Fundamentals of Organic ChemistryChemistryGeneral Organic Chemistry
How many stereoisomers are possible for the compound shown below?
Options
- A2
- B8
- C4
- D3
Correct answer
C. 4
Step-by-step solution
The IUPAC name of the given compound is 4,6-dimethylheptan-2-ol. Analyzing the carbon atoms for chirality: C-2 is bonded to - H , - OH , - CH ₃ , and - CH ₂ CH ( CH ₃) CH ₂ CH ( CH ₃)₂ . All four groups are different, so C-2 is a chiral center. C-4 is bonded to - H , - CH ₃ , - CH ₂ CH ( OH ) CH ₃ , and - CH ₂ CH ( CH ₃)₂ . All four groups are different, so C-4 is a chiral center. C-6 is bonded to - H , a complex alkyl group, and two identical - CH ₃ groups. Since two groups are identical, C-6 is achiral. The wedge