Benzanilide And Methyl 3-Benzoate Synthesis Essay
CHM1002
Synthesis of Benzanilide and Methyl 3-Nitrobenzoate and the Identification of ‘Unknowns’ from Spectroscopic and Physical Properties
James Lucas
10394308
23/11/12
Introduction
In this series of practicals it was the aim to synthesise both Benzanilide and Methyl 3-Nitrobenzoate. Benzanilide was synthesised using The Schotten Baumann reaction which takes a hydrogen atom from an amino group and substitutes it for an acyl group. For Methyl 3-Nitrobenzoate, NO2+ was used as an electrophilic reagent to replace an aromatic hydrogen atom.
Then both chemicals were purified by first determining appropriate recrystallisation solvent, before analysing Benzanilide and Methyl 3-Nitrobenzoate as well as 2 …show more content…
However for compound B the mean melting point is close to both Compound 1 and Compound 4 so IR spectra are needed to correctly determine the structure of B.
By comparing the IR spectrum for Compound B it can see that it is 1-(4nitrophenyl)ethanoate, this is indicated by the peak at 763.16cm-1 when compared against literature values for IR Spectroscopy shows a C-H bend in the ortho position of the phenyl ring, which points to the position of ethanoate being on the 4th carbon.
Looking back at the yields it can be see that there has been an error in the drying process for Benzanilide resulting in a very high yield of 206%. However this is most likely to only affect the yield result, and not the chemical structure of the synthesis.
Conclusion
Judging by the results from the IR spectra, Melting point determination and chemical tests, It can be assumed that Benzanilide and Methyl 3-Nitro benzoate were both successfully synthesised.
Unknown compound E was identified as compound 6, 1-(4-Aminophenyl) ethanoate. Unknown compound B was identified as compound 4, 1- (4-Nitrophenyl)
Synthesis of Benzanilide and Methyl 3-Nitrobenzoate and the Identification of ‘Unknowns’ from Spectroscopic and Physical Properties
James Lucas
10394308
23/11/12
Introduction
In this series of practicals it was the aim to synthesise both Benzanilide and Methyl 3-Nitrobenzoate. Benzanilide was synthesised using The Schotten Baumann reaction which takes a hydrogen atom from an amino group and substitutes it for an acyl group. For Methyl 3-Nitrobenzoate, NO2+ was used as an electrophilic reagent to replace an aromatic hydrogen atom.
Then both chemicals were purified by first determining appropriate recrystallisation solvent, before analysing Benzanilide and Methyl 3-Nitrobenzoate as well as 2 …show more content…
However for compound B the mean melting point is close to both Compound 1 and Compound 4 so IR spectra are needed to correctly determine the structure of B.
By comparing the IR spectrum for Compound B it can see that it is 1-(4nitrophenyl)ethanoate, this is indicated by the peak at 763.16cm-1 when compared against literature values for IR Spectroscopy shows a C-H bend in the ortho position of the phenyl ring, which points to the position of ethanoate being on the 4th carbon.
Looking back at the yields it can be see that there has been an error in the drying process for Benzanilide resulting in a very high yield of 206%. However this is most likely to only affect the yield result, and not the chemical structure of the synthesis.
Conclusion
Judging by the results from the IR spectra, Melting point determination and chemical tests, It can be assumed that Benzanilide and Methyl 3-Nitro benzoate were both successfully synthesised.
Unknown compound E was identified as compound 6, 1-(4-Aminophenyl) ethanoate. Unknown compound B was identified as compound 4, 1- (4-Nitrophenyl)