Chemistry Carboxylic Acids MDCAT 2014
PMDC Verified Question 82 of 94
Organic compound 'X' and 'Y' both can react with Na-metal to evolve hydrogen gas. 'X' and 'Y' if react with each other form an organic compound 'Z' which gives fruity smell. What types of compounds 'X', 'Y' and 'Z' are?
A
X = Alcohol, Y = Ester, Z = Acetic Acid
B
X = Alcohol, Y = Ester, Z = Mineral Acid
C
X = Alcohol, Y = Acetic Acid, Z = Ester
D
X = Alcohol, Y = Mineral Acid, Z = Ester
Tap any option to test your recall and reveal the step-by-step Propolis autopsy.

Propolis Cognitive Error Autopsy

Official Correct Choice:
Option C: X = Alcohol, Y = Acetic Acid, Z = Ester
Concept:

Both alcohols and carboxylic acids possess active acidic hydrogen attached to oxygen, reacting with active alkali metals like sodium (Na) to evolve \(\text{H}_2\) gas. When an alcohol and a carboxylic acid react together in the presence of an acid catalyst, they undergo esterification to form an ester, characterized by a distinct sweet fruity fragrance.

Reactions:

$$2\,\text{R-OH} + 2\,\text{Na} \longrightarrow 2\,\text{R-ONa} + \text{H}_2 \uparrow$$

$$2\,\text{R-COOH} + 2\,\text{Na} \longrightarrow 2\,\text{R-COONa} + \text{H}_2 \uparrow$$

$$\text{R-COOH} + \text{R'-OH} \overset{\text{H}^+}{\rightleftharpoons} \text{R-COOR}' \text{ (Ester, Fruity Smell)} + \text{H}_2\text{O}$$

Solution:

  • Because both X and Y liberate \(\text{H}_2\) gas with metallic sodium, they must be an alcohol and a carboxylic acid.


  • When X and Y react together, the resultant compound Z gives a pleasant fruity aroma, identifying Z unequivocally as an ester.


  • Matching the choices: X = Alcohol, Y = Acetic Acid (a carboxylic acid), and Z = Ester, which corresponds to Option C.


Why other options are incorrect:

  • Option A & Option B: Esters cannot react with sodium metal to evolve hydrogen gas, so Y cannot be an ester. Mineral acids are inorganic compounds.
  • Option D: Mineral acids are inorganic and do not form organic esters with fruity smell when classified as Y in this organic context.

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