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H-NMR CORRELATION
12
13
1:
After the hydrogen of a ketone, these hydrogen atoms will be the next most downfield
as they are neighboring oxygen atoms. These two hydrogen atoms (indicated by 1a and
1b) are diastereotopic due to the stereochemistry of the molecule, and therefore appear at
two slightly different peaks.
2:
Similarly to the hydrogen atoms of peak 1, this peak will also show diastereotopic
hydrogens as one hydrogen is closer to other hydrogen atoms of the molecule, making it
more downfield, while the other faces away from the hydrogen crowding.
3:
This peak contains two diastereotopic hydrogen atoms, which is indicated by 3a and 3b
on the spectra, due to the molecule’s stereochemistry. There is a slight difference in the
shift values of the two atoms.
4:
Just as the hydogens of peak 3, these atoms are also different. One will appear in
the same grouping as other hydrogens from peaks 3, 8, 9, and 10 as they face a more
hydrogen-dense region of the molecule. This is indicated as 4a and 4b on the spectra.
5:
This peak of hydrogen atoms is a methyl group and therefore appears very upfield at
about 1.07ppm as a singlet and integration of 3 hydrogen atoms.
6:
Although this peak also appears as a singlet with an integration of 3 hydrogen atoms
just as peak 5, it is slightly more upfield than peak 5 because the stereochemistry makes
this peak 6 to face toward the more hydrogen-dense area of the molecule.
7:
This hydrogen atom appears at 1.56ppm and shows a complex coupling pattern of
doublets of doublets because it has several neighbors.
8:
Along with peaks 3, 4, 9, and 10, these hydrogens appear in separate groups: one that
is facing towards more hydrogens of the molecule, and one facing away.
9:
Similarly to the peaks 3, 4, 8, and 10, the hydrogen atoms facing toward the more
hydrogen-dense area of the molecule will appear at a lower shift value as it is more
crowded.
10:
Just as the peaks 3, 4, 7, 8, and 9, the hydrogens are diastereotopic and appear in
different shift groups. The different hydrogens are indicated by 10a and 10b.
11:
This peak contains diastereotopic hydrogen atoms due to the stereochemistry of
the molecule. The different hydrogens are indicated by 11a and 11b and have slightly
different shift values.
12:
These hydrogen atoms appear at about 2.50ppm and are slightly downfield because it
is attached to a carbon next to a ketone group.
13:
This peak corresponds to the hydrogen atom attached to the double bonded oxygen
atom. Since it is the hydrogen of a ketone, it will be the most downfield at 9.74 ppm.
1:
These hydrogen atoms are the most downfield because it is directly next to an oxygen
atom. The slight difference in shifts is caused by the stereochemistry and the two
hydrogen atoms on this peak are diastereotopic (indicated by 1a and 1b).
2:
This peak also consists of two diastereotopic hydrogens (indicated by 2a and 2b) which
explains why there is a slight difference of shifts. The higher shift correspond to the
atoms facing away from the area with more hydrogen crowding.
3:
The hydrogen atoms of this peak are diastereotopic, and are in two separate groups
along with the atoms of peak 8, 9, and 10. See peak 8, 9, and 10 for more explanation.
4:
This peak is represented by the shift at about 1.6ppm.
5:
This peak is assigned to the 1.10ppm shift as it is a singlet with an integration of 3
hydrogens.
6:
This peak has the lowest shift at 0.88ppm as it is a methyl group. It is also more
upfield than peak 5 because the stereochemistry causes this group to face towards the
more hydrogen-crowded area.
7:
This hydrogen appears at about 1.56ppm and shows a coupling pattern of doublets of
doublets since there are several different hydrogen neighbors that are diastereotopic.
8:
This peak also indicates two diastereotopic hydrogen atoms, and couples differently
due to the stereochemistry of the molecule. One is facing toward a more hydrogen-dense
area of the molecule, and the other is facing away from it.
9:
Just like the peaks 3 and 8, this peak indicates two different hydrogens, and separate
into two groups in terms of shift assignments.
10:
Along with peaks 3, 8, and 9, peak 10 also has diastereotopic hydrogen atoms, and
each will appear with slightly different shifts due to the stereochemistry.
11:
This peak appears at around 1.98ppm. The range of shifts is likely due to the
stereochemistry, so one hydrogen atom is more crowded than the other.
12:
Peak 12 appears at about 2.29ppm as it is neighboring a triple bond, so it is slightly
upfield than other carbons with two hydrogen atoms.
13:
This hydrogen peak appears at about 1.52ppm as it shows an integration of 1 but is
attached to a carbon that is triple bonded.
