...β – Succinic Anhydride Reactions: Reaction Mechanism Physical Properties Table: Chemical | Formula | M.W (g/mol) | Quantity (g or ml) | Amount( moles) | Molar Equivalent | M.P(OC) | B.P (OC) | Density\(g/cm3) | Yield (g) | % yield | Anthracene | C14H10 | 178.23 | 2.018 g | 0.0113 | 1 | 215 | 339 | 1.28 | | | Xylene | C8H10 | 106.16 | 2.5 ml | 0.0022 | 1 | -47.4 | 138.5 | 0.864 | | | Maleic Anhydride | C4H2 O3 | 98.06 | 1.001 g | 0.0102 | 1 | 52.8 | 202 | 1.480 | | | Hexane | C6H14 | 86.18 | - | - | | -96 | 68 | 0.655 | | | DCM | C10Cl2 | 84.93 | - | - | | -96.7 | 39.6 | 1.327 | | | Ethyl Acetate | C4H8O2 | 88.11 | - | - | | -83.6 | 77 | 0.897 | | | 9,10-Dihydroanthracene-9,10-Endo-α,β – Succinic Anhydride | C18H12O3 | 276.29 | - | - | | 262-264 | | | 2.326 | 82.43 | Calculations: * Calculating the number of moles of Anthracene Mass of Anthracene Used is 2.018 g Molar Mass is 178.23 g/mol Number of moles = MassMolar mass = 2.018 g 178.23gmol = 0.0113 moles * Calculating the number of moles of Maleic Anhydride Mass of Maleic Anhydride Used is 1.001 g Molar Mass is 98.06 g/mol Number of moles = MassMolar mass = 1.001 g 98.06gmol = 0.01021 moles * Calculating the Theoretical Yield C14H10 + C4H2O3 → C18H12O3 Based on the Number of moles calculated the limiting reagent is the Maleic Anhydride. Theoretical...
Words: 3174 - Pages: 13
...The Diels-Alder Reaction of Anthracene with Maleic Anhydride The Diels-Alder reaction is a member of a class of reactions called cycloadditions. The reaction involves three π bonds, two from the diene and one from the dienophile in a concerted reaction to form a six-membered ring. Since the reaction involves four π electrons in the diene and two π electrons from the dienophile, it is sometimes referred to as a 4 + 2 cycloaddition. Normal Diels-Alder reactions are favored by electron donating groups on the diene and electron withdrawing groups on the dienophile. The diene must be capable of achieving an s-cis conformation to generate the cis double bond in the cyclohexene product. Acyclic dienes may rotate around a single bond, but dienes locked in the s-trans conformation do not react. [pic] The purpose of this experiment is to form 9,10-dihydroanthracene-9,10-α,β-succinic anhydride by way of a Diels Alder reaction between anthracene and maleic anhydride, as shown in the reaction below. Anthracene acts as the diene and maleic anhydride functions as the dienophile. Xylene (dimethylbenzene) is used as a high boiling temperature solvent so that the reaction will proceed quickly. Melting temperature analysis will be used to characterize the product. Anthracene Maleic anhydride 9,10-dihydroanthracene- ...
Words: 1797 - Pages: 8
...β – Succinic Anhydride Reactions: Reaction Mechanism Physical Properties Table: Chemical | Formula | M.W (g/mol) | Quantity (g or ml) | Amount( moles) | Molar Equivalent | M.P(OC) | B.P (OC) | Density\(g/cm3) | Yield (g) | % yield | Anthracene | C14H10 | 178.23 | 2.018 g | 0.0113 | 1 | 215 | 339 | 1.28 | | | Xylene | C8H10 | 106.16 | 2.5 ml | 0.0022 | 1 | -47.4 | 138.5 | 0.864 | | | Maleic Anhydride | C4H2 O3 | 98.06 | 1.001 g | 0.0102 | 1 | 52.8 | 202 | 1.480 | | | Hexane | C6H14 | 86.18 | - | - | | -96 | 68 | 0.655 | | | DCM | C10Cl2 | 84.93 | - | - | | -96.7 | 39.6 | 1.327 | | | Ethyl Acetate | C4H8O2 | 88.11 | - | - | | -83.6 | 77 | 0.897 | | | 9,10-Dihydroanthracene-9,10-Endo-α,β – Succinic Anhydride | C18H12O3 | 276.29 | - | - | | 262-264 | | | 2.326 | 82.43 | Calculations: * Calculating the number of moles of Anthracene Mass of Anthracene Used is 2.018 g Molar Mass is 178.23 g/mol Number of moles = MassMolar mass = 2.018 g 178.23gmol = 0.0113 moles * Calculating the number of moles of Maleic Anhydride Mass of Maleic Anhydride Used is 1.001 g Molar Mass is 98.06 g/mol Number of moles = MassMolar mass = 1.001 g 98.06gmol = 0.01021 moles * Calculating the Theoretical Yield C14H10 + C4H2O3 → C18H12O3 Based on the Number of moles calculated the limiting reagent is the Maleic Anhydride. Theoretical...
Words: 3173 - Pages: 13
...The experiment involved a Diel-Alder reaction and is also known as a [4+2] cycloaddition because the reaction takes place between two different π Systems, one of which is associated with 4 atoms and the other one having two atoms. We synthesized 9,10-dihydroanthracene-9,10α,β 13-succinic acid anhydride from anthracene (diene) and meleic anhydride (dienophile). The use of maleic anhydride as the dienophile allows for a relatively high yield because the carbonyl substituents remove electron density from the reactive site through resonance and ultimately lowers the energy of the lowest unoccupied molecular orbital of the maleic acid anhydride molecule. By using anthracene as the diene, the conjugated π bonds are able to donate electron density...
Words: 319 - Pages: 2