Fundamentals of Organic ChemistryChemistryGeneral Organic Chemistry
What is the IUPAC name of the following compound?
Options
- A(R)-3-methylhexaneamine
- B(S)-3-methylhexanenitrile
- C(S)-3-methylhexaneamine
- D(R)-3-methylhexanenitrile
Correct answer
D. (R)-3-methylhexanenitrile
Step-by-step solution
The principal functional group is the nitrile group ( - CN ). The longest carbon chain containing the nitrile carbon has 6 carbon atoms. Numbering starts from the nitrile carbon (C1). The parent chain is hexanenitrile. A methyl group is present at the C3 position, making the basic name 3-methylhexanenitrile. To determine the stereochemistry at the chiral center (C3), assign priorities to the attached groups using Cahn-Ingold-Prelog (CIP) rules: Priority 1: - CH ₂ CN (The adjacent C is bonded to C, which is treated