NotesFAQContact Us
Collection
Advanced
Search Tips
Back to results
Peer reviewed Peer reviewed
Direct linkDirect link
ERIC Number: EJ1441816
Record Type: Journal
Publication Date: 2023-Aug
Pages: 5
Abstractor: As Provided
ISBN: N/A
ISSN: ISSN-0021-9584
EISSN: EISSN-1938-1328
[superscript 13]C NMR Analysis of an Aqueous Electrophilic Aromatic Substitution (Synthesis of [beta]-Resorcylic Acid)
James A. McKee; Emalie Rowles; Yumee Koo; James R. McKee
Journal of Chemical Education, v100 n8 p2981-2985 2023
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 fora 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 [superscript 13]C NMR as an analytical tool to confirm product synthesis and investigate changes in molecular symmetry.
Division of Chemical Education, Inc. and ACS Publications Division of the American Chemical Society. 1155 Sixteenth Street NW, Washington, DC 20036. Tel: 800-227-5558; Tel: 202-872-4600; e-mail: eic@jce.acs.org; Web site: http://pubs.acs.org/jchemeduc
Publication Type: Journal Articles; Reports - Descriptive
Education Level: Higher Education; Postsecondary Education
Audience: N/A
Language: English
Sponsor: N/A
Authoring Institution: N/A
Grant or Contract Numbers: N/A