Published October 24, 2007 | https://doi.org/10.59350/gvga4-tkc64

Open Notebook NMR – the good and the ugly

Creators & Contributors

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We've started going through the structures in serial order. Here are two in the first 4 I looked at. One shows near perfect agreement, the other is frankly awful.
Here' s the link to NMRShiftDB: nmrshiftdb2470-1 (solvent: chloroform)
2470.PNG
You can see that the RMS is of the order of 1 ppm (we haven't yet calibrated the offset so it's improper to give a clearer figure).
Now here is one that is all over the shop: nmrshiftdb2275-1 (solvent: acetone)
2275.PNG
Here is the Additional data on NMRShiftDB:

Spectral Data Additional Data
Molecule (2275)
http://www.nmrshiftdb.org:8080/portal/_sdathe_Fri Oct 04 10:25:31 CEST 2002.002.ms
Chemical name(s) N-Mercapto-4-formylcarbostyril
Molecular weight 205.233
Number of all rings, size of smallest set of smallest rings 3, 2
CAS-Number  
Molecule keywords bacteria, antibiotics, Pseudomonas fluorescens G308,
Type 13C
Temperature [K] 298
Solvent Acetone-D6 ((CD3)2CO)
Additional comments antifungal effects in vitro against several plant pathogenic fungi; Multiplicities generated automatically from H count

I have no idea what is going on. Nor has Christoph. So here is your chance to solve the problem. Here are some ideas I suggested

  • spectrum and compound got muddled.
  • compound is "wrong". I am not clear whether N-SH groups are stable but I don't think they are common.
  • there is some serious tautomerism going on.
  • this compound disobeys the laws of physics

Anyway you know as much as we do now and you have a link to the entry and the literature. Please add your comments below and if you do discover something fantastic remember where you found the data.

Additional details

Description

We've started going through the structures in serial order. Here are two in the first 4 I looked at. One shows near perfect agreement, the other is frankly awful.

Identifiers

Dates

Issued
2007-10-24T00:02:00Z
Updated
2007-10-24T00:02:00Z