Sample Description:

Molecular Formula: C11H12O Molecular Weight: 160.212 InChI= 1/C11H12O/c1-2-8-7-9-5-3-4-6-10(9)11(8)12/h3-6,8H,2,7H2,1H3/t8-/m0/s1 IUPAC Name:  2-Ethylindan-1-one CAS Number: 22351-56-0 PubChem: 640236 NMRShiftDB: 20292 Spectrometer: Varian Mercury 200 MHz Solvent: CDCl3 Sample Concentration: Unknown Provided by:  Dr. Iain Green, Varian Inc.

*.fid/text file specifies: 2-ethylind in CDCl3
*.fid	np	nt	sw	rfp-rfl	ni	sw1	rfp1-rfl1	time
proton	7988	16	1996.81	-98.52				50 s
carbon	37686	5000	12578.62	-758.14				3 h 28 m
ghmbc	512	32	2000	-100.12	200	12062.73	-751.60	2 h 10 m
hsqc	512	16	2000	-100.12	128	8547.01	-502.25	1 h 21 m

1D Proton Spectrum:

1D Carbon Spectrum (Deuterated Solvent Resonances Subtracted):

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 3.

 Best 10 structures in decreasing rating (structure ID shown in parentheses):
    1: 0.949754 (  102650)    2: 0.947760 (   89232)    3: 0.946889 (  640236)
    4: 0.939840 (   81561)    5: 0.933466 (   85790)    6: 0.931022 ( 2775123)
    7: 0.927896 (  263692)    8: 0.927391 (   98209)    9: 0.923747 (   81357)
   10: 0.921044 (  138158)
			

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

The correct structure is at position 1.

 Best 10 structures in decreasing rating (structure ID shown in parentheses):
    1: 0.907827 (  640236)    2: 0.895945 ( 5127352)    3: 0.887513 ( 2463663)
    4: 0.877467 ( 3008550)    5: 0.877267 ( 5274597)    6: 0.877267 ( 6610688)
    7: 0.873181 ( 4074241)    8: 0.868588 ( 4323486)    9: 0.865122 (   27390)
   10: 0.864869 ( 3973796)
			

2D Multiplicity-Edited HSQC Spectrum:

Determined HSQC Correlations:

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

The correct structure is at position 1.

 Best 10 structures in decreasing rating (structure ID shown in parentheses):
    1: 0.904529 (  640236)    2: 0.891943 (  102650)    3: 0.867808 (   98209)
    4: 0.850777 (   89232)    5: 0.843495 (   85790)    6: 0.821529 (  138158)
    7: 0.798449 (   70003)    8: 0.796016 (  234235)    9: 0.781079 (   79414)
   10: 0.763854 ( 2752685)
			

2D HMBC Spectrum:

AssembleIt HSQC & HMBC Derived Carbon-Carbon Correlations:

AssembleIt Derived Structure With NMRgraph Added Likely Oxygen Atoms:

Most likely structure (out of 2 possible ones) by agreement with carbon chemical shift prediction

Comments:

For HMBC, the three-bond proton-carbon correlations are close to the typically acquired 8 Hz coupling constant. The aromatic two-bond correlations are typically around 1 Hz and are often not detected. There are two ways to obtain the same molecular structure for 2-ethyl-1-indanone. The shown structure has the best carbon shift agreement with predictions. But it has six unobserved bonds (shown by "?" labels) and only six HMBC observed bonds. FindIt obtains the correct structure for proton plus carbon information.