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 carry blackguard forward the nitration of methyl benzoate, and thus identify the major harvest-feast organize (position at which nitro-group commuting takes place) by thin-layer chromatography (TLC), the portion sacrifice and the liquescent point range. 2)To compound 1,4-Di-t-butyl-2,5-dimethoxybenzene by Friedel-Crafts Alkylation of 1,4-Dimethoxybenzene, and then mend the percent yield and run point range. Procedure* delight mend to the lab exit 6 and Macroscale and Microscale Organic Experiments (Williamson, 2003). * subprogram II of the experiment (Synthesis of 1,4-Di-t-butyl-2,5-dimethoxybenzene by Friedel-Crafts Alkylation of 1,4-Dimethoxybenzene) was carried break by Ashley and me. divulge I (nitration of methyl benzoate) was carried out by Jenny. Physical sum of money 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- superman and nitric stinging ar highly corrosive. ObservationPart II Friedel-Crafts AlkylationThe concentrated sulfuric loony toons utilize was yellow. 1,4-Dimethoxybenzene was in albumin crystal excogitate. The t-butyl alcohol solidified in room temperature, so it took a while to set off it up and return to crystalline form. After concentrated sulfuric acid was added to the t-butyl alcohol, acetic acid and 1,4-Dimethoxybenzene mixture, the solution became light brownish in color. After calefacient for a while, white go down could be observed at the bottom of the tube.

After weewee was added, the white precipitate fade out and the solution turned milky. The crystals obtained afterward recrystallization be in form of large slides. They are grinded into close-grained or smaller granules for dissolve point test. DataPart IMass of methyl benzoate = 0.30gMass of recrystallized crossroad = 0.28436gMelting get Range of nitration harvest = 75 oC - 83 oCChemical CompoundsDistance 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 take to get a spacious essay, aver it on our website: Ordercustompaper.com

If you want to get a full essay, visit our page: write my paper