Q3 Lab#2 Grignard FINAL final final.docx

Interpretation of the mass spectrum gave an mz m of

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H NMR, and melting point were utilized to characterize the product. Interpretation of the mass spectrum gave an m/z (M+) of 258.1045. Out of the 3 possible products, this value correlates exactly with the unhalogenated Grignard reagent. Additionally, since there are no M+2 peaks seen on the mass spectrum, there is no possibility of the presence of either Fluorine or Chlorine on the reagent. The fragmentation is substantial evidence that Grignard Y is the unhalogenated one. Further confirmation of the overall product is seen with the IR, NMR, and melting points. The infrared spectrum exhibited a stretch at 3343.90 cm -1 and 2 additional stretches at 3060.72 cm -1 and 3023.29 cm -1 , indicating the presence of an O-H and sp2 C-H bonds, respectively. This information along with the C=C stretch confirms the Grignard reaction occurred, which produces an O-H bond that is not present in the reactant. However, there was also a ketone C=O stretch found at 1692.42 cm -1 , showing that there was some impurity in the form of leftover reactant in the product. The multiplicities and coupling of the 1 HNMR spectrum confirm the structure of the product. The ddd of Ha demonstrates how the Grignard addition produces splitting that is consistent with the aromatic compound. The remainder of the NMR analysis, however, is clouded by the multiplets and is unspecific toward the unhalogenated Grignard addition. The integration values for the NMR add up to the 14 hydrogen’s that are present in 9-phenyl-9-fluorenol. A water peak was additionally noted at 1.52 ppm. Finally, the literature melting point for 9-phenyl-9-fluorenol is
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