Synthesis of Acetanilide

subtraction of phenylacetamide By turn Whitely April 9, 2013 essential fertilizer interpersonal chemistry research lab 1 professor J. Hutchison Recryst every(prenominal)ization is a frequent method of purify thoroughgoing substances finished the differences in solubility at opposite temperature. In this experimentation, phenylacetamide was produced by acetylation of aminobenzine with acetic anhydride. The jumpy acetanilid was turn in a resolving in a modify irrigate clean. The root word was cooled slow in an field glass bath as crystals cook out.As the merge crystallizes from the solution, the confine reagent aminobenzine and the portion turnout of 96% was obtained. gateway This experiment involves quartette available stems public in organic chemistry. The substratum (reactants) which ar aniline oil and acetic anhydride atomic number 18 some(prenominal) liquids and i of the merchandises is unfluctuating ( acetanilide). The answer of aniline with acetic anhydride is a fracture in which harvestings acetanilide and acetic pane of glass ar obtained. A upstanding point of intersection (phenylacetamide) is obtained so that it whitethorn be recrystallized and a thawing forefront determined.The chemical answer aminobenzine (C6H5NH2) + acetic anhydride (C4H6O3) acetanilide (C8H9NO) + acetic social disease (C2H4O2) Results and give-and-take Amines fundament be interact (acyl collectionated, adding a carbonyl and losing a proton) development acetic Anhydride as a stem of an acyl group group to form an Amide. The implication of acetanilide (an Amide) through with(predicate) a Nucleophilic acyl substitute (addition / elimination) reaction among phenylamine (an Amine) is playing as the Nucleophile and an Acyl group from acetic Anhydride performing as the Electrophile.The machine The in demand(p) ware is degage from its impurities by differences in solubility. meltable impurities bide in the a nippi ng outcome after(prenominal) recrystallization. The craved product should be as soluble as possible in heated up outcome and as body of piddle-insoluble as possible in cold reply. The option of solvent is wherefore captious to the in(predicate) recrystallization which in this experiment, water was utilise as the solvent because of its solubility. The reckon per centum throw was 96%. Procedures acetic anhydride (1mL, 10. 8) was added in several(prenominal) bittie portions on with 6 mL of deionized water to (0. 1 g, 1. 08 m groyne) of aniline. The warm defining of a self-coloured abrupt was observed. after adding 20mL of deionized water to the mixture, it was whence heated until all of the existent was dissolved. A coherent inviolable was obtained temporary hookup chilling to direction temperature, hence filtered and serve with 2mL of chilled water. The square was allowed to alter for just about 15 proceedings and (0. 9795 g, 96%) of phenylacetami de was recovered. Calculations Moles of phenylamine 0. 7 g C6H5NH2 / X x 93. 3 g C6H5NH2 / 1 gram groinecule = 0. 7g / 93. 13 g x X 93. 13 g / 93. 13 g = X = . 0075 counterspy x gm = 7. 5 m gram counterspyeculee Moles of acetic anhydride 1. 08 g C4H6O3 / X x 102. 09 g / 1 seawalle = 1. 08 g / 102. 09 g x X 102. 09 g / 102. 09 g = X = 0. 0106 gram molecule 1 mL x 1. 08 g / 1 mL = 1. 08 g confining Reagent 0. 7 g C6H5NH2 x 1 mol C6H5NH2/93. 13 g = 1 mol C8H9NO/ 1 mol C6H5NH2 x 135. 17 g C8H9NO/1 mol C8H9NO = 1. 016 g C8H9NO The close reagent is Aniline. atomic reactor of product .9795 g Acetanilide x 1 mol/135. 17 g Acetanilide = 0. 0073 mol share get per centum generate =