Question

Which of the following is the most stable conformation of (±)-3,4-dibromo-3,4-dihydroxy hexane?

• A. 1
• B. 2
• C. 3
• D. 4

Hint:

In chair conformations, bulky substituents prefer equatorial positions to minimize steric strain and torsional strain.

Answer 1

The Correct Option is A

Step 1: Steric Strain Considerations.
To determine the most stable conformation, we need to minimize steric strain by placing bulky substituents in the equatorial positions of a chair conformation. In this case, the substituents are the bromine (Br) and hydroxyl (OH) groups.

Step 2: Evaluate the Conformations.
- In option (1), the bulky groups (Br and OH) are in the equatorial positions, which minimizes steric hindrance. This conformation will be the most stable.
- Other options involve either axial positions for the bulky groups or a less favorable arrangement, leading to higher steric strain.

Step 3: Conclusion.
Thus, the most stable conformation is option (1).

Final Answer: \[ \boxed{\text{(1)}} \]