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Sodium borohydride reductions are typically run in polar protic solvents such as methanol or water. Vanillin...

Sodium borohydride reductions are typically run in polar protic solvents such as methanol or water. Vanillin is only sparingly soluble in water or methanol, thus for this reaction vanillin was dissolved in 1.0 M NaOH (aq). Explain with the use of a reaction mechanism why vanillin is more soluble in 1.0 M NaOH than water. [2.0 Marks]

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