SciELO - Scientific Electronic Library Online

 
vol.35 issue8Anthocyanins in natural extracts: application in acid-base titration and identification by liquid chromatography/mass spectrometryMini-project on fermentation of sugarcane juice for practical general chemistry courses author indexsubject indexarticles search
Home Pagealphabetic serial listing  

Services on Demand

Journal

Article

Indicators

Related links

Share


Química Nova

Print version ISSN 0100-4042

Abstract

ROMERO, Adriano L.; BAPTISTELLA, Lúcia H. B.; COELHO, Fernando  and  IMAMURA, Paulo M.. Resolution of ibuprofen: a project for an experimental organic chemistry course. Quím. Nova [online]. 2012, vol.35, n.8, pp.1680-1685. ISSN 0100-4042.  http://dx.doi.org/10.1590/S0100-40422012000800031.

A practical and didactic sequence of experiments was proposed to illustrate the stereochemistry concept, optically active compounds, resolution of racemates, and use of the NMR technique, including 2D-COSY for identification of organic compounds, on a laboratory course for undergraduate students. The sequence was: extractions of racemic ibuprofen and chiral naproxen from commercial tablets; syntheses of diastereoisomeric amides reacting chiral (S)-(-)-α-methylbenzylamine with (±)-ibuprofen; separation and determination of absolute configuration of amides by 1H NMR spectroscopy and GC analysis, and hydrolysis of amides to obtain (+)- and (-)-ibuprofen.

Keywords : resolution of ibuprofen; stereochemistry; NMR Spectroscopy.

        · text in Portuguese     · Portuguese ( pdf epdf )

 

Creative Commons License All the contents of this journal, except where otherwise noted, is licensed under a Creative Commons Attribution License