000			01725nam a22002657a 4500
005			20231116095809.0
008			231020b ||||| |||| 00| 0 eng d
022			_a0021-9584
037			_bRIEBPL Library
082			_a540.7
100			_aJames A. McKee et al...
245			_a 13C NMR Analysis of an Aqueous Electrophilic Aromatic Substitution (Synthesis of β-Resorcylic Acid) _b (Journal Article)
260			_aUSA _b:American Chemical Society _cAugust 2023
300			_a 2981-2985 P.
490			_aAmerican Chemical Society, Volume 100, Issue 8
505			_a***______{For Hard Copy, Please visit Library.}________***
520			_aAbstract Electrophilic aromatic substitution reactions are common in the organic chemistry laboratory. These reactions, while ubiquitous, use corrosive reagents and halogenated or hydrophobic solvents that produce expensive and hazardous waste streams. The carboxylation of phenols (Kolbe–Schmitt reaction), although aqueous, typically involves conditions (high pressure/temperature) that are not well-suited for a large teaching laboratory. The following experiment modifies the Kolbe–Schmitt process for ambient pressures and aqueous reflux temperatures. This procedure is safe, simple, and inexpensive and uses 13C NMR as an analytical tool to confirm product synthesis and investigate changes in molecular symmetry.
650			_aSecond-Year Undergraduate
650			_aUpper-Division Undergraduate
650			_aOrganic Chemistry Laboratory
650			_a Instruction NMR Spectroscopy
650			_aGreen Chemistry Hands-On Learning/Manipulatives
856			_u https://pubs.acs.org/doi/epdf/10.1021/acs.jchemed.2c00165
942			_cPER
999			_c44875 _d44874