JEE Advanced2012ChemistryPractical ChemistryActual
Identify the binary mixture(s) that can be separated into individual compounds, by differential extraction as shown in the given scheme.
Options
- AC ₆ H ₅ OH and C ₆ H ₅ COOH
- BC ₆ H ₅ COOH and C ₆ H ₅ CH ₂ OH
- CC ₆ H ₅ CH ₂ OH and C ₆ H ₅ OH
- DC ₆ H ₅ CH ₂ OH and C ₆ H ₅ CH ₂ COOH
Correct answer
B. C ₆ H ₅ COOH and C ₆ H ₅ CH ₂ OH
Step-by-step solution
(a) Both are soluble in NaOH . Hence, inseparable. (b) Only benzoic acid ( C ₆ H ₅ COOH ) is soluble in NaOH and NaHCO ₃ , while benzyl alcohol ( C ₆ H ₅ CH ₂ OH ) is not. Hence, separable. (c) Although NaOH can enable separation between benzyl alcohol ( C ₆ H ₅ CH ₂ OH ) and phenol ( C ₆ H ₅ OH ) as only the latter is soluble in NaOH . However, in NaHCO ₃ , both are insoluble. Hence, inseparable. (d) -Phenylacetic acid ( C ₆ H ₅ CH ₂ COOH ) is soluble in NaOH and NaHCO ₃ , while benzyl alcohol ( C ₆ H ₅ CH ₂ OH )