Unexpected Outcomes during the Attempted Iodination of Biphenol

Nguyen, Henry (2019) Unexpected Outcomes during the Attempted Iodination of Biphenol. Undergraduate thesis, under the direction of Daniel Mattern from Chemistry & Biochemistry, University of Mississippi.

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Abstract

The goal of this research was to create a new procedure to iodinate 4,4- biphenol using a ball miller. Iodination of 4,4-biphenol was first attempted in solution using electrophilic aromatic substitution. Several attempts were made to iodinate 4,4-biphenol, but the general insolubility of crude products inhibited progress. Interestingly, NMR analysis of the aqueous ammonia product suggested that 4,4-biphenol dimerized or polymerized with itself to make an ether. The exact mechanism by which the ether dimer was created is unknown, but the reaction may have occurred using a radical mechanism. Though the original goal of the project is left unmet, a future inquiry into the ether dimer could prove just as fascinating.

Item Type: Thesis (Undergraduate)
Creators: Nguyen, Henry
Student's Degree Program(s): B.S. in Chemistry
Thesis Advisor: Daniel Mattern
Thesis Advisor's Department: Chemistry & Biochemistry
Institution: University of Mississippi
Subjects: Q Science > QD Chemistry
Depositing User: HENRY NGUYEN
Date Deposited: 20 May 2019 16:33
Last Modified: 20 May 2019 16:33
URI: http://thesis.honors.olemiss.edu/id/eprint/1599

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