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 ‚‚which represents and OH functional group. The second step of the reaction was to oxidize benzoin to form benzil; this reaction yielded 27.04% benzil. The MP of the benzil was 91O-93O C and the IR spectra revealed no OH functional groups. The last
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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: 1‚3 diphenylacetone (0.5 g/student)‚ triethylene glycol (5 mls/student)‚ 40% benzyltrimethylammonium hydroxide/methanol (0.5 mls/student) Part A: Thiamine catalyzed condensation benzoin condensation
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July 17th‚ 2012 Experimental Procedure and Observations: See Attached Pages Data/Results: Measured Weight of Product: 8.577 g benzil Theoretical Weight of Product: 15.765 g benzil Percent Yield: 8.577 g * 100% = 54.4% 15.765 g Melting Point of Intermediate (Benzoin) Melting Point of Product (Benzil) Trial 1 – 129-131°C Trial 2 – 133-135°C Trial 3 – 132-135°C Trial 1 – 92-93°C Trial 2 – 92-94°C Trial 3 – 93-95°C Average Melting
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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 a melting point range of 94.8 – 95.4oC for benzil and 152.0 – 153.9oC for Benzilic
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leaving group. The Benzoin produced was then in turn purified and used to synthesize Benzil in the next experiment through Copper (II) ion oxidation. The Benzil was obtained by catalytic oxidation of the Benzoin using the Copper (II) ion as the catalytic oxidant. The Benzil produced was then purified and used as the reactants in the third and final experiment of the sequence which was this one‚ to produce Tetraphenylcyclopentadienone which is a five-membered carboxylic ring. The Benzil was reacted with
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Chemistry 3373F Lab Manual 2008 Modified 11/07 Table of Contents Chem 3373 Laboratory Schedule for Fall 2008.............................................................................2 The Benzoin Condensation of Benzaldehyde ..............................................................................3 Synthesis of Dilantin and Related Compounds (two weeks).........................................................6 Synthesis of an Alkaloid: Pseudopelletierine (two weeks) .............
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Synthesis of benzilic acid from benzoin utilizing a multi-step reaction. Names: Arian Karim TA Name: Sayantan Das Lab Day & Time: Thursday 7:30-11:40 Lab Section #: Abstract The main purpose of this experiment was to synthesize benzilic acid from benzoin. This requires a multistep synthesis with benzyl as an intermediate product. The first step required HNO3 as an oxidizing agent and the second step required KOH and HCl. The percentage yields of benzil and benzilic acid were 59.5% and
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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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The progress of the reaction was monitored in my case using two TLC plate. It first started off with the spotting of Standard benzoin and benzil which were provided in the lab and followed by the addition of the reaction mixture at once it starts changing colour/boiling‚ then at 10 and 20 mins into the reflux. Once all the necessary steps were spotted‚ the TLC plate was placed in in a beaker containing CH₂Cl₂(methylene chloride)‚ which was used as the developing solvent in this experiment. To check
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experiments: benzil and diphenylacetylene REACTION DIAGRAM TABLE OF REAGENTS BENZIL DIBENZYL KETONE TRITON B 40wt% IN METHANOL (1.79 M) TRIETHYLENE GLYCOL TETRAPHENYL-CYCLOPENTA-DIENONE DIPHENYL ACETYLENE HEXAPHENYL-BENZENE FORMULA EQUIV MW DENSITY VOLUME MASS Mmol MELTING POINT BOILING POINT - - 210 °C - PROCEDURE 1 A hot plate with an aluminum block was preheated to 150°C. 2 100mg of benzil and 100mg
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