Kelsey Matika Post Lab Report

Amide Hydrolysis, Iodination, Deamination

April 23, 2013 Section D04

II. Post Lab Report a. Results and Calculations Amide Hydrolysis Volume of ethanol Volume of HCl Volume of H2O Volume of NaOH Amount of ice used Crude product melting point Pure product melting point Product weight

7.7ml 4.9ml 35.01ml 10.5ml 49.01g 62-65C 66-67C 2.771g

Limiting Reagent is 4-bromo-2-chloroacetanilde 4.35g* 7.7g of ethanol *

4.9g of HCl* Percent yield= (actual/theoretical)*100 Percent yield= (2.771g/3.61g)*100=76.76%

Iodination Volume of iodine monochloride Volume of acetic acid Volume of water Pure product melting point Mass of product 11.18ml 44.74ml 11.18ml 90-92C 2.486g

Limiting reagent is 4-bromo-2-chloroaniline 2.486g*

Kelsey Matika Post Lab Report 11.18g of ICl*

Amide Hydrolysis, Iodination, Deamination

April 23, 2013 Section D04

44.74g of acetic acid*

11.18g of water* Percent yield= (2.486g/3.99g)*100=62.31%

Deamination Volume of ethanol Volume of sulfuric acid Volume of sodium nitrate Crude product that was obtained Pure product melting range Mass of final product 12.47ml 4.99ml 0.86g 1.125g 82-84C 0.344g

Limiting reagent is 4-bromo-2-chloro-6-iodoaniline 2.486g*

12.47g of ethanol*

4.99g of sulfuric acid*

0.86g of sodium nitrite* Percent yield= (0.344g/ 2.37g)*100=14.51% Overall percent yield= percent yields from all six steps (in decimal form) * 100 Overall percent yield= [(.8714)*(.6404)*(.6268)*(.7676)*(.6231)*(.1451)]*100=2.46%