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Fundamentals of Organic ChemistryChemistryGeneral Organic Chemistry

How many stereoisomers are possible for the compound shown below?

Options

  1. A2
  2. B8
  3. C4
  4. 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

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