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Grignard Reaction Lab Report

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In this experiment, a Grignard was performed with 3-pentanone and an unknown alkyl bromide to obtain and identify a 3˚ alcohol. In order to identify the alkyl bromide, the identity of the product was found by spectroscopic analysis. To complete this reaction, first the Grignard reagent was prepared. The reagent was generated by taking Unknown AP and adding it, dropwise, to a mixture of 6.2 mL of THF and 1.0008 g of magnesium. The magnesium had to be crushed to initiate the reaction between magnesium and alkyl bromide. Once the reaction took place, the colorless solution became cloudy and white bubbles formed. Eventually, the solution turned black-brown in color. This solution was stirred for 20 minutes until a solution of 4.0 mL in 5.4 mL of …show more content…
This set of data, as stated above, was also obtained for the brown remaining initial solution, but since the data was identical to the pure isolated product, it was not kept. In the IR spectrum, RM-08-P, the functional groups identified were an alcohol at 3401 cm-1, sp3 hybridized carbon-carbon stretching at 2961cm-1 and 2933 cm-1, and carbon-hydrogen bending at 1459 cm-1. The spectrum also lacked a signal for a ketone, sp2 hybridized carbons, and a halide signal, which proves the identity of the product as an alcohol. The 13C NMR spectrum, RM-08-Pc, also proves this, as well as provides the information needed to identify the product. In the 13C NMR spectrum, 7 types of sp3 carbons are found. With this specific number of carbons, the identity of the alcohol was found to be 3-ethyl-3-heptanol. This conclusion also lead to the identity of the unknown starting alkyl halide. In order to get 3-ethyl-3 heptanol, the alkyl halide used was 1-bromobutane. The 1H NMR further confirmed the identity of the alcohol. In the spectra, RM-08-Pp and RM-08-Pp(zoom), 2˚ and 1˚ alkyl groups were found. These are the only types of protons found in the identified alcohol structure. Also, with the knowledge of the 3-ethyl-3-heptanol structure, signals for specific protons can be determined. The only discrepancy in this experiment was the boiling point of the alcohol. The alcohol has a known

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