Determine the exact integer number of true chiral (stereogenic) centers present in the highly substi — Isomerism and Stereochemistry Chemistry Question
Question
Determine the exact integer number of true chiral (stereogenic) centers present in the highly substituted cyclic molecule: Ethyl 2,2-dibromo-4-ethyl-6-methoxycyclohexanecarboxylate.
💡 Solution & Explanation
Examining the cyclohexane ring's six carbons: C1 is bonded to $-COOEt$, $-H$, C2, and C6 (four different paths, making it chiral). C2 is bonded to two identical $-Br$ atoms, rendering it achiral. C3 and C5 are bonded to two identical $-H$ atoms (achiral). C4 is bonded to $-Ethyl$, $-H$, C3, and C5 (four different paths, chiral). C6 is bonded to $-OMe$, $-H$, C5, and C1 (four different paths, chiral). The total is exactly 3 chiral centers.