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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rxns with esters and amides. 2 Rxn of carboxyllic acid derivatives w/organometallic reagents‚ Cuprate preparation and rxn‚ Reduction of carboxyllic acid derivatives‚ basic/acidic aldol rxn (dimerization‚ cross aldol‚ selective enolate formation)‚ basic/acidic aldol dehydration‚ Claisen and Dieckmann Condensations‚ Michael addition‚ Robinson annulation‚ Enolate alkylation 3 Hueckel’s rules: Be cyclic‚ planar‚ each has 2p orbital that can participate in the ring system‚ closed loop has 2n+2
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2 of 3 and clearly indicate which parts you want graded. Note that Part A is worth 6 points‚ Part B is worth 8 points and Part C is worth 12 points. Standard weak base aldol condensation Dieckmann cyclization using a cyclic ester as one component Robinson type annulation mechanism – intramolecular acid catalyzed aldol followed by acidcatalyzed dehydration. 6. Synthesis (30 points‚ maximum) Show how you would accomplish the following conversions. Do two of the three and clearly indicate
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Megan Adkins-Blanch 11/10/14 TA: David Stephens CHE 3652-003 Aldol Condensation: 4-methoxychalcone Abstract: To synthesize 4-methyoxychalcone. Reaction Mechanism: Table: Compound Molecular Weight (g/mol) Density (g/mL) Boiling Point (°C) Melting Point (°C) Amount used (g‚ mL‚ etc.) Acetophenone 120.16 1.03 201.7 19.7 1 ml 95% ethanol 46.07 0.8 79 -114 50% NaOH 40.2 1.53 140 12 Anisaldehyde 136.16 1.12 248 -1 1 ml Structures: Acetophenone: 95% ethanol: 50% NaOH: Anisaldehyde: MSDS:
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NAME OF COURSE COURSE CODE CREDIT TOTAL STUDENT LEARNING HOURS PREREQUISITE LEARNING OUTCOME : : : : Organic Chemistry I CHM 3201 4 (3+1) 160 hours per semester : : None At the end of the course‚ students will be able to: 1. Define and explain the basic concepts in organic chemistry such as electronegativity‚ orbital hybridization‚ nomenclature‚ resonance and isomerism‚ as well as organic reactions mechanisms (C4‚ CTPS) 2. to conduct experiments that demonstrate the characteristic reactions
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The Michael addition is a reaction named after Arthur Michael. Discovered in 1887‚ this is a carbon-carbon bond making reaction. The result of the Michael addition is a 1‚4 addition of a nucleophile to an alpha‚ beta-unsaturated carbonyl carbon compound. A 1‚4 addition is also commonly referred to as a conjugated addition. Another result of this reaction is a 1‚2 addition of a nucleophile. Some of the common attacking nucleophiles used in this reaction are enolates. Enolates‚ a negatively charged
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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 of benzaldehyde Procedure: (Week 1) Dissolve
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content as compared to the sample calcined at 673 K. This behaviour is assuemed to exist in many of the formaldehyde involved condernsations. Chaudhary et al [] have been successful in carrying out the aldol condensation reactions with uncalcined Mg-Al O TBu catalyst which gave excellent yield of aldols with no further dehydration at a temperature as low as 273 K.
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Jogarajah@mail.utoronto.ca Abstract – Add text here Introduction: The name of this reaction is called the Perkin’s reaction. The reaction was first used by William Perkin to create phenylcinnamic acids (Johnson). It is very similar to the aldol condensation which is followed by elimination. In this reaction E and Z isomers of phenylcinnamic acid are created using benzaldehyde and acetic anhydride. The intermediate product is acetic phenyl acetic anhydride. Benzaldehyde is an aromatic compound that
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Friedel-Crafts liquid phase alkylation reaction of aromatic compounds is an industrially important which is known since 1877 and also commonly practiced in organic chemistry for the synthesis of various pharmaceutical compounds [1]. Catalytic benzylation of aromatics with benzyl chloride is one of the commercially significant C-C bond synthetic reaction processes to produce benzylated aromatics such as diphenylmethane and substituted diphenylmethanes. These are key intermediates in the synthesis
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