 2-Bromopentane, 2-Bromo-2-methylbutane, 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.

Solution:

(a) 1-Bromopentane will be most reactive towards SN2 as it is least hindered. Primary alkyl halides are most reactive for SN2 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)