JEE Advanced · Chemistry · 31. Practical Chemistry
Identify the binary mixture(s) that can be separated into individual compounds, by differential extraction as shown in the given scheme.
- A \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{OH}\) and \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{COOH}\)
- B \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{COOH}\) and \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{OH}\)
- C \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{OH}\) and \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{OH}\)
- D \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{OH}\) and \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{COOH}\)
Answer & Solution
Correct Answer
(D) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{OH}\) and \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{COOH}\)
Step-by-step Solution
Detailed explanation
(a) Both are soluble in \(\mathrm{NaOH}\). Hence, inseparable.
(b) Only benzoic acid \(\left(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{COOH}\right)\) is soluble in \(\mathrm{NaOH}\) and \(\mathrm{NaHCO}_{3}\), while benzyl alcohol \(\left(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{OH}\right)\) is not. Hence, separable.
(c) Although \(\mathrm{NaOH}\) can enable separation between benzyl alcohol \(\left(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{OH}\right)\) and phenol \(\left(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{OH}\right)\) as only the latter is soluble in \(\mathrm{NaOH}\). However, in \(\mathrm{NaHCO}_{3}\), both are insoluble. Hence, inseparable.
(d) \(\alpha\)-Phenylacetic acid \(\left(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{COOH}\right)\) is soluble in \(\mathrm{NaOH}\) and \(\mathrm{NaHCO}_{3}\), while benzyl alcohol \(\left(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{OH}\right)\) is not. Hence, separable.
(b) Only benzoic acid \(\left(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{COOH}\right)\) is soluble in \(\mathrm{NaOH}\) and \(\mathrm{NaHCO}_{3}\), while benzyl alcohol \(\left(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{OH}\right)\) is not. Hence, separable.
(c) Although \(\mathrm{NaOH}\) can enable separation between benzyl alcohol \(\left(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{OH}\right)\) and phenol \(\left(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{OH}\right)\) as only the latter is soluble in \(\mathrm{NaOH}\). However, in \(\mathrm{NaHCO}_{3}\), both are insoluble. Hence, inseparable.
(d) \(\alpha\)-Phenylacetic acid \(\left(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{COOH}\right)\) is soluble in \(\mathrm{NaOH}\) and \(\mathrm{NaHCO}_{3}\), while benzyl alcohol \(\left(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{OH}\right)\) is not. Hence, separable.
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