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 ask step forward the nitration of methyl benzoate, and because identify the study product organize (position at which nitro-group substitution takes place) by thin-layer chromatography (TLC), the pot 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. subroutine*Please mend to the lab handout 6 and Macroscale and Microscale thoroughgoing 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. somatic Quantity TableType of s ubstanceMolecular 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 sulfuric battery-acid and nitric acid ar highly corrosive. ObservationPart II Friedel-Crafts AlkylationThe strong 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 plot of ground to heat it up and return to liquid form. later on concentrated sulfuric acid was added to the t-butyl alcohol, acetic acid and 1,4-Dimethoxybenzene mixture, the solution became clear-cut brown in color. After warming for a while, whiten precipitate could be observed at the bottom! of the tube.

After water was added, the white precipitate dissolved and the solution morose 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(m eta) Methyl 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: BestEssayCheap.com

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