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Grignard Lab

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A Grignard-Like Organic Reaction
The Synthesis of 1-phenyl-3-buten-1-ol

Introduction
The Grignard reaction is an important synthetic process by which a new carbon to carbon bond is formed. Magnesium metal is first reacted with an organic halide forming the Grignard reagent. The Grignard reaction is the addition of an organomagnesium halide (Grignard reagent) to a ketone or aldehyde, to form a tertiary or secondary alcohol, respectively. For example, the reaction with formaldehyde leads to a primary alcohol. Grignard Reagents are also used in the following important reactions: The addition of an excess of a Grignard reagent to an ester or lactone gives a tertiary alcohol in which two alkyl groups are the same, and the addition of a Grignard reagent to a nitrile produces an unsymmetrical ketone via a metalloimine intermediate. A sample Grignard reaction mechanism can be seen in Figure 1 of a Grignard reagent being prepared with an alkyl bromide and later reacted with a formaldehyde to produce a primary alcohol. The purpose of this lab was to form 1-phenyl-3-buten-1-ol using a Grignard reaction. The Grignard reactant was produced from Zinc and Allyl Bromide which was then reacted to Benzaldehyde. The formation of the final product will be confirmed using a Thin Layer Chromatography, TLC, of the product and Benzaldehyde and an IR analysis of the product.

Abstract
In reactions involving Grignard reagents, it is important to exclude water and air, which rapidly destroy the reagent by protonolysis or oxidation. Since most Grignard reactions are conducted in anhydrous diethyl ether or tetrahydrofuran, THF, side-reactions with air are limited by the protective blanket provided by solvent vapors. Small-scale or quantitative preparations should be conducted under nitrogen or argon atmospheres, using air-free techniques. In our lab, we utilize a procedure

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