N,N’-Dimethoxy-N,N’-dimethylsuccinamide

 

N,N’-Dimethoxy-N,N’-dimethylsuccinamide.

 

• CAS No.: 243988-27-4
• Formula: C8H16N2O4
• Molecular Weight: 204.22

 

1H NMR (300 MHz, CDCl₃) ppm = 3.73 (6H, s); 3.17 (6H, s); 2.76 (4H, s).


 
 

 

13C NMR (75 MHz, CDCl₃) ppm = 173.3; 61.1; 32.1; 26.3.

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Harding, M. et al. J. Chem. Soc., Perkin Trans. 1, 2002, 2403-2413.

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Couple of examples for judging 13C chemical shifts

Here are a couple of examples for judging ¹³C chemical shifts:

Remember that ¹³C shifts generally follow the pattern of ¹H shifts, but are much larger.
Thus, in (a)

• The peak at lowest field is the caarbon with the OH attached
• The peak at highest field is the CH₃ farthest from the OH
• Generally in both ¹³C and ¹H spectra, CH₂ groups fall to lower field than CH₃, which assigns the remaining peaks.

For (b):

• The peak at lowest field is the C=O carbon, shifted by electronegativity and "diamagnetic anisotropy"
• Assignment of the other two peaks follows from the CH₂ lower than CH₃ rule.

Now try predicting the splitting pattern to be found if the decoupler is turned off. 








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