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JEE Mains · Chemistry · STD 11 - 8.3. Organic chemistry purification and characterization

A chromatography column, packed with silica gel as stationary phase, was used to separate a mixture of compounds consisting of \((A)\) benzanilide \((B)\) aniline and \((C)\) acetophenone. When the column is eluted with a mixture of solvents, hexane: ethyl acetate \((20: 80),\) the sequence of obtained compounds

  1. A \((\mathrm{B}),(\mathrm{C})\) and \((\mathrm{A})\)
  2. B \((\mathrm{C}),(\mathrm{A})\) and \((\mathrm{B})\)
  3. C \((\mathrm{A}),(\mathrm{B})\) and \((\mathrm{C})\)
  4. D \((\mathrm{B}),(\mathrm{A})\) and \((\mathrm{C})\)
Verified Solution

Answer & Solution

Correct Answer

(B) \((\mathrm{C}),(\mathrm{A})\) and \((\mathrm{B})\)

Step-by-step Solution

Detailed explanation

Benzanilide \(\rightarrow\) Ph-NH-CO-Ph \((\mu=2.71 \mathrm{D})\) Aniline \(\rightarrow \mathrm{Ph}-\mathrm{NH}_{2}\), \((\mu=1.59 \mathrm{D})\) Acetophenone \(\rightarrow\) Ph-O-CH \(_{3}\) ( \(\mu=3.05 \mathrm{D}\) ) Dipole moment : \({C}>{A}>{B}\) Hence the sequence of…
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