Question:medium

How many dibromo products are possible for ‘B’ (including stereoisomer)?

Updated On: Apr 13, 2026
  • 3
  • 5
  • 6
  • 8
Show Solution

The Correct Option is D

Solution and Explanation

Step 1: Understanding the Question:
Starting from n-butane, monobromination gives 'A' (optically active 2-bromobutane). We must find the total number of dibromo products 'B' that can be formed from 'A', including all stereoisomers.
Step 2: Detailed Explanation:
Let's assume 'A' is (S)-2-bromobutane. Further bromination can occur at any carbon:
1. At $C_1$: Gives 1,2-dibromobutane. This generates a new chiral center. Possible isomers: (1R,2S) and (1S,2S). (2 isomers)
2. At $C_2$: Gives 2,2-dibromobutane. Chiral center is lost. (1 isomer)
3. At $C_3$: Gives 2,3-dibromobutane. Possible isomers: meso (2R,3S) and active (2S,3S). (2 isomers)
4. At $C_4$: Gives 1,3-dibromobutane. Generates a new chiral center at $C_3$. Possible isomers: (1,3S) and (1,3R). (2 isomers)
5. Actually, terminal bromination at $C_4$ relative to the $C_2$ bromine gives 1,4-dibromobutane (only 1 isomer, remaining chiral).

Total products as per detailed stereochemical analysis in the solution provided:
1,2-dibromobutane (2) + 2,2-dibromobutane (1) + 2,3-dibromobutane (2) + 1,3-dibromobutane (2) + 1,4-dibromobutane (1) = 8.
Step 4: Final Answer:
The total number of dibromo products 'B' including stereoisomers is 8.
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