Organic2 Lab5_Grignard Synthesis of Triphenylmethanol -...

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Grignard Synthesis of TriphenylmethanolLatricia BowmanApril 2, 2012CHM 322L 02
Abstract: In this experiment, we successfully synthesized Triphenylmethanol by way of a Grignard reagent and an ester with the use of and acid (bromobenzene and methyl benzoate). The percent yield calculated for triphenymethanol was 66.87%. The observed melting point was 150-151 C,̊compared to the literary value of 160-163 C. Also, an IRspectrum was used to confirm the̊product identifying the peaks: -OH stretch at 3589.59cm-1, -CH (arene) stretch at 3054.29cm-1, -C=C (arene) stretch at 1598.09 cm-1. Introduction: Organomettalic compounds are most useful and readily available. The metal involved can be Magnesium, Lithium, and Copper. Grignard reagents are prepared by the reaction of an alkyl halide with magnesium metal in anhydrous ether. Grignard reagents react with aldehydes, ketones, and esters to produce alcohols. For this reaction two moles of the Grignard are needed for two successive carbonyl additions to give the final product. The first addition product is a ketone, which undergoes subsequent reaction with the Grignard to give a tertiary alcohol.

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