The Diels-Alder Reaction of Anthracene with Maleic Anhydride 1 The Diels-Alder Reaction of Anthracene with Maleic Anhydride Microscale Diels-Alder Reaction Leah Monroe March 6‚ 2003 Organic Chemistry Lab II Experiment performed on February 25 and 27‚ 2003 Abstract: This experiment involved a reaction between anthracene and maleic anhydride via a Diels Alder reaction to yield 9‚ 10-dihydroanthracene-9‚10-α‚ β-succinic anhydride. Anthracene was the diene and maleic anhydride was the
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May 26‚ 2015 Diels Alder Reaction Introduction: Diels Alder Reaction is the reaction of a diene with a species capable of reacting with the diene‚ the dienophile. A diene is a hydrocarbon that contains two carbon double bonds‚ while a dienophile is an electron-deficient alkene. The Diels-Alder is also called a [4+2] cycloaddition because a ring is formed by the interaction of four pi electrons of the alkene with two pi electrons of the alkene or alkyne. The product of the Diels-Alder reaction is
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Brittany Martin 2/13/2014 Diels Alder reaction of anthracene and Maleic anhydride Reaction Scheme: Figure one shows the reaction scheme for Diels Alder reaction of anthracene and maleic anhydride Theory/Background: The Diels-Alder reaction was created in 1928 by two German chemists Otto Diels and Kurt Alder (Wade‚ Jr.‚ 2013). This reaction is best used for making six membered rings with different functional groups. The reaction is called a 4+2 cycloaddition because a ring is formed
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Introduction The Diels-Alder Reaction is a reaction used in organic chemistry that builds rings very efficiently (1)‚ this cycloaddition process allows for the stereoselective formation of cyclohexene rings possessing as many as four contiguous stereogenic centers (3). This reaction occurs without intermediates‚ in a single step‚ which explains the stereospecificity due to substituents not being given the chance to “switch around”. (1)These six membered rings are synthesized by reacting a dienophile
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The Diels-Alder Reaction Submitted by: Joe Student Partner: Jill Student Date: February 8‚ 2005 TA: Super TA Reaction +OOOxylene140 oCOOO Data Table Reagents MW Grams used Lit. Mp Anthracene 178.23 g/mol 1.023 g 216-218ºC Maleic anhydride 98.06 g/mol 0.497 g 54-56ºC Products MW Grams obtained Lit. Mp Observed Mp Crude product 276.29 g/mol 1.362 g 261-262ºC 260.2-261.3ºC Recryst. Product 276.29 g/mol 1.283 g 261-262ºC 261.3-261.9ºC Results and Discussion Discuss the
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Reminder: These notes are meant to supplement‚ not replace‚ the laboratory manual. A Diels-Alder Reaction History and Application: The 1950 Nobel prize in chemistry was awarded to Otto Paul Hermann Diels and Kurt Alder for their breakthrough work on the discovery and development of [4 + 2] cycloaddition reactions i. This set of reactions are enormously useful in the synthesis of six membered rings in a single stepii. These are used in many pharmaceutical applications. Tamiflu® is a drug which
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EXPERIMENT OBJECTIVE The aim of this experiment is synthesize hexaphenylbenzene via an aldol condensation reaction‚ followed by a Diels-Alder [4+2] cycloaddtion. This is final step in the multistep synthesis pathway to form hexaphenylbenzene‚ and uses the products of the previous 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
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Lab 2B: Diels-Alder Reaction Zhouxiang Xu TA: Bhumasamudram Jagadish Experiment performed: Jan 28th‚ 2014 Report Due: Feb 10th 2014 Result: For the Diels-Alder reaction: Maleic acid is 0.002 mol 2‚3-dimethyl-1‚3-butadiene is 0.002 mol The theoretical yield is 0.36g Cycloaddition product is 0.358g (maybe it was not completely dry when I weighted.) The % yield of Diels-Alder reaction is 99.4% For the hydrolysis: The theoretical yield of hydrolysis is 0.396g The
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A Diels-Alder reaction was performed in this experiment. Which is a reaction that was discovered by Otto Diels and Kurt Alder. This particular type of reaction is the concerted cycloaddition among a dienophile and a diene. The Diels-Alder reaction allows for the synthesis of stereospecific rings in an efficient manner. This reaction proceed in a single step method‚ otherwise known as Nucleophilic Substitution in the second order (SN2). The Diels-Alder reaction is categorized as a pericyclic reaction
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Organic Chemistry II Lab Diels Alder Reaction Purpose: In this experiment a Diels-Alder reaction was used to form the products. Cyclopentadiene and maleic anhydride were reacted together to form cis-Norbornene-5‚6-endo-dicarboxylic anhydride. 7-oxabicyclo{2.2.1}hept-5-ene-2‚3-dicarboxylic anhydride was also produced through a Diels-Alder reaction with the combination of furan and maleic anhydride. Equation: Procedure: Part 1 In a flask equipped with
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