- A2 - Bromo - 1 - deuterobutane
- B2 - Bromo - 1 - deutero - 2 - methylpropane
- C2 - Bromo - 3 - deuterobutane
- D2 - Bromo - 2 - deuterobutane
View written solutionFree
Correct answer: C
- Interpret the formula and requirement
We need the isomer of formula that has two chiral carbon atoms.
A chiral carbon must be attached to four different groups.
- Check each option
Option A: -Bromo--deuterobutane
Structure:
- Carbon-2 is attached to:
These are four different groups, so carbon-2 is chiral.
- Carbon-1 is , so it has two hydrogens/deuterium arrangement as:
- bonded carbon
Since two substituents are identical (), carbon-1 is not chiral.
So option A has only one chiral carbon.
Option B: -Bromo--deutero--methylpropane
Structure:
At carbon-2, the substituents are:
Two groups are identical ( and ), so carbon-2 is not chiral.
Carbon-1 is , which is also not chiral.
So option B has no chiral carbon.
Option C: -Bromo--deuterobutane
Structure:
- Carbon-2 is attached to:
All four groups are different, so carbon-2 is chiral.
- Carbon-3 is attached to:
Again, all four groups are different, so carbon-3 is also chiral.
So option C has two chiral carbons.
Option D: -Bromo--deuterobutane
Structure:
At carbon-2, substituents are:
These are four different groups, so carbon-2 is chiral.
No other carbon is chiral.
So option D has only one chiral carbon.
- Conclusion
Only option C has two chiral carbon atoms.
Therefore, the correct answer is:
- Comparison with stored correct answer
Stored correct answer: C
My derived answer: C
They match.
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