Lecture Lab D - Synthesis of Banana Oil Friday February...

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Synthesis of Banana Oil Friday, February 20 th
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Gas Chromatography (GC) Stationary Phase Mobile Phase What does it do? stays put! flows around SP What is it? fine solid with fluid (liquid or gas) (physical form) lots of surface How does it effect retains sample by moves sample along sample movement? surface interaction Analogous to… an obstacle course “motivating force” Specifically for GC high boiling liquid helium gas
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Excellent method for determining the composition of mixtures Separates compounds based on time spent in liquid (vs gas) phase which depends on Temperature of column Flow rate of Gas Polarity of compound compared to column polarity Column temperature Gas pressure
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GC Operation Column in oven Injection port-inject using syringe Sample to detector
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Detector Thermal Conductivity Detector Measures the change in thermal conductivity between the sample and pure helium carrier gas Signal sent to analog to digital converter, then to computer
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Lab D: Synthesis of Banana Oil O OH OH O O + + H 2 O H + Acetic acid (smelly component of vinegar) Isopentyl Alcohol Ispentyl acetate “banana oil” Sulfuric acid (catalyst)
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Equilibrium Reaction K (equilibrium constant)=4.2 With equimolar reactants, the reaction will only proceed 2/3 of the way to completion O OH OH O O + + H 2 O
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Previous Equilibrium Esterification Esterification of Salicylic Acid Excess acetic anhydride
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Strategies for Driving an Equilibrium Reaction Le Chatelier’s Principle: If a system at equilibrium is disturbed by a change, the system will, if possible, shift to partially offset the change Adding an excess of one reactant Removing a product
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Our Strategy Use excess acetic acid Cheap Easy to remove
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Kinetic Barrier Reaction will not proceed without the addition of an acid catalyst (sulfuric acid) Reaction occurs at reflux (1 hour) to speed the time that it takes to reach equilibrium
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Increasing the temperature Increases in the temperature increase the reaction rate As a rule of thumb, a 10ºC
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Lecture Lab D - Synthesis of Banana Oil Friday February...

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