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Unformatted text preview: Scott Wise February 10, 2007 Lab 3: Purification of Optically Active Natural Products by Column Chromatography Objective: To extracted a sample of (R)-Carvone from spearmint oil by column chromatography and analyze the sample by gas chromatography, infrared spectroscopy, and polarimetry . Reactions: Procedure: Refer to Pages 40-42 of Chemistry 232 Laboratory Manual 1 1 Physical Properties: Figure 1: Reagents of Column Chromatography Compound MW (g / mole) Used Mole Physical and Safety Data Silica Gel N/A 15 g N/A Bp: 2300, Hygroscopic, dust hazard. Hexanes 86.18 157 mL 1.28 Bp: 68, mp: -95 d: 0.7 g/mL EXTREMELY FLAMMABLE LIQUID AND VAPOR. VAPOR MAY CAUSE FLASH FIRE. HARMFUL OR FATAL IF SWALLOWED. HARMFUL IF INHALED. CAUSES IRRITATION TO SKIN, EYES AND RESPIRATORY TRACT. AFFECTS THE CENTRAL AND PERIPHERAL NERVOUS SYSTEMS. Spearmint Oil N/A 2.03 g N/A Mp: 2600, No hazardous reactivity. Dichloromethane 84.93 20 mL 0.31 Bp: 40, Mp -97 d: 1.33 g/mL Harmful if swallowed or inhaled Figure 2: Products of Column Chromatography Compound MW (g / mole) Isolated Mole Yield Physical Data Carvone 150.22 0.59 g 0.0039 29% Mp: 89 C, density: .965 g/mL. bp 230 C Toxic if swallowed, inhaled or absorbed through the skin. Skin irritant. Limonene 136.23 N/A N/A N/A Bp: 176 Harmful if swallowed. Skin, eye and respiratory irritant. May act as a sensitizer....
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