Cart
Article
Spectroscopic Properties of Some Simple Esters. A Practical Application of Synthesis and Spectroscopy in the Undergraduate Organic Laboratory
Hi-Res PDFPurchase the full-text
- PDF/HTML,
figures/images,
references and tables,
(where available)
Abstract
This exercise, the synthesis and spectroscopic analysis of the allyl esters of some aromatic carboxylic acids, consists of a series of open-ended experiments. It was designed for the honors organic chemistry student, but can be easily adapted to fit the regular second-semester organic chemistry program. The primary objective of this exercise is to prepare students for research in organic synthesis. Thus, a series of synthetic transformations are described, incorporating the basic techniques of isolation, TLC and flash chromatographic purification, IR and NMR analyses, as well as the method of synthesis involving phase transfer catalysis. These experiments allow the students to monitor the effect of hydrogen bonding on the IR stretching frequencies for the hydroxyl and carbonyl groups, as well as to provide them with an excellent opportunity to examine the phenomenon of proton spin-coupling in the NMR spectra of simple organic systems.
Keywords (Audience):
Second-Year UndergraduateKeywords (Domain):
Organic ChemistryKeywords (Pedagogy):
Hands-On Learning / ManipulativesKeywords (Subject):
EstersCiting Articles
Citation data is made available by participants in CrossRef's Cited-by Linking service. For a more comprehensive list of citations to this article, users are encouraged to perform a search in SciFinder.
This article has been cited by 1 ACS Journal articles (1 most recent appear below).
Counterion Effects in the Nucleophilic Substitution Reaction of the Acetate Ion with Alkyl Bromides in the Synthesis of Esters
Elizabeth M. Valentín and Ingrid Montes , Waldemar AdamJournal of Chemical Education2009 86 (11), 1315Counterion Effects in the Nucleophilic Substitution Reaction of the Acetate Ion with Alkyl Bromides in the Synthesis of Esters
Elizabeth M. Valentín and Ingrid Montes , Waldemar AdamJournal of Chemical Education2009 86 (11), 1315Esters are often employed as artificial flavorings in foods and drinks, since the more volatile ones possess distinctive odors characteristic of common fruits. The present laboratory experiment introduces students to the esterification method in which a ...
Tools
-
Add to Favorites
-
Download Citation
-
Email a Colleague -
Permalink
Order Reprints
Rights & Permissions
Citation Alerts
History
- Received: August 03, 2009
ACS
Network
Facebook
Tweet This
CiteULike
Newsvine
Digg This
Delicious
