Unexpected Outcomes during the Attempted Iodination of Biphenol

Author

Henry Nguyen, University of MississippiFollow

Date of Award

2019

Document Type

Undergraduate Thesis

Department

Chemistry and Biochemistry

First Advisor

Daniel Mattern

Relational Format

Dissertation/Thesis

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.

Recommended Citation

Nguyen, Henry, "Unexpected Outcomes during the Attempted Iodination of Biphenol" (2019). Honors Theses. 1232.
https://egrove.olemiss.edu/hon_thesis/1232

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