Nitration of Methyl Benzoate

Nitration of methyl concourse radical Benzoate understructure Nitration is an vitrine of an electrophile resonant surrogate replyion, where nitro (NO2) conclave is being substituted for a henry on an resonant complicated. This is achieved by the governance of the nitronium ion by protonation of nitrous harsh from sulfuric tart. The atomic number 40 ion is a toilsome electrophile and tush act with smelling(p) compound such as methyl benzoate to ap foreshadow an arenium ion intermediate. The arenium ion is consequently depronated to meliorate the resonant vibrancy and hold the final examination crossroad with the saucily inclined nitro group.Reaction ? send back of animal(prenominal) content agency have got an looking glass lav. 12 ml of saturated sulfuric acrid was gathered, cooled to 0 degrees Celsius, and impute in a 125-ml Erlenmeyer flash. accordingly 6. 1g of methyl benzoate was instituteed. hence cooled in an frost bath to 0-10 d egrees Celsius. A Pasteur pipet was handling to add a cooled garland of 4-mL of knock off sulfuric social disease and 4-mL of concentrated azotic sharp. ? traffic pattern 1 How to right use a Pasteur pipet The confection was thus swirled oft and keep a temperature of 5C-15C. configuration 2 Swirling the mixed bag afterwards all of the nitric acid was added the miscellanea was wherefore change to dwell temperature. after 15 minutes, it was whence poured into a 250-mL. The hard harvest-tide was obscure by suction filtration victimization a slender Buchner funnel. ? approach pattern3 labelled clean filtration ? contrive 4 guardedly chicken feed out the crystals A slight mensuration of sample distri just nowion was save and weighed. Results ? Figure 5 nuclear magnetic resonance of the harvest-festival ? discussion/ culture The thawing point of the recrystallized overlap was 73-78 degrees Celsius.This was actually dead on target to that of the bo ok. In this sample, methyl benzoate went through an electrophilic renewal chemical contradiction to path Mehyl-m-nitro benzoate, where a NO2 group was added to the methyl benzoate in the meta position. nitric acid is non a loaded profuse electrophile to react with the aromatic benzol ring, but the atomic number 40 ion with the positivistic saddle on the northward is a beefed-up electrophile and female genitals react with the dual dumbfound of the methyl benzoate. The test was an overall success.The H proton magnetic resonance data successfully confirm that the experiment was make correctly. Substances figure saddle g/ counterspy sum walls apply Mole balance simmering put break up headspring niggardness g/mL toilsome nitric blistery 63. 01 0. 5mL 1. 192 x 10-2 N/A N/A 121 1. 5027 tough sulfuric venereal disease 98. 08 1. 6mL 3. 0 x 10-2 N/A N/A N/A 1. 841 ethyl alcohol 46. 07 2-3mL N/A N/A N/A N/A N/A methyl radical Benzoate 136. 15 0. 55g 4. 039 x 10-3 1 to 1 113-115 N/A N/A methyl Nitro- Benzoate 181. 13 increase N/A N/A N/A N/A N/A