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Grignard Reaction Lab Report

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In the Grignard Synthesis of Malachite Green, 4-bromo-N,N-dimethylaniline (aniline) and Magnesium (Mg) in the solvent THF were reacted to form the Grignard reagent. From there, ester methylbenzoate was used, along with HCL to yield Malachite Green. It is important to note that the Grignard reagent is very moisture sensitive. Due to this, it is possible for side reactions to occur. Due to the basicity of the Grignard reagent, any exposure to moisture or water will cause the reagent to deprotonate water and deter from the actual reaction that is desired. Thus, several precautions were taken to prevent side reactions from occurring, such as oven-drying the glassware for 30 minutes and using a dry disposable syringe fitted with a metal needle. …show more content…

Polishing magnesium removed the layer of magnesium oxide that had formed from being exposed to the air in the past. The layer of magnesium oxide acts a barrier and prevents aniline from reacting with it. This is the reason as to why the magnesium had to be put in the solvent immediately after it was polished, or else it would accumulate another layer of magnesium oxide. Thus, polishing the magnesium allowed for a fresh surface and this surface could react with aniline and get the aniline reaction going. In the case where the Grignard reaction did not form, the Claisen adaptor had to be attached and the magnesium had to be grinded using a flat-headed stir rod. This procedure was is nearly equivalent to the polishing step of the magnesium, except the difference is that it was done in situ. In other words, a fresh surface of magnesium was produced in the reaction flask that got the aniline reaction moving forward. The purpose of doing it in situ is was because it was important to use up the reagent as soon as possible. With that, it was a precautionary step against moisture …show more content…

Because magnesium is a very electropositive metal, it is reactive and inserts itself in between the carbon on the aniline ring and the bromine atom. A cloudy brown-grayish solution formed and bubbles emerged and these processes were indicators that the Grignard reagent was proceeding. The bubbles formed was from the hydrogen gas that arised from the unreacted magnesium specks. It was formed from the quenching step, where HCL was added to the reaction flask and two chlorine ions reacted with the unreacted Magnesium ions to form MgCl2 and h2. This formation of H2 was the hydrogen gas that was produced and appeared in the form of

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