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The Pegasus Review: UCF Undergraduate Research Journal

Journal

2021

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Full-Text Articles in Chemistry

13c Chemical Shift Concentration Dependence Of Phenol, Anisole, And Their Sulfur Analogs As A Probe Into Anomalous Reactivity In Electrophilic Aromatic Substitution Reactions, Braxton Lowers, Adam Reed May 2021

13c Chemical Shift Concentration Dependence Of Phenol, Anisole, And Their Sulfur Analogs As A Probe Into Anomalous Reactivity In Electrophilic Aromatic Substitution Reactions, Braxton Lowers, Adam Reed

The Pegasus Review: UCF Undergraduate Research Journal

The 13C chemical shift concentration dependence of phenol, anisole, thiophenol, and thioanisole in CDCl3 was acquired and analyzed over various concentration ranges and reported with the intention of observing the effect of hydrogen bonding on the electron density around aromatic nuclei. Of the para carbon chemical shift concentration dependences observed, phenol exhibited the most significant concentration dependence. Attempts were made to determine the functions describing concentration dependence of the 13C chemical shifts observed. Notably, CDCl3 was found to exhibit relatively nonlinear concentration dependence in the same range as the compounds observed, suggesting that trace impurity and …