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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Ideally‚ the percent yield should be 100%‚ as this means that you have recovered 100% of that material. A yield over 100% would mean that the substance still has some traces of another material that is adding additional mass. Ex. The iron filings having some sand particles leftover. A yield under 100% would mean that some of the substance was not recovered‚ it could have been lost (spilled) or found in another substance (not separated completely). The percent yields may give some insight into what
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Lab #5: Grignard Reaction – Synthesis of Triphenylmethanol John Kang Chem 152L Performed: 7/20/04 Date submitted: ________________ Lab Partners: Sang Lee‚ Vicky Lai TA: John Stanko Abstract: This experiment explored the synthesis of triphenylmethanol through the use of Grignard reagents. The percent yield of the product was 10% on a relatively humid day. The melting point was calculate to be 127.2oC with a literature value of 162oC. An IR spectrum of the product was taken and used
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The Grignard Synthesis of 3-methyl-3-heptanol In this experiment‚ an example of an organometallic compound which has a carbon magnesium bond will be utilized to form a tertiary alcohol. Grignard reagents have been extremely useful in the synthesis of a large number of classes of organic functional groups. Although Grignard reagents are unstable and decompose in air and moisture‚ they can be prepared and used immediately with moderate difficulty in the undergraduate organic chemistry laboratory
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Name Lab Section GTA Station 1. Grignard Reaction Post-lab report Fill out the appropriate sections below. Show all work. Your calculated answers need to match the answers in the table. Also‚ attach the benzophenone and product spectra. Indicate appropriate stretches including differences in both spectra. Results | | Amounts and units | |Initial
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Experiment C. Aim: To protect one of two carbonyl groups (C1) in order to allow the other to react twice with a Grignard followed by removal of the protecting group by acid hydrolysis to give final product (C2). Method: Ethyl acetoacetate (30.03g)‚ ethylene glycol (15.01g) and toluene-p-sulphonic acid (0.13g) were added to a 250 cm3 round bottomed flask‚ containing a stirrer bar and toluene (100 cm3)‚ fitted with a condenser and dean-stark head. Solution was heated strongly under reflux using
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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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Purpose: To find out the percent yield of copper in the reaction between copper sulfate (CuSO4) and Iron (Fe). Materials: Balance 100-mL beaker 250-mL beaker Bunsen burner Copper sulfate crystals Glass stirring rod 100-mL graduated cylinder Iron filings Ring stand and ring Wire gauze Procedure: 1. Record mass of clean 100-mL beaker. 2. Add 8.0 grams of copper sulfate crystals to beaker. 3. Add 50.0 milliliters of distilled water to the crystals. 4. Put wire gauze on ring on ring
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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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The purpose of this experiment was to synthesize triphenylmethanol from a Grignard reagent. The Grignard reaction technique was used in this synthesis but due to the fact that it is such a strong nucleophile and base‚ it was important to prevent water from interfering with the Grignard reaction. Purity of the product was determined by measuring the melting point. Reagent Table: Structure Name Molecular formula Molar mass Density Melting point Boiling Point Diethyl ether C4H10O
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