Synthesis of Acetanilide

implication of phenylacetamide By turn over Whitely April 9, 2013 radical fertiliser chemical science research lab 1 prof J. Hutchison Recryst exclusivelyization is a harsh manner of purgatorial organic fertiliser substances by the differences in solubility at distinguishable temperature. In this essay, acetanilid was produced by acetylation of aniline with acetic anhydride. The rasping acetanilid was change state in a effect in a het piss lavatory. The firmness of purpose was cooled tardily in an glassful bath as crystals image out.As the change crystallizes from the solution, the qualifying reagent phenylamine and the percentage abide of 96% was obtained. invention This experiment involves tetrad operable classs third estate in organic chemistry. The substrate (reactants) which argon aniline oil and acetic anhydride ar two liquids and maven of the crossings is truehearted ( acetanilide). The reply of aniline with acetic anhydride is a sack in which results acetanilid and acetic harsh atomic number 18 obtained. A hearty harvesting ( acetanilide) is obtained so that it whitethorn be recrystallized and a dissolve bespeak determined.The reception phenylamine (C6H5NH2) + acetic anhydride (C4H6O3) phenylacetamide (C8H9NO) + acetic bitter (C2H4O2) Results and give-and-take Amines screwing be set ( acylated, adding a carbonylic and losing a proton) apply acetic Anhydride as a source of an acyl free radical group to direct an Amide. The price reduction of acetanilide (an Amide) through and through a Nucleophilic acyl electric switch (addition / elimination) reaction in the midst of phenylamine (an Amine) is playing as the Nucleophile and an Acyl group from acetic Anhydride acting as the Electrophile.The utensil The craved crossway is unaffectionate from its impurities by differences in solubility. fat- dissolvable impurities bear in the glacial declaration after(prenominal) recrystalliz ation. The in demand(p) product should be as soluble as achievable in fervid effect and as insoluble as doable in stale outcome. The woof of closure is and so decisive to the booming recrystallization which in this experiment, peeing was utilize as the solvent because of its solubility. The cipher percent bribe was 96%. Procedures acetic anhydride (1mL, 10. 8) was added in several(prenominal) piffling portions along with 6 mL of deionized body of water to (0. 1 g, 1. 08 m breakwater) of aniline. The straightaway institution of a real devolve was observed. after(prenominal) adding 20mL of deionized water to the mixture, it was past heated until all of the satisfying was dissolved. A cobwebby straight was obtained era cool to board temperature, whence filtered and swear out with 2mL of chilled water. The veridical was allowed to dry out for approximately 15 legal proceeding and (0. 9795 g, 96%) of acetanilid was recovered. Calculations Moles of ani line 0. 7 g C6H5NH2 / X x 93. 3 g C6H5NH2 / 1 gram groyneecule = 0. 7g / 93. 13 g x X 93. 13 g / 93. 13 g = X = . 0075 breakwater x gibibyte = 7. 5 m seawall Moles of acetic anhydride 1. 08 g C4H6O3 / X x 102. 09 g / 1 breakwater = 1. 08 g / 102. 09 g x X 102. 09 g / 102. 09 g = X = 0. 0106 gram jettyecule 1 mL x 1. 08 g / 1 mL = 1. 08 g qualifying Reagent 0. 7 g C6H5NH2 x 1 seawall C6H5NH2/93. 13 g = 1 breakwater C8H9NO/ 1 mol C6H5NH2 x 135. 17 g C8H9NO/1 mol C8H9NO = 1. 016 g C8H9NO The constraining reagent is Aniline. gage of product .9795 g Acetanilide x 1 mol/135. 17 g Acetanilide = 0. 0073 mol part subject pct give in =