MCAT Organic Chemistry Ch. 12 Separations & Purifications

20 cards   |   Total Attempts: 188
  

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Extraction (solubility-based methods)
Combines 2 immiscible liquids, one of which easily dissolves the compound of interest. ***Acid-base properties can be used to increase solubility (dissolve an acid in a base & a base in an acid)
  • Aqueous Phase - polar (water) layer that dissolves compounds w/ hydrogen bonding or polarity
  • Organic Phase - nonpolar layer that dissolves nonpolar compounds
  • Combines 2 immiscible liquids, one of which easily dissolves the compound of interest. ***Acid-base properties can be used to increase solubility (dissolve an acid in a base & a base in an acid)Aqueous Phase - polar (water) layer that dissolves compounds w/ hydrogen bonding or polarityOrganic Phase - nonpolar layer that dissolves nonpolar compounds
Wash (solubility-based methods)
Reverse of extraction, where a small amount of solute that dissolves impurities is run over the compound of interest
Filtration (solubility-based methods)
Isolate a solid (residue) from a liquid (filtrate); liquid-solid mixtures is poured onto paper filter that allows solvent to pass through & solid is collected on the paper
  • Gravity Filtration
  • Vacuum Filtration
Gravity Filtration (solubility-based methods)
Solvent's own weight pulls it through the filter. Used when product of interest is in the filtrate (liquid). Hot solvent is used to maintain solubilitySolvent's own weight pulls it through the filter. Used when product of interest is in the filtrate (liquid). Hot solvent is used to maintain solubility
Vacuum Filtration (solubility-based methods)
Solvent is forced through filter more quickly by vacuum connected to the flask. Used when residue (solid) is product of interestSolvent is forced through filter more quickly by vacuum connected to the flask. Used when residue (solid) is product of interest
Recrystallization (solubility-based methods)
Product is dissolved in minimum amount of hot solvent. If impurities are more soluble, the crystals will reform while the flask cools, excluding the impuritiesProduct is dissolved in minimum amount of hot solvent. If impurities are more soluble, the crystals will reform while the flask cools, excluding the impurities
Distillation (distillation-based methods)
Separates liquids according to differences in their boiling points; liquid w/ lowest boiling point vaporizes first & is collected as the distillate
  • Simple Distillation
  • Vacuum Distillation
  • Fractional Distillation
Simple Distillation (distillation-based methods)
Can be used when boiling points are under 150 oC & are at least 25 oC apart.
Vacuum Distillation (distillation-based methods)
Can be used if the boiling points are over 150 oC to prevent degradation of the product. Use of vacuum lowers ambient pressure so vapor pressure of products don't have to be as high to get them to boilCan be used if the boiling points are over 150 oC to prevent degradation of the product. Use of vacuum lowers ambient pressure so vapor pressure of products don't have to be as high to get them to boil
Fractional Distillation (distillation-based methods)
Can be used if boiling points are less than 25oC apart because it allows more refined separation of liquids by boiling point. As liquids boil, get caught on material in the column, that condenses them, then they reboil, and keep doing this until they get all the way up the column and condense in flaskCan be used if boiling points are less than 25oC apart because it allows more refined separation of liquids by boiling point. As liquids boil, get caught on material in the column, that condenses them, then they reboil, and keep doing this until they get all the way up the column and condense in flask
Chromatography (chromatography-based methods)
Use 2 phases to separate compounds based on physical or chemical properties
  • Stationary Phase (Adsorbent): usually a polar solid
  • Mobile Phase: runs through the stationary phase & is usually a liquid or gas. This elutes the sample through the stationary phase
Retardation Factor (Rf) (chromatography-based methods)
Compounds w/ higher affinity for stationary phase have smaller Rf values & take longer to pass through, if at all; compounds w/ higher affinity for mobile phase elute through more quickly. Compounds therefore get separated from each other, called partitioning.
Chromatography Types (chromatography-based methods)
  • Thin-Layer & Paper Chromatography
    • Reverse-Phase Chromatography
  • Column Chromatography
    • ​Ion-Exchange Chromatography
    • Size-Exclusion Chromatography
    • Affinity Chromatography
  • Gas Chromatography
  • High-Performance Liquid Chromatography
Thin-Layer & PaperChromatography (chromatography-based methods)
  • Stationary Phase is polar material, like silica, alumina, or paper
  • Mobile phase is nonpolar solvent, which climbs the card through capillary action
  • Card is spotted & developed ; Rf values can be calculated & compared to reference values to figure out what is in the compound
  • Reverse-Phase Chromatography uses a nonpolar card w/ a polar solvent (polar solvents will move to top of card fastest because they're attracted to the mobile phase)Stationary Phase is polar material, like silica, alumina, or paperMobile phase is nonpolar solvent, which climbs the card through capillary actionCard is spotted & developed ; Rf values can be calculated & compared to reference values to figure out what is in the compoundReverse-Phase Chromatography uses a nonpolar card w/ a polar solvent (polar solvents will move to top of card fastest because they're attracted to the mobile phase)
Column Chromatography (chromatography-based methods)
Utilizes polarity, size, or affinity to separate compounds based on their physical or chemical properties
  • Stationary phase is column containing silica or alumina beads
  • Mobile phase is nonpolar solvent, which travels through the column by gravity