Observations o the addition of the iodine make the

This preview shows page 7 out of 7 pages.

Observations: o The addition of the iodine make the product very brown colored o The addition of sodium bisulfite fixed this by discoloring the solution and turn it back into a peachy, white color Results and Calculations: 4-bromo-2-chloro-6-iodoaniline Percent Yield Amount Collected 80.1% Summary of results: Our final product, 4-bromo-2-chloro-6-iodoaniline came out in a 80.1% yield. The total percentage from step one of the synthesis is 31.2%. Starting out with aniline, we were able to make acetanilide and brominates that to make 4-bromoacetanilide and then chlorinate that to make 4-bromo-2-chloroacetanilide and then convert is back into its aniline group to make 4-bromo-2-chloroaniline and then finally iodinate that to make our final product, 4-bromo-2-chloro-6-iodoaniline. My melting point and the literature melting point differ quite a bit in this one. This may be because of human error throughout the lab that could have contributed to this. Post-Lab Questions: 29b) The bromination with BrCl would result in a Br compound at the 6 poistion and it would be 4,6-dibromo-2-chloroaniline. 36) NMR: There is a 7.65 doublet which is the aromatic H ortho to the I. The 7.38 doublet is the aromatic H ortho to Cl, and there are 2 4.6 singlets which are the H's from the NH2.

  • Left Quote Icon

    Student Picture

  • Left Quote Icon

    Student Picture

  • Left Quote Icon

    Student Picture