(Solution) - The equation for the initial reaction between an alcohol primary -(2025 Original AI-Free Solution)

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Academic Level: Undergrad. (yrs 3-4)

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The equation for the initial reaction between an alcohol (primary or secondary) and iodine solution in the presence of aqueous sodium hydroxide is:
RCH(OH)R'(?) + I2(aq) + 2NaOH(aq) ? RCOR'(aq) + 2NaI(aq) + 2H2O(?)
where R and R' = H, alkyl or aryl group
i. According to the equation, which alcohols should react with the hypoiodite solution?
ii. Use the equation to explain why certain alcohols are able to give a positive iodoform reaction.
iii. Why does ethanol give a positive iodoform test but methanol does not? (Hint: look at the reaction equation).