Sample Description:

Molecular Formula: C10H10O2 Molecular Weight: 162.185 InChI= 1/C10H10O2/c1-2-7-12-10-6-4-3-5-9(10)8-11/h2-6,8H,1,7H2 IUPAC Name:  2-Prop-2-enoxybenzaldehyde CAS Number: 28752-82-1 PubChem: 101335 Spectrometer: Bruker ARX 400 MHz Solvent: CDCl3 Provided by:  WebSpectra: Intermediate (2) Problem #11

$> cat proton.ll
7.7905  .25
7.7861  .25
7.7713  .25
7.7669  .25

7.4897  .14
7.4852  .14
7.4713  .14
7.4685  .14
7.4644  .14
7.4504  .14
7.4459  .14

6.9801  .35
6.9614  .35
6.9426  .35
6.9318  .35
6.9107  .35

6.0698  .1
6.0571  .1
6.0438  .1
6.0306  .1
6.0268  .1
6.0177  .1
6.0139  .1
6.0007  .1
5.9875  .1
5.9747  .1

5.4302  .16
5.4267  .16
5.4230  .16
5.4192  .16
5.3872  .16
5.3835  .16
5.3799  .16
5.3760  .16
5.2962  .16
5.2928  .16
5.2698  .16
5.2664  .16

4.6017  .29
4.5982  .29
4.5944  .29
4.5881  .29
4.5854  .29
4.5820  .29
4.5605  .29
			

$> cat carbon.ll
189.430
160.700
135.672
132.183
128.091
124.801
120.594
117.773
112.668
68.8897
			

Automated VerifyIt Proton Assignments:

Automated VerifyIt Carbon Assignments:

Top 15 FindIt Molecular Structures Consistent With Molecular Formula and Proton Resonances:

The correct structure is at position 11.

 Best 15 structures in decreasing rating (structure ID shown in parentheses):
    1: 0.948756 (  284975)    2: 0.947360 (     362)    3: 0.945746 (  187094)
    4: 0.934604 (   11406)    5: 0.933789 ( 2776558)    6: 0.930366 ( 2752991)
    7: 0.928069 (  595450)    8: 0.926898 (   95942)    9: 0.924603 ( 2716612)
   10: 0.923648 (   75617)   11: 0.920371 (  101335)   12: 0.915872 (    7712)
   13: 0.915003 ( 2764526)   14: 0.911905 (  303571)   15: 0.909719 ( 4729014)
			

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: 0.905385 (  331628)    2: 0.900292 (  101335)    3: 0.898881 ( 4426039)
    4: 0.897363 ( 7775404)    5: 0.895974 ( 1655856)    6: 0.895348 ( 1687566)
    7: 0.890973 ( 1567769)    8: 0.888775 ( 2716612)    9: 0.887602 (  619757)
   10: 0.886015 ( 2776559)
			

Comments:

WebSpectra only shows the proton spectrum of this compound with a 9.5 to -0.5 ppm spectral width. Its aldehyde proton would lie around 10.24 ppm, outside this spectral range. Hence VerifyIt assigns this -CHO proton an aromatic ring shift and FindIt cannot obtain perfect ratings for this compound.