Questions: 1. Write a mechanism for the Grignard reaction of benzophenone with phenylmagnesium bromide. Be as complete as possible and show electron flow for all steps. 2. Explain the special role of ethereal solvents like diethyl ether in the formation of Grignard reagents. 3. Triphenylmethanol can be prepared from phenylmagnesium bromide via several different Grignard reactions. Identify two other electrophiles (aside from benzophenone) that will react with PhMgBr to produce triphenylmethanol
Premium Magnesium Oxygen Carbon
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
Premium Nucleophile Magnesium Alcohol
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
Premium Oxygen Chemical reaction Alcohol
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
Premium Diethyl ether Magnesium Nucleophile
slight polarity to the molecule‚ making it a little polar‚ although mostly nonpolar. Biphenyl‚ which is completely nonpolar‚ will have similar solubilities as benzophenone: insoluble with water (polar)‚ partially soluble with methanol (intermediate polarity) and soluble with hexane (nonpolar). But with biphenyl (unlike with benzophenone) the solubilities are exactly as expected‚ because of biphenyl’s complete nonpolarity. But that explains any differences in solubilities between the two molecules
Premium Alcohol Solubility Chemical polarity
Hexane (solvent) Benzophenone Malonic Acid Biphenyl 2) There should be a difference in the results between the solubilities of biphenyl and benzophenone in methyl alcohol. Explain why there is this difference. If no difference was observed‚ then predict which one should be more soluble and explain why. (4 points) 3) There should be a difference in the results between the solubility of benzophenone in methyl alcohol
Premium Solvent Ethanol
this reaction that oxidizes the alcohol to the ketone. The CuSO 4 is there to support the KMnO4. The oxidant reacts with the secondary alcohol which forms benzophenone and MnO2. Then the melting point of the hexanes will be identified. The reactant is a secondary alcohol therefore there would be no over-oxidization. The purity of the benzophenone by recrystallization will be analyzed using thin layer chromatography (TLC) analysis. Two TLCs is done in this experiment. The first TLC plate is just to
Premium Alcohol
Grignard reaction Abstract: In this laboratory‚ triphenylmethanol was synthesised from reacting benzophenone and bromobenzene using Grignard reaction. As the reaction was to set up to produce a Grignard reagent and then recrystallize it to obtain pure sample. The percentage yield obtained was 55% and its melting point was 161 co which is within the literature value 160-163 co. In addition to that the IR spectroscopy confirmed the molecule structure to be triphenylmethanol. Introduction: The Grignard
Premium Alcohol Ethanol Functional group
Substance | Structure | M.W. g/mol | Density g/cm^3 | MP (C) | Hazards | Naphthalene | | 128.17 | 1.14 | 80.26 | White crystalline solid‚ with odor | benzophenone | | 182.217 | 1.11 | 47.9 | Barely hazardous‚ don’t get in contact with eyes or skin | Methanol | | 32.04 | 0.79 | -98 | Extremely flammable | Petroleum ether | | 86.18 | 0.77 | -95 | Extremely Flammable | Procedure: 1. 2. Add 80mg of naphthalene to Craig tube. Add few drops of methanol hot solvent. 3. Place tube
Premium Oxygen Ethanol Chemistry
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 volume
Premium Infrared Nucleophile