Lab 6: Electrophilic Aromatic Substitution

Lab 6: Electrophilic Aromatic Substitution(1) Nitration of methyl radical Benzoate(2) Synthesis of 1,4-Di-t-butyl-2,5-dimethoxybenzene byFriedel-Crafts Alkylation of 1,4-DimethoxybenzenePurpose1)To contract step forward the nitration of methyl benzoate, and because identify the major product organize (position at which nitro-group substitution takes place) by thin-layer chromatography (TLC), the component yield and the liquescent point range. 2)To synthesize 1,4-Di-t-butyl-2,5-dimethoxybenzene by Friedel-Crafts Alkylation of 1,4-Dimethoxybenzene, and then determine the percent yield and melting point range. agency*Please mend to the lab handout 6 and Macroscale and Microscale perfect Experiments (Williamson, 2003). * Part II of the experiment (Synthesis of 1,4-Di-t-butyl-2,5-dimethoxybenzene by Friedel-Crafts Alkylation of 1,4-Dimethoxybenzene) was carried out by Ashley and me. Part I (nitration of methyl benzoate) was carried out by Jenny. sensual Quantity TableType of substanceMolecular FormulaMolecular incubus (g/mol)Density(g/cm3)M.P.(oC)B.P.(oC)Methyl benzoateC8H8O2136.161.094-15198-200Methyl 2-nitrobenzoateC8H7NO4181.141.289-13104Methyl 3-nitrobenzoateC8H7NO4181.14-78-80289Methyl 3,5-dinitrobenzoateC8H6N2O6226.14544-106-109-Methyl 4-nitrobenzoateC8H7NO4181.15-94-96-1,4-DimethoxybenzeneC8H10O2138.161.0555-582131,4-Di-t-butyl-2,5-dimethoxybenzeneC16H26O2250.37-104-105-2-methyl-2-propanolC4H10O74.12-25.482.4Hazard Concentrated sulphuric battery-acid and azotic acid ar highly corrosive. ObservationPart II Friedel-Crafts AlkylationThe punishing sulfuric acid utilize was yellow. 1,4-Dimethoxybenzene was in albumen crystal form. The t-butyl inebriant solidified in room temperature, so it took a dapple to heat it up and return to liquid form. after(prenominal) concentrated sulfuric acid was added to the t-butyl alcohol, acetic acid and 1,4-Dimethoxybenzene mixture, the solution became perch brown in color. After warming for a while, bloodl ess precipitate could be observed at the bot! tom of the tube.

After water was added, the white precipitate dissolved and the solution dour milky. The crystals obtained after recrystallization be in form of large slides. They argon grinded into powdery or smaller granules for melting point test. DataPart IMass of methyl benzoate = 0.30gMass of recrystallized product = 0.28436gMelting get Range of nitration product = 75 oC - 83 oCChemical Compounds maintain from B to spot (cm)Distance from B to SF(cm)Distance from B to spots (cm)/Distance from B to SF (cm)Retention FactorRfMethyl benzoate1.684.501.68/4.500.37(ortho) Methyl 2-nitrobenzoate1.304.521.30/4.520.29(meta) Met hyl 3-nitrobenzoate1.804.501.80/4.500.40Methyl 3,5-dinitrobenzoate1.304.401.30/4.400.30(para)Methyl 4-nitrobenzoate1.804.301.80/4.300.42Unknown Product1.804.301.80/4.300.42Table one... If you want to get a full essay, aver it on our website: OrderCustomPaper.com

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