Sample Description:

Molecular Formula: C11H11BrO5 Molecular Weight: 303.106 InChI= 1/C11H11BrO5/c1-6(13)16-8-4-9(12)11(17-7(2)14)10(5-8)15-3/h4-5H,1-3H3 IUPAC Name:  1-Bromo-2,5-diacetoxy-3-methoxybenzene Spectrometer: Bruker ARX 400 MHz Solvent: CDCl3 Provided by:  WebSpectra: Intermediate (2) Problem #7

$> cat proton.ll
7.2591  0.01
6.9633  0.5
6.9570  0.5

6.6862  0.5
6.6799  0.5

3.7876  3

2.3409  3
2.2686  3
			

$> cat carbon.ll
168.8047
167.7397
152.5467
148.7167
135.6597
117.2837
116.8417
105.7047
56.2500
20.9272
20.3025
			

Automated VerifyIt Proton Assignments:

Automated VerifyIt Carbon Assignments:

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

The correct structure is at position 1.

 Best 10 structures in decreasing rating (structure ID shown in parentheses):
    1: 0.995525 (     U24)    2: 0.911298 ( 5066910)    3: 0.885192 ( 4763755)
    4: 0.884766 ( 4763768)    5: 0.881296 ( 4771837)    6: 0.849599 ( 4763788)
    7: 0.849083 (  819971)    8: 0.848555 (  883429)    9: 0.845841 ( 4763801)
   10: 0.844633 ( 7028757)
			

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

The correct structure is at position 2.

 Best 10 structures in decreasing rating (structure ID shown in parentheses):
    1: 0.933787 (  345839)    2: 0.928037 (     U24)    3: 0.923229 (  156609)
    4: 0.920033 (  832784)    5: 0.903931 (  686126)    6: 0.900448 (  822102)
    7: 0.899990 ( 4071305)    8: 0.899138 (  649185)    9: 0.898146 ( 3613563)
   10: 0.898096 ( 7474700)
			

Comments:

The correct structure obtains FindIt place one for molecular formula and proton results. Predicted carbon shifts don't describe this molecule well. But place two is an acceptable FindIt rating for it.