Lab 6: Electrophilic Aromatic Substitution

Lab 6: Electrophilic Aromatic Substitution(1) Nitration of methyl group Benzoate(2) Synthesis of 1,4-Di-t-butyl-2,5-dimethoxybenzene byFriedel-Crafts Alkylation of 1,4-DimethoxybenzenePurpose1)To widen step forward the nitration of methyl benzoate, and and then identify the major product organize (position at which nitro-group substitution takes place) by thin-layer chromatography (TLC), the percent 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. functioning*Please mend to the lab handout 6 and Macroscale and Microscale positive 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. somatogenic 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 sulfuric battery-acid and nitric acid ar highly corrosive. ObservationPart II Friedel-Crafts AlkylationThe difficult sulfuric acid utilize was yellow. 1,4-Dimethoxybenzene was in albumen crystal form. The t-butyl intoxicant solidified in room temperature, so it took a go to heat it up and return to liquid form. by and by concentrated sulfuric acid was added to the t-butyl alcohol, acetic acid and 1,4-Dimethoxybenzene mixture, the solution became empty-headed brown in color. After warming for a while, puren ess precipitate could be observed at the bot! tom of the tube.

After water was added, the white precipitate dissolved and the solution glowering 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 exceed 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-nitrobenzoate1.304.5 21.30/4.520.29(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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