NMRanalyst Sample Application: Methyl 3-cyclohexyl-2-{[(trifluoromethyl)sulfonyl]oxy}propanoate

Methyl 3-cyclohexyl-2-
{[(trifluoromethyl)sulfonyl]oxy}propanoate
NMRanalyst Sample Application

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Sample Description:

Molecular Formula: C₁₁H₁₇F₃O₅S
Molecular Weight: 318.310

InChI=

1/C11H17F3O5S/c1-18-10(15)9(7-8-5-3-2-4-6-8)19-20(16,17)11(12,13)14/h8-9H,2-7H2,1H3

IUPAC Name:

Methyl 3-cyclohexyl-2-{[(trifluoromethyl)sulfonyl]oxy}propanoate

PubChem: 643576
NMRShiftDB: 30000460
Spectrometer: Bruker AMX 400 MHz
Solvent: CDCl₃

Provided by:

Institut Organische Chemie, Universitaet Mainz (inhouse database)

Directory	npF2	NS	swF2	spF2	npF1	swF1	spF1	time

proton (1)	16384	32	6410.256	-1199.000				1 m 54 s
carbon (3)	16384	6000	25000.000	-1372.160				2 h 25 min
hmqc (4)	1024	12	4032.258	-369.129	128	18111.960	-930.013	2 h 8 min

1D Proton Spectrum:

1D Carbon Spectrum (Deuterated Solvent Resonances Subtracted):


 # C   SHIFT[ppm]+/-Err     INTEGRAL+/-Err  RELAXATION[s]+/-Err PHASE[rad]+/-Err
 -------------------------------------------------------------------------------
   1  168.1390  0.00022     3.283   0.1350    0.77307  0.082559   -2.220  0.0411
   2  120.0021  0.00047     1.509   0.1316    0.72972  0.157141   -2.165  0.0871
   3  116.8263  0.00050     1.326   0.1303    0.93701  0.269538   -2.077  0.0982
   4   81.7457  0.00005    11.850   0.1212    0.79765  0.021742   -2.022  0.0102
   5   53.1873  0.00008     8.850   0.1445     1.1297  0.067743   -2.037  0.0165
   6   39.2609  0.00012    13.152   0.1870    0.29216  0.006415   -1.892  0.0142
   7   33.4138  0.00006    12.843   0.1652    0.68025  0.020804   -1.904  0.0083
   8   33.2113  0.00008    11.548   0.1829    0.44136  0.012711   -1.904  0.0083
   9   31.8833  0.00008    13.259   0.1936    0.36383  0.008838   -1.901  0.0083
  10   26.1177  0.00006    13.083   0.1791    0.82884  0.031980   -1.915  0.0091
  11   25.9546  0.00009    12.637   0.2103    0.40247  0.011955   -1.914  0.0091
  12   25.6821  0.00009    12.130   0.2080    0.42006  0.013099   -1.914  0.0091

Automated VerifyIt Proton Assignments:

Top 1 FindIt Molecular Structure Consistent With Molecular Formula and Proton Resonances:

The correct structure is at position 1. (Only 1 structure is consistent with the molecular formula.)


 Best 1 structure (structure ID shown in parentheses):
    1: 0.966028 (  643576)

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: 0.900957 ( 4288652)    2: 0.897217 (  643576)    3: 0.896343 (  596334)
    4: 0.877930 (  541721)    5: 0.872213 ( 3922642)    6: 0.870510 (  564256)
    7: 0.866894 ( 4112363)    8: 0.866025 ( 3080918)    9: 0.864734 (  601229)
   10: 0.863525 (  431214)

2D Multiplicity-Edited HMQC Spectrum:

Determined HMQC Correlations:

Comments:

¹H, ¹⁹F, and ³¹P are spin-1/2 nuclei with a nearly 100% natural abundancy. In addition to the proton decoupling, fluorine or phosphor decoupling would require an uncommon triple resonance probe. VerifyIt and FindIt try to compensate for possible remaining couplings in carbon spectrum analysis results.

The -CF₃ group in this structure splits the 118 ppm carbon by a 316 Hz fluorine coupling. FindIt identifies the correct structure with much higher rating than for the second best match. In cases of resulting structure ambiguities or when the carbon shift assignment should be saved by VerifyIt, such couplings can be removed numerically. See C₇H₁₄FNO for details.

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