Total number of isomeric compounds (including stereoisomers) formed by monochlorination of 2-methylbutane is .
Answer
6
Solution
2-Methylbutane: ( aCH3)2 bCH- cCH2- dCH3 ⇒ 4 kinds of H (a, b, c, d) ⇒ 4 structural products
(a) ClCH2- CH(CH3)-CH2CH3: chiral ⇒ 2 (d and l)
(b) (CH3)2CCl-CH2CH3: achiral ⇒ 1
(c) (CH3)2CH- CHCl-CH3: chiral ⇒ 2 (d and l)
(d) (CH3)2CH-CH2-CH2Cl: achiral ⇒ 1
∴ Total = 2 + 1 + 2 + 1 = 6
Answer: 6