Simple Condensation Reaction Report

Week 1 a simple condensation reaction between benzaldeyde and hydroxylamine produced the product benzaldehyde oxime that was found to be in oil. The percentage yield of the experiment is 64%. The 36% loss can be due to the solution needing to be neutralised with glacial acid, there was no way to tell if the reaction was neutralised, to help increase yield the use of pH indictor paper to indicate whether the reaction was neutralised. As by using a rotary evaporator to remove the organic solvent may have caused small amounts of the product to evaporate off as it a low melting point solid, if the water bath temperature was too high would have caused to melt and evaporate off. As melting point was not measured was unable to tell whether the product is pure.

From the infrared spectra, it showed that the reaction went to completion and benzaldehyde oxime was produced. Key aspects which indicate the reaction wen to completion are; Stretch of C=N (aldoxime) 1633 cm-1 indicating that oxidation of the aldehyde had occurred, and also 953 cm-1

From the NMR spectrum provided showed for the 3,5-diphenylisoxazoline, chemical shifts at 3.364 ppm and 3.781 ppm for the diastereotopic methylene hydrogens and chemical shift 5.731 ppm for the methine hydrogen, from the article indicated from the computer simulation that the diastereotopic methylene hydrogens chemical shifts 3.346 ppm and 3.783 ppm [2] and chemical shift 5.741 [2] for the methine hydrogen. With the simulation of 3,4-diphenylisoxazoline chemical shift 5.1 for the diastereotopic methylene hydrogens and chemical shift 4.5 for the methine hydrogen [2]. All three hydrogens produced doublets of doublets. This showed from the data provide and information from the article that the final product produced was in fact the 3,