# Posible Pair of Enantiomers

What is the number of possible enantiomers in monochlorination of 2-methybutane?

### My approach

When $$\ce{Cl2}$$ is added to any alkane it prefers $$3^\circ > 2^\circ > 1^\circ$$. When it is being added to 2-methybutane, final product (major) formed will be 2-chloro-2-methybutane, which will show 0 chiral centre, hence the maximum number of enantiomers will be

$$2^n = 2^0 = 1$$

My book gave me answer $$2$$, but no explanation is provided.

• You gave a good explanation, the book did not give any - you win! Or they meant the question differently: of all the products that could form, how many are chiral? – Karsten Theis Jun 11 '19 at 1:12
• @Who, I was wondering what happened to your doctoral title (:D). Btw preference of chlorination is highest at tertiary carbons, that's true, but don't you think it will definitely happen even at secondary and primary centers (albeit to a lesser extent). That's why we say "major product" is the tertiary one, but minor products also form. – William R. Ebenezer Jun 11 '19 at 1:55
• Which book are you taking this question from? – William R. Ebenezer Jun 11 '19 at 2:00
• Chlorine is less selective then Bromine in free radical reactions(at least here).Even though tertiary radical is most stable as in the post , its product product may not be major. – Chakravarthy Kalyan Jun 11 '19 at 3:09
• Partly related: What is the major product on chlorination of 2-methylbutane? – Loong Nov 8 '19 at 8:35