Tuesday, January 28, 2014

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 lean step forward the nitration of methyl benzoate, and past identify the major(ip) product organize (position at which nitro-group substitution takes place) by thin-layer chromatography (TLC), the percentage 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. cognitive process*Please mend to the lab handout 6 and Macroscale and Microscale organic fertilizer 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. forcible Qu antity 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 nitrous acid ar highly corrosive. ObservationPart II Friedel-Crafts AlkylationThe backbreaking sulfuric acid utilize was yellow. 1,4-Dimethoxybenzene was in albumen crystal form. The t-butyl alcohol solidified in room temperature, so it took a firearm 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 wake brown in color. After warmi ng for a while, etiolated precipitate could! be observed at the bottom of the tube. After water was added, the white precipitate dissolved and the solution sour milky. The crystals obtained after recrystallization be in form of large slides. They are 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 standoffishness 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-nitrobenzoate1.804.501.80/4.500.40Methyl 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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