Multistep Synthesis of Tetraphenylcyclopentadienone Author: Instructor: Date work performed: 10.18.2012--10.25.2012 Date work submitted: 11.01.2012 Abstract: The aim of this experiment was to perform a multistep synthesis to form tetraphenylcyclopentadienone. The first step of the reactions was to synthesize benzoin from the condensation of benzaldehyde. A yield of 28.91% benzoin was obtained. The MP of benzoin was 127O-130O C and the IR spectra displayed a carbonyl peak at 3415 cm-1
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Purpose: To synthesize 1‚2‚3‚4-tetraphenylnaphthalene through a two-step synthesis. The aldol condensation reaction between benzil and dibenzyl ketone forms 2‚3‚4‚5-tetraphenylcyclopentadienone‚ which then reacts with a benzene formed by anthranilic acid and isoamyl nitrate in order to yield 1‚2‚3‚4-tetraphenylnaphthalene. Reaction Equation A: Synthesis of 2‚3‚4‚5-tetraphenylcyclopentadienone: A solution of 4 capsules potassium hydroxide (0.5g) and 5mL anhydrous ethanol was prepared
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Results: Limiting Reactant: Eq 1 Limiting reactant = Benzoin Theoretical yield of Benzil: Eq 2 Theoretical Yield Benzil | 0.296 g | Mass of Crude Benzil | 0.188 g | Mass of Final Benzil | 0.127 g | % Yield | 43% | % Recovery | 66% | Table 1: Mass of crude/final Benzil‚ % yield‚ and % recovery Percent Yield: % Yield = (Final product/Theoretical product) x 100 Eq 3 = (0.127 g/0.296 g) x 100 = 43% yield Percent Recovery
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CHEM 3125 Experiment 4: Multistep synthesis of tetraphenylcyclopentadienone Overall Synthesis: CHEMICALS: wk 1: thiamine hydrochloride (1 g/student)‚ 95% ethanol (8 mls/ student)‚ 2M NaOH (5 mls/student)‚ benzaldehyde (4 mls/student) wk 2: 95% ethanol (30 mls/student) wk 3: acetic acid (6 mls/student)‚ ammonium nitrate (1 g/student)‚ 0.1g/ml cupric acetate (1.5 mls/student)‚ dichloromethane (6 mls/ student)‚ 30% acetone in heptanes (3 mls/student)‚ 95% ethanol (20 mls/student) wk 4:
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Multistep Synthesis of Tetraphenylcyclopentadienone In this laboratory experiment a synthesis was performed through several separate steps. The purpose of the experiment was to synthesize tetraphenylcyclopentadienone from benzaldehyde and to run reactions on carbonyl containing compounds. There was a total of three steps that led up to the synthesis of the final product‚ tetraphenylcyclopentadienone. The first step of the experiment was the condensation of benzaldehyde to yield
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Explanation of the Multistep Synthesis of Benzilic Acid The synthesis of several complex organic compounds follows a multistep synthesis. "Multistep synthesis" refers to the procedure in which the product of one reaction serves as the starting material in the subsequent reaction. The multistep synthesis of benzilic acid begins with a conversion benzaldehyde to benzoin through a condensation reaction. The benzoin then oxidizes into benzil‚ which undergoes rearrangement to give benzilic acid. Benzoin
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It is so crucial because it allows for the understanding of how molecules interact in order to create new products. Generally speaking‚ multistep synthesis could be useful in a practical application such as pharmaceutical chemistry. Synthesizing aspirin is a common example of a multistep synthesis reaction. Aspirin is typically taken as a painkiller or as a reducing-agent for fevers. In order to synthesize this product‚ the reactants salicylic acid and acetic anhydride
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Benzil is produced in the first step of this experiment’s multistep synthesis through the oxidation of benzoin. In order to produce the desired o-diketone‚ the alcohol on benzoin must be oxidized. Nitric acid was the oxidizing agent used in this experiment. As a result‚ the alcohol group on benzoin acted as the nucleophile and attacked the electrophilic nitrogen of nitric acid. As this step forms oxonium‚ excess water in the system deprotonated the oxonium to restore the neutral charge on oxygen
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Abstract: The objective of the experiment was to prepare Benzilic acid by multistep synthesis starting with benzaldehyde. In this setup however‚ product of the first step‚ Benzoin‚ is provided thereby omitting the first step involving the conversion of benzaldehyde. For this experiment‚ the microscale techniques of reflux‚ crystallization‚ and melting-point determination were used. Utilizing these techniques a product yield of 93% for benzil and 57% for Benzilic acid was obtained‚ as well as
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Tetraphenylcyclopentadienone Joshua Krank Principles of Organic Chemistry Laboratory‚ Department of Chemistry and Biochemistry North Dakota State University‚ Fargo‚ ND 58102 Introduction: The purpose of this experiment was to synthesize tetraphenylcyclopentadienone using a reaction of dibenzyl ketone (1‚3-diphenyl-2-propanone) with benzil in the presence of base. The reaction then proceeded with an aldol condensation reaction.5 This product was obtained using extraction (reflux)‚ recrystallization
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