In this experiment‚ the production of a Grignard reagent (phenylmagnesium bromide) was performed from a bromobenzene reactant combined with magnesium and ether. Phenylmagnesium bromide was then transformed into a tertiary alcohol called triphenylmethanol‚ through addition of another compound called benzophenone‚ as well as additional ether. The end product of triphenylmethanol was analyzed via NMR and IR. Figure 1: Preparation of the Grignard agent by combining bromobenzene with magnesium and ether
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Abstract: The purpose of this lab is to prepare phenylmagnesium bromide‚ a Grignard reagent‚ and react it with benzophenone to give triphenylmethanol. Once made‚ the Grignard reagent will do a nucleophilic attack on the carbonyl carbon of the ketone‚ benzophenone. The result is an alkoxide that is then protonated to give the alcohol‚ triphenylmethanol. The purity of the final product will then be considered by melting point and IR spectroscopy. Final purified triphenylmethanol weighed 8.02 grams
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| Reactions of Grignard Reagents with Carbonyls | | | Tuesday 1:30 | 2/28/2012 | | Introduction This experiment explores the reactivity pattern for the addition of Grignard reagents to three different carbonyl groups: a ketone‚ an ester‚ and a carbonate. Grignard reagents are organometallic compounds that have a carbon-metal bond‚ such as carbon-magnesium. Grignard reagents are formed from the reaction of an alkyl‚ cycloalkyl‚ or aryl halide and magnesium metal in dry ether
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Grignard Synthesis of Triphenylmethanol from Benzophenone Purpose: The purpose of this experiment was to synthesize the tertiary alcohol triphenylmethanol from a Grignard reagent‚ phenyl magnesium bromide. The Grignard reagent was synthesized from bromobenzene and magnesium and then reacted with benzophenone to produce triphenylmethanol. It was important that water be excluded from the reaction‚ in order to prevent the formation of benzene. The reaction of phenyl magnesium bromide and benzophenone
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Abstract: The purpose of this lab was to synthesize triphenylmethanol from benzophenone and bromobenzene by the formation of a Grignard compound with the reagents bromobenzene and magnesium metal. The bromobenzene was first transformed into the Grignard compound and was then reacted with the benzophenone to make the final product. The mixture was then mixed with sulfuric acid and the organic layer was extracted via a separatory funnel. The mixture was then recrystallized from methanol and was allowed to
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Comment: Treat a Grignard reagent as an alkyl nucleophile i.e. CH3MgBr is equivalent to CH3- nucleophile. The Grignard reagent can also react with RX to form a longer chain alkane. Example: CH3CH2MgBr + CH3CH2Br CH3CH2CH2CH3 + MgBr2 In general‚ basicity parallels nucleophilic strength since both of them depend on the availability of the lone pair of electrons. The Grignard reagent is not only able to function as a nucleophile; it can operate as a base too by reacting with water to
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Grignard Synthesis of Triphenylmethanol Aim The aim of this experiment was to prepared Grignard reagent (phenylmagnesium bromide) from bromobenzene and magnesium‚ to use the reagent prepared to synthesise a tertiary alcohol (triphenylmethanol) by reacting reagent and ester (methyl benzoate)‚ and the product formed is analyse by infrared spectroscopy (IR)‚ melting point‚ thin layer chromatography (TLC)‚ gas chromatography mass spectrum (GCMS) and finally Nuclear Magnetic Resonance spectroscopy. Introduction
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Wed. 11-1:50 Title: Grignard Reaction with a Ketone: Triphenylmethanol Part 1 Objective: The goal of this experiment is to learn to make Grignard reagents. The reactions of the Grignard reagents with ketones form tertiary alcohols. These reagents are highly air- and moisture-sensitive materials. We will observe the formation of the Grignard reagents‚ which magnesium metal is transformed into organometallic salts. Experimental Procedure: Our experiment was as followed as in our text
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Grignard Reaction: Synthesis of Triphenylmethanol Dominic DiRaimo Lab Partners: Roxana Hernandez Somata Thach TA: Sreya Mukherjee December 5‚ 2013 Introduction Grignard reagents are good nucleophiles as well as strong bases (Weldegirma). It allows compounds to react with acidic compounds‚ therefor is must be free from acids as well as water during the desired reaction. Another important aspect of Grignard reagent is that refluxing is necessary to
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The Grignard Synthesis of Triphenylmethanol Organic Chemistry Lab II March 19‚ 2012 Abstract The purpose of this experiment was to synthesize the Grignard reagent‚ phenyl magnesium bromide‚ and then use the manufactured Grignard reagent to synthesize the alcohol‚ triphenylmethanol‚ by reacting with benzophenone and protonation by H3O+. The triphenylmethanol was purified by recrystallization. The melting point‚ Infrared Spectroscopy‚ 13C NMR‚ and 1H NMR were used to characterize and confirm
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