So, for this question here is what I got so far. I interpreted the peak at 3298

Question

So, for this question here is what I got so far. I interpreted the peak at 3298 to be an O-H because it is close to the O-H range and is a pretty broad peak. I interpreted the peaks at 2943 and 2870 to be (sp3)C-H bonds. From the mass spec, I got a molecular formula of C6H10O with 2 degrees of unsaturation. However, I'm having a hard time finding out the structure of the molecule from the given fragmentation data in the mass spec. I'm not sure if I did something wrong.

2. For the IR and MS spectra below (a) List the functional groups that IR suggests are present. Label significant peaks above 1500 cm (b) Use the molecular weight from the mass spec along with the functional group information to determine a molecular formula and degrees of unsaturation (c) Propose a reasonable structure that fits the above observations. Use fragmentation data in the mass spec. to help determine the structure 100 90 80 e 70 E 60 50 40 4000 3000 1 2000 1000 Wavenumbers (cm) 70 79 100 41 39 54- 57 50 98 97 83 40 45 50 55 60 657075808590 9.5 m/z note: Though small, the peak at 98 is the parent peak.

Explanation / Answer

2 a). Following peaks corresponds to the following functional groups :

1. 3298 cm-1 - terminal alkyne -C(triple bond)C-H : C-H stretch

2. 2943 cm-1 - alkanes

3. 1065 cm-1 - aliphatic amines

4. 636 cm-1 - alkyne -C(triple bond)C-H : C-H bend

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