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Basics of Organic Chemistry question

2023 · 11 Apr · Shift 1 · Q9
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Basics of Organic Chemistry question

2023 · 11 Apr · Shift 1 · Q9

JEE MainChemistryBasics of Organic ChemistryMCQ+4 / −1
Thin layer chromatography of a mixture shows the following observation: JEE Main 2023 (Online) 11th April Morning Shift Chemistry - Basics of Organic Chemistry Question 101 English The correct order of elution in the silica gel column chromatography is
  1. A
    B, A, C
  2. B
    C, A, B
  3. C
    A, C, B
  4. D
    B, C, A
View written solutionFree

Correct answer: C

  1. Principle involved

    In both TLC and column chromatography using silica gel as stationary phase:

    • Silica gel is polar.
    • Less polar compounds interact less with silica and move faster.
    • More polar compounds interact more strongly and move slower.
  2. Relation between TLC and column chromatography

    In TLC on silica:

    • Higher spot on the plate ⇒\Rightarrow⇒ larger RfR_fRf​ value ⇒\Rightarrow⇒ weaker adsorption on silica ⇒\Rightarrow⇒ less polar.
    • Lower spot on the plate ⇒\Rightarrow⇒ smaller RfR_fRf​ value ⇒\Rightarrow⇒ stronger adsorption on silica ⇒\Rightarrow⇒ more polar.

    In silica gel column chromatography:

    • The compound with largest RfR_fRf​ in TLC elutes first.
    • The compound with smallest RfR_fRf​ elutes last.
  3. Reading the TLC observation

    From the given TLC figure, the spots are ordered by height as:

    A highest,C middle,B lowestA \text{ highest},\quad C \text{ middle},\quad B \text{ lowest}A highest,C middle,B lowest

    Therefore,

    Rf(A)>Rf(C)>Rf(B)R_f(A) > R_f(C) > R_f(B)Rf​(A)>Rf​(C)>Rf​(B)

  4. Convert this to order of elution in silica gel column

    Since higher RfR_fRf​ means earlier elution:

    A elutes first,C second,B lastA \text{ elutes first},\quad C \text{ second},\quad B \text{ last}A elutes first,C second,B last

    So the elution order is:

    A, C, BA,\ C,\ BA, C, B

  5. Check options

    • A: B,A,CB, A, CB,A,C ❌
    • B: C,A,BC, A, BC,A,B ❌
    • C: A,C,BA, C, BA,C,B ✅
    • D: B,C,AB, C, AB,C,A ❌
  6. Comparison with stored answer

    Our derived answer is Option C.

    Stored correct answer is also C.

    Hence, they agree.

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