NotesFAQContact Us
Search Tips
Peer reviewed Peer reviewed
Direct linkDirect link
ERIC Number: EJ1114002
Record Type: Journal
Publication Date: 2016-Sep
Pages: 5
Abstractor: As Provided
ISSN: ISSN-0021-9584
Synthesis and Characterization of 1,4-Dihydro-3,1-Benzoxazines and 1,2,3,4-Tetrahydroquinazolines: An Unknown Structure Determination Experiment
Bendorf, Holly D.; Vebrosky, Emily N.; Eck, Brian J.
Journal of Chemical Education, v93 n9 p1637-1641 Sep 2016
In this experiment for an upper-division course in organic structure determination, each student prepares an unknown compound and characterizes the product using multiple spectroscopic techniques. The unknowns, 2-aryl-substituted 1,4-dihydro-3,1-benzoxazines and 1,2,3,4-tetrahydroquinazolines, are prepared in a single step by the condensation of commercially available aryl aldehydes with 2- aminobenzyl alcohol or 2-aminobenzylamine, respectively. The products are purified by recrystallization and characterized by their mass, IR, [superscript 1]H NMR, [superscript 13]C NMR, COSY, and HMQC spectra. Pre- and postlab assignments encourage students to use both mechanistic reasoning and information from multiple spectroscopic techniques for structure elucidation. (Contains notes and references.)
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:; Web site:
Publication Type: Journal Articles; Reports - Descriptive
Education Level: Higher Education; Postsecondary Education
Audience: N/A
Language: English
Sponsor: N/A
Authoring Institution: N/A
Identifiers - Location: Pennsylvania
Grant or Contract Numbers: N/A