Electrocyclic Reactions (a) Definition and examples (b) Stereochemical aspects and the Woodward and Hoffmann rules 3) Cycloaddition Reactions (a) Definition and examples (b) Stereochemical aspects and the Woodward and Hoffmann rules (c) The Diels-Alder reaction (i) Stereospecific syn-addition (ii) Diene conformation (iii) Exo/endo stereoselectivity 4) Sigmatropic Rearrangements (a) Definition‚ examples and numbering NOTES 1) General Principles – Book reading is highly recommended
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Eshwa Eka Organic Chemistry lab Due April 18‚ 2014 Title: Identification of Conjugated diene from Eucalyptus Oil Abstract: The purpose of this experiment is to separate and identify a conjugated diene from eucalyptus oil by making its Diels-Alder adduct with maleic anhydride. The unknown is one of four conjugated dienes with its names and the melting points. The melting point of the adduct was 112°C revealed the identity of the diene in eucalyptus oil which was α-phellandrene. Introduction:
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polynuclear aromatic hydrocarbons. 2. Identify structures that are products of the following reactions: a. Grignard reaction including identification of the nucleophile. b. Conversion of nitriles into carboxylic acids and acid derivatives c. Diels-Alder reactions d. Reduction of aldehydes and reagents used for that reaction. e. Fischer esterification including identification of nucleophile‚ catalyst‚ and leaving group. f. Reaction of acid chlorides to produce alcohols. g. Reaction of carbonyl
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The Diels-Alder product obtained in this experiment had a measured melting point of 154°C‚ which has a discrepancy of 11degrees from the literature value of 165°C. These values show an experimental flaw in the process of drying the solid product obtained from the vacuum filtration portion of the method of experimentation. Because the product was not fully dry during the melting point portion of the experiment‚ the melting point results were skewed. The reactants and solvents in the reaction each
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Otto Diels Otto Diels was a German chemist who was born 25th January 1876 in Hamburg‚ Germany. Otto attended the University of Berlin in 1899 and remained there as a Professor from 1906 to 1916‚ in this time he discovered a new oxide of carbon - carbon suboxide C3O2 which was refined from the work of Benjamin Brodie. Carbon suboxide is used to prepare malonate ions CH2(COO)22− and to help fur dye better. Later Diels joined the University of Kiel from 1916 to 1950. in 1922 he developed a new method
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6 Synthesis of an Alkaloid: Pseudopelletierine (two weeks) ............................................................9 Synthesis of 5‚5-dimethyl-1‚3-cyclohexanone ............................................................................11 Diels-Alder Syntheses of Polycyclic Compounds ......................................................................13 The Fischer Indole Synthesis: Preparation of 2-Phenylindole ...............................................16 Chemistry 3373f‚ Fall 2007
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groups: if the atom attached to the phenyl group is double-bonded to something‚ the group is meta-directing. Reactions: Electrophilic aromatic substitution rxns‚ Nucleophilic aromatic substitution rxns (via benzyne or substitution-elmination)‚ Diels-Alder (endo/exo‚ inter/intramolecular)‚ Diene 1-2 and 1-4 electrophilic addition‚ Eliminating bromine from arenes via Grignard‚ Carboxylation of arenes via Grignard 4 Properties of: Amines (pkAs and resonance structures for aromatic and aliphatic
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The objective of this experiment was to synthesize 3-nitrochalcone from 3- nitrobenzaldehyde. This was accomplished with a Diels-Alder reaction that utilized 3-nitrobenzaldehyde and acetophenone. After the reaction was completed‚ purification of the product was conducted using semi-microscale recrystallization. The melting point of the product was 136-141 oC‚ which is in the close vicinity of the literature melting point of 146 oC. The theoretical yield of 3-nitrochalcone was 0.253g and the
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Rebecca Hardy Section 4 Ashleigh Stapleton June 18‚ 2012 Experiment 32: Identification of a Conjugated Diene from Eucalyptus oil Introduction In this experiment‚ the purpose was to prepare the Diels-Alder adduct of the unknown conjugated diene in Eucalyptus oil and determine the approximate percentage of diene in Eucalyptus oil. To discover the product of this reaction‚ isolate the adduct‚ and classify the diene from the melting point of its adduct. The unknown was one of four conjugated dienes
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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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