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Question 11:
The question describes an organic compound that:

  • "Evolve steamy white fumes with PCl5\text{PCl}_5" - This indicates the presence of a hydroxyl (-OH) group, characteristic of alcohols or carboxylic acids. The reaction produces HCl\text{HCl} gas, which forms steamy white fumes.
  • "Equally evolve a colourless gas with sodium carbonate" - This indicates the presence of a carboxylic acid (-COOH) group, as carboxylic acids react with carbonates to produce carbon dioxide (CO2\text{CO}_2) gas, which is colourless. Alcohols do not react with sodium carbonate.

Combining these two observations, the compound must be a carboxylic acid.
Let's examine the options:

  • A. CH3CH2CH2OH\text{CH}_3\text{CH}_2\text{CH}_2\text{OH} (Propan-1-ol) is an alcohol. It reacts with PCl5\text{PCl}_5 but not with sodium carbonate.
  • B. CH3CH=CH(OH)\text{CH}_3\text{CH}=\text{CH(OH)} (Propen-1-ol) is an enol, which is generally unstable. It has an -OH group but is not a carboxylic acid.
  • C. CH3CH2CH2Cl\text{CH}_3\text{CH}_2\text{CH}_2\text{Cl} (1-Chloropropane) is a haloalkane. It does not have an -OH group and does not react with sodium carbonate to produce gas.
  • D. CH3CH2COOH\text{CH}_3\text{CH}_2\text{COOH} (Propanoic acid) is a carboxylic acid. It contains an -OH group (within the -COOH) that reacts with PCl5\text{PCl}_5 and a -COOH group that reacts with sodium carbonate to produce CO2\text{CO}_2.

The final answer is D\boxed{\text{D}}.

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