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Consider the precise complete stereochemistry of a generic aldohexose. Exactly how many total chiralBiomolecules Chemistry Question

Question

Consider the precise complete stereochemistry of a generic aldohexose. Exactly how many total chiral (asymmetric) carbon atoms exist strictly within the stable, closed-ring cyclic $\alpha$ -D-glucopyranose molecule?

Answer: C

💡 Solution & Explanation

In its straight open-chain aldehyde form, D-glucose predictably possesses exactly 4 internal chiral centers ($C-2, C-3, C-4, C-5$). However, upon spontaneous cyclization into the pyranose ring, the previously planar $C-1$ carbonyl carbon chemically becomes a brand-new chiral center (the anomeric carbon), increasing the total count strictly to 5.

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