Number of isomeric products formed by monochlorination of 2-methylbutane in presence of sunlight is ____.
Answer: 6
Solution
2-Methylbutane, , has four sets of non-equivalent hydrogens, so free-radical monochlorination can occur at four distinct carbons, giving four constitutionally different chloro products: 1-chloro-2-methylbutane, 2-chloro-2-methylbutane, 2-chloro-3-methylbutane and 1-chloro-3-methylbutane.
Substitution at the carbon bearing the branch methyl and at the adjacent methylene carbon each creates a new carbon bonded to four different groups, i.e., a stereocentre; those two products therefore each exist as a pair of enantiomers, while the remaining two products are achiral.
Total number of isomeric monochlorination products, counting stereoisomers, .
Substitution at the carbon bearing the branch methyl and at the adjacent methylene carbon each creates a new carbon bonded to four different groups, i.e., a stereocentre; those two products therefore each exist as a pair of enantiomers, while the remaining two products are achiral.
Total number of isomeric monochlorination products, counting stereoisomers, .
JEE Main · 2024 · 31 Jan 2024 · Shift 2 · Integer answer