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Taylor Collins 7

Taylor Collins 7 - Taylor Collins Synthesis of...

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Taylor Collins Synthesis of Triphenylmethanol and the Trityl Carbocation CH 237-006 -Pre-Lab and Observations: Attached -Results: Theoretical yield of triphenylmethanol: .02 mol x 260.3 g/mol = 5.206 Crude Triphenylmethanol: weight: 1.76 yield: 1.76/5.206*100= 33.8% mp: 155 C Pure Triphenylmethanol: weight: 1.36 grams yield: 1.36/5.206 * 100 = 26% mp: 145 C Theoretical Yield of Trityl Tetrafluoborate: .5 g / 260.3 g/mol x 330.1 g/mol = .634 g Trityl Fluoroborate: weight: .6 grams yeild: .6/.634 *100= 94% TLC: drawing of plate attched Rf crude: .259 cm Rf purified: .259 cm Rf triphenylmethanol: .29 cm Rf biphenyl: .629 cm The NMR spectra shows triphenylmethanol as there are 15 total aromatic hydrogens and one other hydrogen that is part of the alcohol. The integrals accurately depict sixteen total hydrogens. The first group of peaks depicts the hydrogen on the third carbon of every phenyl group. The integral of the spectroscopy confirms all 6. The second group of peaks shows the hydrogen on the fourth carbon of each phenyl group as there are only 4. The last group depicts the hydrogen on the second carbon of each phenyl group. The integral again confirms 6. The IR spectra of trityl alcohol and trityl tetrafluoroborate confirm that trityl fluoroborate is a cation. This is evident by the decrease in the O-H stretching region from the triphenyl methanol spectrum to the trityl cation spectrum.
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