Synthesis Of Aniline Lab Report

Synthesis Of Aniline Lab Report

The synthesis required that the starting materials contain an aniline and aldehyde in order to produce an imine, which is a primary amine. Using p–chlorobenzaldehyde and p–bromoaniline along with the addition of dichloromethane and, in some cases, a water trapping reagent, the group was able to synthesize 4–bromo–N–[4–(chlorophenyl)methylene]–benzenamine. Three different reactions using the same reactants but different water trapping agents were employed in order to determine which trapping agent, either molecular sieves or sodium sulfate, would remove the most water and leave the purest product. Upon completion of TLC, melting point analysis, as well as IR spectrum, and 1H NMR analysis, it was determined that the reaction using the molecular sieves produced the purest substance. Furthermore, it was hypothesized that the molecular sieves would produce the greatest percent yield of pure product since it is the only water trapping agent that can also separate out non–water ... Show more content on Helpwriting.net ...The use of methanol to dissolve any lingering impurities following the drying phase helped conclude that the molecular sieves produced the greatest amount of pure product followed by sodium sulfate with the monitor reaction containing no water trapping reagent having the least amount.

Introduction

The nucleophilic addition reaction of an aldehyde with an amine gave rise to an imine with the addition of heat or an acid or base catalyst being used to speed up the product separation or removal of water to complete the reaction. The amine acted as a nucleophile and attached itself to the aldehyde, or carbonyl group. Imines, known as azomethines or Schiff bases, are compounds that are represented by the general formula R3R2C=NR1.1 Schiff bases can be formed from aldehydes or ketones but an amine is always required to complete the reaction. When it comes to biological roles, imines are crucial intermediates for both enzymatic and pharmaceutical interest but

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