Lab 6: Electrophilic Aromatic Substitution

Lab 6: Electrophilic Aromatic Substitution(1) Nitration of methyl Benzoate(2) Synthesis of 1,4-Di-t-butyl-2,5-dimethoxybenzene byFriedel-Crafts Alkylation of 1,4-DimethoxybenzenePurpose1)To stretch step forward the nitration of methyl benzoate, and thusly identify the major product organize (position at which nitro-group substitution takes place) by thin-layer chromatography (TLC), the deal 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. turn*Please mend to the lab handout 6 and Macroscale and Microscale essential 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. strong-arm Quantity TableType of substanceMolec ular 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 nitric acid ar highly corrosive. ObservationPart II Friedel-Crafts AlkylationThe severe 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 art object to heat it up and return to liquid form. after concentrated sulfuric acid was added to the t-butyl alcohol, acetic acid and 1,4-Dimethoxybenzene mixture, the solution became get away brown in color. After warming for a while, flannel precipitate could be observed at the bottom of the tube.

After water was added, the white precipitate dissolved and the solution dark milky. The crystals obtained after recrystallization be in form of large slides. They atomic number 18 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 withdrawnness 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) Methyl 3-nitrobenzoate1.8 04.501.80/4.500.40Methyl 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: BestEssayCheap.com

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