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An Efficient Microscale Procedure for the Synthesis of Aspirin
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Abstract
The synthesis of aspirin is a part of many undergraduate organic synthesis labs and is frequently used in qualitative organic analysis laboratory for the identification of salicylic acid. We have found that aspirin can be synthesized on microscale by a simple and efficient procedure that eliminates the heating step employed in literature procedures and gives a pure, ferric-negative product (no purple color with alcoholic ferric chloride solution).
Keywords (Audience):
First-Year Undergraduate / GeneralKeywords (Domain):
Laboratory InstructionKeywords (Feature):
The Microscale LaboratoryKeywords (Pedagogy):
Hands-On Learning / ManipulativesKeywords (Subject):
Microscale LabCiting 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 5 ACS Journal articles (5 most recent appear below).
Preparation of Oil of Wintergreen from Commercial Aspirin Tablets. A Microscale Experiment Highlighting Acyl Substitutions
Aaron M. Hartel and James M. Hanna Jr.Journal of Chemical Education2009 86 (4), 475Preparation of Oil of Wintergreen from Commercial Aspirin Tablets. A Microscale Experiment Highlighting Acyl Substitutions
Aaron M. Hartel and James M. Hanna Jr.Journal of Chemical Education2009 86 (4), 475A single-pot procedure for the preparation of methyl salicylate (oil of wintergreen) from commercial aspirin tablets has been developed. The synthesis proceeds via a tandem transesterification–Fischer esterification using acidic methanol and can be ...
Using Aspirin as a Teaching Tool
Liana LamontJournal of Chemical Education2009 86 (4), 476Using Aspirin as a Teaching Tool
Liana LamontJournal of Chemical Education2009 86 (4), 476Offers a list of JCE instructional resources related to aspirin.
The Science Teacher: Spring 2006
Steve LongJournal of Chemical Education2006 83 (6), 830The Science Teacher: Spring 2006
Steve LongJournal of Chemical Education2006 83 (6), 830This article reviews chemistry-related articles published in The Science Teacher between September 2005 and February 2006. Lab safety, inquiry-based activities, flame tests, designing safe lab facilities, interdisciplinary chemistry teaching, ...
Microscale Synthesis and Spectroscopic Analysis of Flutamide, an Antiandrogen Prostate Cancer Drug
Ryan G. Stabile and Andrew P. DicksJournal of Chemical Education2003 80 (12), 1439Microscale Synthesis and Spectroscopic Analysis of Flutamide, an Antiandrogen Prostate Cancer Drug
Ryan G. Stabile and Andrew P. DicksJournal of Chemical Education2003 80 (12), 1439The microscale preparation of flutamide, a nonsteroidal antiandrogen prescribed as Eulexin for the treatment of prostate cancer is outlined. The synthesis involves N-acylation of a trisubstituted aromatic compound, 3-trifluoromethyl-4-nitroaniline. The ...
A General Chemistry Laboratory Theme: Spectroscopic Analysis of Aspirin
Houston Byrd and Stephen E. O’ DonnellJournal of Chemical Education2003 80 (2), 174A General Chemistry Laboratory Theme: Spectroscopic Analysis of Aspirin
Houston Byrd and Stephen E. O’ DonnellJournal of Chemical Education2003 80 (2), 174In this paper, we describe the introduction of spectroscopy into the general chemistry laboratory using a series of experiments based on a common substance, aspirin. In the first lab the students synthesize and recrystallize aspirin and take melting ...
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- Received: August 03, 2009
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