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 a melting point range
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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%
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Spectra Analysis Organic Chemistry Lab‚ CHEM 369 The University of Tennessee‚ Knoxville Dr. Smith Spectra 1: tert-butyl cyanoacetate Molecular formula: 141/13 = 10 R 11 => C10H10+11 => C10H21 C10H21NO2 – C3H10 = C7H11NO2 DBE: 2(#C - #H/2 - #X/2 + #N + 2)/2 =2(7 – 11/2 – 0/2 + 1 + 2)/2 = 3=> 1 double bond and 1 triple bond Mass spectrum table: m/z fragment |40
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product/Crude product) x 100 Eq 4 = (0.127 g/0.188 g) x 100 = 66% recovery Theoretical Yield Benzilic Acid: Eq 5 Theoretical Yield Benzilic Acid | 0.109 g | Final Benzilic Acid | 0.060g | Percent Yield | 55% | Table 2: Final weight and percent yield of benzilic acid | Degrees Celsius | Crude Benzil | 82.5 – 85.6 | Final Benzil | 94.2 | Final Benzilic Acid | 148.3 | Table 3: Melting Points Wavenumbers (cm-1) | Functional groups | 1593 | Aromatic | 3065
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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 Synthesis
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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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hydroxylic group attacks the positively charged nitrogen from nitric acid attaching it to the molecule. The nitrogen’s electrons are then kicked off on to the oxygen bearing a positive charge‚ creating water. This process formed an organic nitrate. Next‚ water is used to abstract hydrogen from the positively charged oxygen‚ forming hydronium. A carbonyl is formed as well as nitrogen dioxide gas. Simultaneously the oxygen separates itself from nitrogen dioxide by pushing its electrons onto the positively
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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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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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Thiamine-Catalyzed Benzoin Condensation I.Conclusion Benzoin was produced by reacting 2 mols of benzaldehyde with the catalyst thiamine to form a new C-C bond. A total of 2.626 grams were recovered. There was a 33% recovery of benzoin. The low percent recovery could be due to the purity of the limiting reactant‚ benzaldehyde. Upon filtration‚ the mother liquid appeared oily making it more likely that the low recovery was due to the solution ‘oiling out.’ This could be avoided in the future
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