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6. The structures of naturally occurring geosmin (responsible for the aroma of fresh beetroot) and tartaric acid (found in grapes) are shown below. geosmin b.p. $270^{\circ} \mathrm{C}$ $[\alpha]_{D}=-16.5$ a) Draw structures clearly depicting stereochemistry for: i) A stereoisomer of geosmin which has a specific rotation of +16.5 . ii) A stereoisomer of geosmin which does not have a boiling point of $270^{\circ} \mathrm{C}$. iii) A constitutional isomer of tartaric acid which has a specific rotation of $0^{\circ}$. iv) A stereoisomer of tartaric acid which has a specific rotation of $0^{\circ}$. v) Explain briefly why tartaric acid would be far more soluble in water than geosmin.

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