Chemistry

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

\text{1-chlorobutane}

b) Branching the carbon chain to form

\text{tert-butanol}

(

\text{2-methyl-2-propanol}

) c) Extending the carbon chain to form

\text{hexan-1-ol}

d) Oxidizing the alcohol to a ketone to form

\text{2-butanone}

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