Liquid-Liquid Extraction (Including Acid-Base)

Protonation state determines whether a compound partitions into aqueous or organic solvent during liquid-liquid separation.

  • Confuses protonation of amine with increased organic-layer solubility instead of aqueous-layer partitioning
  • Confuses base treatment of carboxylic acid with retention in organic layer rather than extraction into aqueous layer

Distillation (Simple, Fractional, Vacuum)

Boiling point differences drive separation; fractional distillation handles close-boiling mixtures that simple distillation cannot resolve.

  • Confuses simple and fractional distillation for separating close-boiling mixtures
  • Thinks vacuum distillation raises rather than lowers boiling point

Recrystallization

Differential hot-versus-cold solubility purifies solids by leaving impurities dissolved while the target compound crystallizes.

  • Ignores the requirement for differential hot/cold solubility when selecting a recrystallization solvent
  • Thinks impurities crystallize out along with the desired compound rather than staying in solution

Thin Layer Chromatography (TLC)

Rf values on silica reflect polarity — polar compounds stay low, nonpolar compounds migrate high toward the solvent front.

  • Inverts the relationship between polarity and Rf on normal-phase TLC
  • Inverts numerator and denominator in the Rf formula

Column Chromatography

Normal-phase silica elutes nonpolar compounds first; increasing solvent polarity washes more polar compounds off the column.

  • Inverts elution order on normal-phase column, thinking polar compounds elute first
  • Reverses the direction of solvent polarity gradient needed to elute polar compounds from normal-phase column

Gas Chromatography

Volatility and polarity govern elution order; retention time identifies components, peak area quantifies them.

  • Confuses molecular weight with volatility in determining GC elution order
  • Swaps the roles of retention time and peak area in GC chromatogram interpretation

High-Performance Liquid Chromatography (HPLC)

Reverse-phase HPLC flips the polarity rules — nonpolar stationary phase retains nonpolar analytes, polar mobile phase elutes them.

  • Attributes early elution of polar compounds in reverse-phase HPLC to mobile phase affinity rather than weak stationary phase interaction
  • Confuses stationary and mobile phase polarities between normal-phase and reverse-phase HPLC

Ion-Exchange Chromatography

Proteins bind a charged resin based on their pI relative to mobile phase pH; salt or pH shifts release them selectively.

  • Confuses the charge of the cation-exchange resin with the charge of the analyte it retains
  • Inverts the pH-vs-pI relationship for protein binding to a cation-exchange resin
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Size-Exclusion (Gel Filtration) Chromatography

Large molecules are excluded from pores and elute first; small molecules enter pores and elute last.

  • Inverts elution order in size-exclusion chromatography, thinking small molecules elute first
  • Attributes size-exclusion separation to charge or affinity interactions rather than purely molecular size

Affinity Chromatography

Biospecific ligand-target binding enables near-perfect selectivity; elution requires competition, pH change, or denaturant.

  • Confuses affinity chromatography's biospecific binding mechanism with size- or charge-based separation
  • Confuses salt-gradient elution (used in IEX) with imidazole competition used to elute His-tagged proteins from Ni-NTA

Gel Electrophoresis (SDS-PAGE, Native, IEF)

SDS-PAGE separates proteins purely by size after SDS masks intrinsic charge; IEF separates by pI, native-PAGE by both.

  • Confuses SDS-PAGE separation mechanism with native-PAGE (thinks intrinsic charge matters)
  • Inverts the relationship between protein size and migration distance in SDS-PAGE

Centrifugation (Density Gradient, Ultracentrifugation)

Density gradient centrifugation bands particles at their isodensity point; differential centrifugation pellets organelles by stepwise speed increases.

  • Confuses isodensity banding in density gradient centrifugation with simple pelleting by mass
  • Inverts the order of organelle sedimentation in differential centrifugation

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