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MDCAT
Chemistry
2021

Chemistry · Alcohols, Phenols and Ether

Work through this past-paper style MCQ, then read the full explanation. Practice more chemistry questions on mMCQ with adaptive practice and topic analytics.

Question

Which of the following is more soluble in water?

Options
  • A

    Ethanol 

  • B

    Phenol 

  • C

    Hexanol 

  • D

    Dimethyl ether 

Explanation

Ethanol is a small polar molecule, the OH group makes hydrogen bonding with water. 

As most higher alcohols are insoluble; hexanol is a long chain alcohol hence it is insoluble. 

Phenol and dimethyl ether are slightly soluble.

Ethanol (C₂H₅OH):

Contains a hydroxyl (-OH) group, which can form strong hydrogen bonds with water.

Has a short alkyl chain, making it highly soluble in water.

Phenol (C₆H₅OH):

Has a hydroxyl (-OH) group, allowing hydrogen bonding.

However, the benzene ring is hydrophobic, reducing its solubility compared to ethanol.

Hexanol (C₆H₁₃OH):

Also has a hydroxyl (-OH) group but a longer nonpolar hydrocarbon chain.

The increased hydrophobicity reduces solubility compared to etha

nol.

Dimethyl ether (CH₃OCH₃):

Has an oxygen atom but lacks an -OH group, meaning it cannot form strong hydrogen bonds with water.

It is less soluble than ethanol.

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Tagged under Chemistry · Alcohols, Phenols and Ether · 2021