The 1H NMR data strongly suggests that 3-pentanol was produced. On the 1H NMR, there are a total of 12H, which is the correct number of protons on 3-pentanol. Around 3.45ppm, there is a multiplet with an integration of 1. This peak corresponds to the methine proton on the carbon bearing the alcohol. The integration of 1 is correct since there is only one proton on that carbon. This proton has 5 neighboring protons, and is expected to be a multiplet (doublet of triples, or a triple of doublets). This is confirmed since the peak is a multiplet. Also, the peak is more downfield since it is deshielded by the neighboring oxygen atom.
Next, around 1.53ppm, there is a multiplet with an integration of 2. This peak is connected to a different peak: a multiplet with a chemical shift of 1.44ppm and an integration of 3. These two peaks account for a total of 5 protons on 3-pentanol: the OH proton and the two methylene groups (2H …show more content…
This peak corresponds to the two methyl proton groups that are at both ends of 3-pentanol. The chemical shift suggests that these protons are far away from any electronegative atoms, which is correct. Moreover, the integration of 6 shows that the symmetry of 3-pentanol caused these 2 methyl proton groups to be equivalent. Thus, the 2 methyl proton groups have 6H all together. Also, this peak is a triplet, which suggests that there are 2 neighboring protons. This is correct since each methyl proton group has 2 neighboring protons.
As seen in Tables 3 and 4, the melting points of the unknown alcohol and ketone derivatives both suggest that the alcohol made was 3-pentanol. The unknown alcohol derivative had a melting point with a range of 98C to 101C, which is very close to the melting point of the 3-pentanol derivative (97C). Also, the unknown ketone derivative had a melting point range of 150C to 155C, which is also very close to the melting point of the 3-pentanone derivative
Next, around 1.53ppm, there is a multiplet with an integration of 2. This peak is connected to a different peak: a multiplet with a chemical shift of 1.44ppm and an integration of 3. These two peaks account for a total of 5 protons on 3-pentanol: the OH proton and the two methylene groups (2H …show more content…
This peak corresponds to the two methyl proton groups that are at both ends of 3-pentanol. The chemical shift suggests that these protons are far away from any electronegative atoms, which is correct. Moreover, the integration of 6 shows that the symmetry of 3-pentanol caused these 2 methyl proton groups to be equivalent. Thus, the 2 methyl proton groups have 6H all together. Also, this peak is a triplet, which suggests that there are 2 neighboring protons. This is correct since each methyl proton group has 2 neighboring protons.
As seen in Tables 3 and 4, the melting points of the unknown alcohol and ketone derivatives both suggest that the alcohol made was 3-pentanol. The unknown alcohol derivative had a melting point with a range of 98C to 101C, which is very close to the melting point of the 3-pentanol derivative (97C). Also, the unknown ketone derivative had a melting point range of 150C to 155C, which is also very close to the melting point of the 3-pentanone derivative