Dimethyl 2,5-diphenyl-1H-pyrrole-3,4-
dicarboxylate

NMRanalyst Sample Application
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Sample Description:

 Molecular Formula: C20H17NO4
Molecular Weight: 335.353
InChI= 1/C20H17NO4/c1-24-19(22)15-16(20(23)25-2)18(14-11-7-4-8-12-14)21-17(15)13-
9-5-3-6-10-13/h3-12,21H,1-2H3
IUPAC Name:  Dimethyl 2,5-diphenyl-1H-pyrrole-3,4-dicarboxylate
PubChem: 643578
NMRShiftDB: 30000500
Spectrometer: Bruker AMX 400 MHz
Solvent: DMSO-d6
Provided by:  Institut Organische Chemie, Universitaet Mainz (inhouse database)

DirectorynpF2NSswF2spF2npF1swF1spF1time
proton (1)16384326410.256-1092.6851 m 54 s
carbon (20)16384267425000.000-1895.73751 m 29 s
1D noesy (100)163842566410.256-1092.68523 m 42 s
edited hsqc (82)102462890.173-614.03412817508.663-1350.0261 h 9 m
hmbc (85)102484672.897-574.67425617106.2502050.8841 h 23 m


1D Proton Spectrum:

1D Proton Spectrum


1D Carbon Spectrum (Deuterated Solvent Resonances Subtracted):

1D Carbon Spectrum


 

Automated VerifyIt Proton Assignments:

Proton Assignments
 

Automated VerifyIt Carbon Assignments:

Carbon Assignments

Top 10 FindIt Molecular Structures Consistent With Molecular Formula and Proton Resonances:

The correct structure is at position 2.

FindIt Structures

 Best 10 structures in decreasing rating (structure ID shown in parentheses):
    1: 0.982371 (11175058)    2: 0.979908 (  643578)    3: 0.975916 (  273784)
    4: 0.973544 (  773534)    5: 0.972362 ( 2477346)    6: 0.972172 (10382288)
    7: 0.971882 ( 8108877)    8: 0.971208 ( 9446885)    9: 0.969782 ( 2265221)
   10: 0.969782 ( 2265222)
			

Top 10 FindIt Molecular Structures Consistent With Proton and Carbon Resonances:

The correct structure is at position 1.

FindIt Structures

 Best 10 structures in decreasing rating (structure ID shown in parentheses):
    1: 0.941980 (  643578)    2: 0.935229 ( 5169921)    3: 0.933720 (  111139)
    4: 0.926442 ( 1000909)    5: 0.925886 ( 5104967)    6: 0.923906 ( 5356515)
    7: 0.922904 ( 6383378)    8: 0.922110 ( 4302636)    9: 0.918713 ( 6338667)
   10: 0.916184 ( 2782676)
			

1D NOESY Target Resonance NH Spectrum:

1D NOESY Target NH Spectrum

2D Multiplicity-Edited HSQC Spectrum:

2D Multiplicity-Edited HSQC Spectrum

Determined HSQC Correlations:

Determined HSQC Correlations

Top 10 FindIt Molecular Structures Consistent With Proton and Protonated Carbon (HSQC) Resonances:

The correct structure is at position 2.

FindIt Structures

 Best 10 structures in decreasing rating (structure ID shown in parentheses):
    1: 0.952091 ( 1583606)    2: 0.947857 (  643578)    3: 0.946543 (11175058)
    4: 0.946359 ( 3385745)    5: 0.944204 (10958476)    6: 0.943009 (11117705)
    7: 0.941885 (  713790)    8: 0.940900 ( 1904538)    9: 0.940668 (10934492)
   10: 0.940663 ( 1904537)
			

2D HMBC Spectrum:

2D HMBC Spectrum

AssembleIt HSQC & HMBC Derived Carbon-Carbon Correlations:

AssembleIt Derived Correlations

Comments:

The 1D NOESY elegantly identifies the closest proton to the NH proton. It is the proton bonded to the 128.4 ppm carbon. This clarifies the assignment of two carbons in each of the two phenyl rings in the full structure elucidation of this compound. But this might be a too specialized application for direct incorporation in FindIt.


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