Exp 6 - Synthesis of Triphenylmethanol and the Trityl...

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Synthesis of Triphenylmethanol and the Trityl Carbocation 11/3/08 Tyler Argent Exp. 6 CH 237 Lehman, John W. Operational Organic Chemistry, (Exp. 31 p.242 in text) I. Pre-Lab: (Attached) II. Experiment Notes and Observations: (Refer to Pre-Lab) III. Results: Compound MW (g/mol) Amt Used (g) or (mL) Moles Used (mol) Physical Constants Acetic Anhydride 102.1 3.5 mL Corrosive b.p.= 140°C m.p= -73°C d= 1.082 g/mL Anhydrous Ethyl Ether 74.1 40.0 mL total Flammable b.p.= 34.6°C m.p.= -116°C Aqueous Sodium Bicarbonate (5%) 84.0 20.0 mL Irritant Benzophenone 182.2 3.6 g 0.02 mol b.p.= 306°C m.p.= 48°C Bromobenzene 157.0 2.3 mL 0.022 mol Irritant b.p.= 156°C m.p= -31°C d=1.495 g/mL Fluoboric Acid (48%) 87.8 0.5 mL d=1.41 g/mL Hexane 86.18 10.0 mL Flammable, Irritant b.p=39°C m.p.= -95°C d=0.67 g/mL 1.4 M Hydrochloric Acid (5%) 36.46 25.0 mL 0.30 mol Corrosive Magnesium 24.3 0.53 g 0.022 mol Flammable Solvent Grade Ethyl Ether 10.0 mL Flammable Water 18.02 5.0 mL Triphenylmethanol 260.3 0.5 g b.p.=380°C m.p.=164°C Trityl Fluoborate 330.1
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Theoretical Yield of Trityl Alcohol: 0.02 mol X 260.3 g/mol = 5.21 g Trityl Alcohol Isolated Yield of Trityl Alcohol: 0.62 g * There were discrepancies with the isolated yield: too much solvent had been used resulting in less crystallization of product so some of the solvent had to be isolated and evaporated* Percent Yield of Trityl Alcohol: 0.62 ÷ 5.21 g X 100 = 12 % Trityl Alcohol Theoretical Yield of Trityl Tetrafluoroborate: 0.5 g ÷ 260.3 g/mol = 0.0019 mol Trityl Alcohol 0.0019 mol X 330.1 g/mol = 0.63 g Trityl Tetrafluoroborate Isolated Yield of Trityl Tetrafluoroborate: 0.38 g Percent Yield of Trityl Tetrafluoroborate: 0.38 g ÷ 0.63 g X 100 = 60.3 % Trityl Tetrafluoroborate **The TA informed class not to calculate melting points or TLC analysis for products(no R f value could be recorded)** IV. Discussion: The problem is that a company that manufactures synthetic dyes, Complimentary Colors Company, is trying to develop some new colors to improve their share in the dye industry. They
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This note was uploaded on 04/19/2010 for the course CH 237 taught by Professor Staff during the Spring '08 term at Alabama.

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Exp 6 - Synthesis of Triphenylmethanol and the Trityl...

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