Butan-1-ol (CH3CH2CH2CH2OH) is only partially miscible with water at 25 °C

CHEMISTRY · Single correct · AP · Chemistry · Properties of Substances and Mixtures · Properties of Substances and Mixtures

Problem

Butan-1-ol (CH3CH2CH2CH2OH) is only partially miscible with water at 25 °C. Which structural modification to the molecule would most increase its miscibility with water? (a) Replacing the hydroxyl group with chloride to form 1-chlorobutane\text{1-chlorobutane} (b) Branching the carbon chain to form tert-butanol\text{tert-butanol} (2-methyl-2-propanol\text{2-methyl-2-propanol}) (c) Extending the carbon chain to form hexan-1-ol\text{hexan-1-ol} (d) Oxidizing the alcohol to a ketone to form 2-butanone\text{2-butanone}

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