Sample Description:

Molecular Formula: C7H7BrO Molecular Weight: 187.034 InChI= 1/C7H7BrO/c1-9-7-4-2-6(8)3-5-7/h2-5H,1H3 IUPAC Name:  4-Bromomethoxybenzene CAS Number: 104-92-7 PubChem: 7730 NMRShiftDB: 10025052 Spectrometer: Bruker ARX 400 MHz Solvent: CDCl3 Provided by:  WebSpectra: Beginning Problem #16

$> cat proton.ll
7.3910  1
7.3683  1
6.7968  1
6.7741  1
3.7787  3			
			

$> cat carbon.ll
158.627
132.163
115.658
112.733
55.348			
			

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: 0.998282 (    7730)    2: 0.992272 (   11358)    3: 0.988376 (   16971)
    4: 0.942902 (   72857)    5: 0.942689 (  265090)    6: 0.941034 (  228638)
    7: 0.940705 (   16896)    8: 0.939711 (   23109)    9: 0.925128 (   41663)
   10: 0.920127 (   70119)
			

Top 30 FindIt Molecular Structures Consistent With Proton and Carbon Resonances:

The correct structure is at position 29.

 Best 30 structures in decreasing rating (structure ID shown in parentheses):
    1: 0.976550 ( 6365069)    2: 0.970694 (  238224)    3: 0.970604 (  241915)
    4: 0.969806 ( 6333256)    5: 0.969348 ( 6396214)    6: 0.966187 (   79258)
    7: 0.966142 (  201262)    8: 0.963742 (  161951)    9: 0.963686 (   12765)
   10: 0.962916 (  346708)   11: 0.960848 ( 3057409)   12: 0.960713 (  295567)
   13: 0.960612 (  287851)   14: 0.959033 (  155624)   15: 0.958622 ( 3057506)
   16: 0.957430 (  618860)   17: 0.955671 ( 2779449)   18: 0.955634 ( 6933704)
   19: 0.955333 ( 2784191)   20: 0.955316 (  212711)   21: 0.955316 ( 2724786)
   22: 0.955316 ( 3044917)   23: 0.955316 ( 5250948)   24: 0.955239 ( 3015049)
   25: 0.953626 ( 3517848)   26: 0.953626 ( 4533453)   27: 0.953626 ( 4667409)
   28: 0.950981 (   16484)   29: 0.949460 (    7730)   30: 0.949311 ( 3881043)
			

Comments:

The top FindIt structure for MF and proton information is the correct one. It turns out, numerous heteroatoms cause similar shifts as shown by the best matches for proton and carbon shifts.