the use of adol condensation for the synthesis of a five-membered carbocylic ring. It is also a good demonstration of the impact extended conjugation has on the absorption of visible light. The reactants are bright yellow in color while the products are a very deep purple color appearing almost black. Introduction- The synthesis of Tetraphanylcyclopentadienone was a further example of the adol condensation reaction. Tetraphenylcyclopentadienone was the final product of the three step process shown
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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 ‚‚which represents
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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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Introduction: The purpose of this experiment is to use sodium borohydride to reduce benzil. However‚ stereochemistry allows for five possible products. If only one carbonyl group is reduced during the reaction a racemic mixture of benzoin will be the product that is produced. After the first reduction a chiral center forms causing the second reduction to occur from only one side of the ketone. Depending on which side the second reduction take place there are three possible products including: a racemic
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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: 1‚3 diphenylacetone (0.5 g/student)
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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 and warmed in a 25mL beaker. Benzil (2.1542g) ‚ dibenzyl
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Benzil Reduction Introduction The objective of the experiment was to reduce Benzil‚ using sodium borohyride as the reducing agent. In a benzil reduction‚ there are five possible products than can occur‚ specifically a racemic mixture of benzoin‚ racemic mixture of hydrobenzoin‚ or meso-hydrobenzoin. Therefore‚ three different tests were conducted in determining the identity of the product: melting point‚ thin light chromatography‚ and infrared spectroscopy. (a) Mechanism and reaction equation
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Aldol Condensation Formal Abstract: An aldol condensation reaction was performed on acetophenone using p-anisaldehyde and sodium hydroxide as a base. This produced trans-p-anisalacetophenone in the form of a fluffy yellow crystal. The reaction was performed in a test tube and sodium hydroxide was added drop by drop followed by recrystallization and vacuum filtration. In order to verify the presence of the ketone 2‚4-dinitrophenylhydrazone was synthesized and reacted with trans-p-anisalacetophenone
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BOILING AND CONDENSATION BOILING • Phase change phenomenon where in transformation of liquid to vapour occurs at the saturation temperature of the fluid. It occurs at a solid/liquid interface due to convection heat transfer from the solid and usually occurs at surface temperatures higher than the saturation temperature of the fluid Agitation of fluid by vapor bubbles provides large convection coefficients Modified Newton’s law of cooling qs’’ h Ts Tsat Te • • • BOILING – CLASSIFICATON
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Introduction: Aldol Condensation‚ a useful carbon-carbon bond-forming is the an example of a reaction named based on the type of product formed. This product formed involves two aldehydes or ketones in the presence of dilute base‚ yields a molecule having both aldehyde and alcohol. The aldol products are β-hydroxyaldehydes or β- hydroxyketones. Condensation reaction is the transformation that result from combination of large molecules to produce another larger molecule. In an aldol condensation‚ β-hydroxyaldehyde
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