| Compound | Structure | Formula | Solvent | Chemical Shift
(ppm) |
Splitting Pattern |
Coupling Constant (Hz)
(0 if no coupling value) |
Citation | Notes |
|---|---|---|---|---|---|---|---|---|
| PhSF5 | C6H5F5S | CDCl3 | 84 | m | 0 | J. Fluorine Chem. 2004, 125, 549-552 | axial F | |
| CF3COF | C2F4O | not reported | 62 | q | 6 | Guide to F NMR for Org Chemists | ||
| PhSF5 | C6H5F5S | CDCl3 | 61.9 | dm | 149.3 | J. Fluorine Chem. 2004, 125, 549-552 | equatorial F’s | |
| CH3COF | C2H3FO | CH3CN | 50 | q | 9 | J. Fluorine Chem. 2000, 106, 217-221 | ||
 |
C7H14ClF12N2P2 | CDCl3 | 47.61 | s | 0 | J. Am. Chem. Soc. 2009, 131, 1662-1663 | N-F resonance | |
| CH3(CH2)14COF | C16H31FO | CDCl3 | 45.3 | s | 0 | Chem. Eur. J. 2020, 26, 16261-16265 | ||
| 4-NO2-PhCOF | C7H4FNO3 | CDCl3 | 21.3 | s | 0 | Chem. Eur. J. 2020, 26, 16261-16265 | ||
| PhCOF | C7H5FO | CDCl3 | 17.54 | s | 0 | Org. Lett. 2009, 11, 5050-5053. | ||
| 4-MeO-PhCOF | C8H7FO2 | CDCl3 | 15.9 | s | 0 | Chem. Eur. J. 2020, 26, 16261-16265 | ||
| PhSOF | C6H5FOS | CD3CN | 6.5 | s | 0 | Chem. Ber. 1980, 113, 1047-1052 | ||
| (Cy)2NCOF | C13H22FNO | CDCl3 | -13.1 | s | 0 | Chem. Eur. J. 2019, 25, 10907-10912 | ||
| CF3I | CIF3 | CDCl3 | -15.5 | s | 0 | J. Fluorine Chem. 2008, 129, 131-136 | ||
| CF3Br | CBrF3 | not reported | -21 | s | 0 | Guide to F NMR for Org Chemists | ||
| (PhCH2)2NCOF | C15H14FNO | CDCl3 | -22.6 | s | 0 | Chem. Eur. J. 2019, 25, 10907-10912 | ||
| COF2 (carbonyl fluoride) | CF2O | ether | -22.8 | s | 0 | J. Fluorine. Chem. 1989, 43, 235-241 | ||
| CF3Cl | CClF3 | not reported | -33 | s | 0 | Guide to F NMR for Org Chemists | ||
| PhCHCHCH2SeCF3 | C10H9F3Se | CDCl3 | -33.8 | s | 0 | ACS Sustainable Chem. Eng. 2018, 6, 1327-1335 | ||
| PhCH2SeCF3 | C8H7F3Se | CDCl3 | -34.5 | s | 0 | ACS Sustainable Chem. Eng. 2018, 6, 1327-1335 | ||
 |
C9H6F3NSe | CDCl3 | -35.9 | s | 0 | Org. Chem. Front., 2019, 6, 2732-2737 | ||
| PhSeCF3 | C7H5F3Se | CDCl3 | -36.1 | s | 0 | Eur. J. Org. Chem.2017, 530-533 | ||
| PhCCSeCF3 | C9H5F3Se | CDCl3 | -36.2 | s | 0 | Org. Biomol. Chem., 2016, 14, 11502-11509 | ||
| 4-MeO-PhSeCF3 | C8H7F3OSe | CDCl3 | -37.2 | s | 0 | Org. Lett. 2017, 19, 3919-3922 | ||
 |
C5H3F3SSe | CDCl3 | -38.3 | s | 0 | Chem. Eur. J. 2014, 20, 657-661 | ||
| CF3SeCl | CClF3Se | THF | -41 | s | 0 | J. Org. Chem. 2016, 81, 8268-8275 | ||
| S-CF3-L-Cysteine | D2O | -41.4 | s | 0 | Journal of Fluorine Chem | |||
| PhCCSCF3 | C9H5F3S | CDCl3 | -43.6 | s | 0 | Org. Biomol. Chem., 2016, 14, 11502-11509 | ||
| CH3(CH2)5CCSCF3 | C9H13F3S | CDCl3 | -44.4 | s | 0 | Org. Biomol. Chem., 2016, 14, 11502-11509 | ||
| CF3CO2SCF3 | C3F6O2S | not reported | -47.3 | s | 0, 0 | Chem. Ber. 1969, 102, 77-82 | SCF3 resonance | |
 |
C8H4F3NO3S2 | CDCl3 | -47.3 | s | 0 | Angew. Chem. Int. Ed. 2014, 53, 9316-9320 | ||
 |
C5H4F3NO2S | CDCl3 | -48.2 | s | 0 | Org. Lett. 2014, 16, 2046-2049 | ||
| [pyridine-F][BF4] | C5H5BF5N | CDCl3 | -49 | br s | 0 | J Fluorine Chem. 1991, 53, 369-377 | N-F resonance | |
| [Ph2SCF3][OTf] | C14H10F6O3S2 | CDCl3 | -50.1 | s | 0 | Chem. Eur. J. 2016, 22, 6542-6546 | SCF3 resonance | |
| PhN(CH3)SCF3 | C8H8F3NS | CDCl3 | -50.4 | s | 0 | Org. Process. Res. Dev. 2016, 20, 960–964 | ||
| CH3CO2SCF3 | C3 H3 F3 O2 S | not reported | -51.9 | s | 0 | J. Fluorine Chem. 1985, 29, 297-310 | ||
| CF3SO2OCF3 | C2 F6 O3 S | CDCl3 | -53 | s | 0 | Chem. Commun. 2016, 52, 7458-7461 | CF3O resonance | |
| PhNHSCF3 | C7 H6 F3 N S | CDCl3 | -53.3 | s | 0 | J. Org. Chem. 2008, 73, 9362-9365 | ||
| CH3CH2CH(OCF3)CHCHCO2Et | C9 H13 F3 O3 | CDCl3 | -58.4 | s | 0 | Chem. Commun. 2016, 52, 7458-7461 | ||
| [Na][BrCF2CO2] | C2 F2 O2 Br Na | CDCl3 | -58.7 | s | 0 | Vicic Group Data | ||
| PhCH(OCF3)CO2Et | C11 H11 F3 O3 | CDCl3 | -59.3 | s | 0 | Chem. Commun. 2016, 52, 7458-7461 | ||
| [Ph2SCH2CF3][OTf] | C15 H12 F6 O3 S2 | acetone-d6 | -61.3 | t | 8.8 | J. Org. Chem. 2017, 82, 8220-8227 | CH2CF3 resonance | |
| CF3SO2OCF3 | C2 F6 O3 S | CDCl3 | -73.6 | s | 0 | Chem. Commun. 2016, 52, 7458-7461 | CF3S resonance | |
| CF3CO2SCF3 | C3 F6 O2 S | not reported | -76.5 | s | 0, 0 | Chem. Ber. 1969, 102, 77-82 | CF3-C resonance | |
| CF3-CC-CF3 | C4 F6 | not reported | -53 | s | 0 | Guide to F NMR for Org Chemists | ||
| PhCO2CF3 | C8 H5 F3 O2 | CDCl3 | -57.7 | s | 0 | J. Am. Chem. Soc. 2018, 140, 6801-6805 | ||
| p-ClC6H4OCF3 | C6 H4 Cl F3 O | CDCl3 | -58.5 | s | 0 | Angew. Chem. Int. Ed. 2018, 57, 13795-13799 | ||
| [(Me2-N)3C]+[Me3SiF2]- | C10 H27 F2 Si N | MeCN | -59.3 | s | 0 | Inorganic Chemistry. 2002, 41 (23), 6118-6124 | ||
| ICF2CO2H | C2 H F2 O2 I | CD3CN | -61.1 | s | 0 | Vicic Group Data | ||
| BrCF2CO2Et | C4 H5 F2 O2 Br | CDCl3 | -61.7 | s | 0 | Vicic Group Data | ||
| CF4 | C F4 | not reported | -62 | s | 0 | Guide to F NMR for Org Chemists | ||
| BrCF2CO2H | C2 H F2 O2 Br | CD3CN | -63.2 | s | 0 | Vicic Group Data | ||
| CF3CH2CN | C3 H2 F3 N | CH3CN | -64.3 | t | 9 | J. Fluorine Chem. 2000, 106, 217-221 | ||
 |
C9 H4 F9 N3 O5 S2 | acetone-d6 | -64.3, -80.0 | s, s | 0, 0 | Angew. Chem. Int. Ed. 2018, 57, 13784-13789 | ||
| Me3Si-CF3 | C4 H9 F3 Si | MeCN | -68.74 | s | 0 | Vicic Group data | ||
| Me3Si-(CF(CF3)2) | C6 H9 F7 Si | CDCl3 | -70.85 | d | 11 | Tet. Lett. 2001, 42, 3267-3269 | ||
 |
C24 H26 F3 N2 O4 | DMSO -d6 | -71.3 | d | 9.4 | Tetrahedron Lett. 2022, 97, 153795 | ||
| [NEt4] [CF3CO2] | C10 H20 F3 O2 | CD3CN | -75.8 | s | 0 | Inorg Chem. 2006, 45, 6435-6445 | ||
| [NEt4] [CF3CO2] | C10 H20 F3 O2 | CD2Cl2 | -75.9 | s | 0 | Inorg Chem. 2006, 45, 6435-6445 | ||
| Me3SiOCH(NMe2)CF3 | C6 H16 F3 N Si | CDCl3 | -77.2 | d | 5.8 | J. Fluorine Chem. 2001, 112, 283-286 | TMS-CF3 adduct of DMF | |
 |
C15H10F3IO3S | DMSO-d6 | -77.6 | s | 0 | J. Am. Chem. Soc. 2013, 135, 8782-8785 | ||
| CF3CH2OH | C2 H3 F3 O | not reported | -78 | t | 8.8 | Guide to F NMR for Org Chemists | ||
| CHF3 | C H F3 | toluene-d8 | -78.8 | d | 78.6 | Vicic Group data | ||
| [NBu4] [CF3SO3] | C17H36F3NO3S | CD2Cl4 | -78.8 | s | 0 | Org. Lett. 2008, 10, 4867-4870 | ||
| Me3Si-CF2CF2CF3 | C6 H9 F7 Si | CDCl3 | -80.8 | s | 0 | J. Org. Chem. 1991, 56, 984-989 | ||
 |
C8 H8 F2 O | CDCl3 | -80.9 | d | 74.7 | Org. Lett. 2021, 13, 5568-5571 | ||
| Me3Si-CF2CF3 | C5 H9 F5 Si | n-hexane | -82.4 | s | 0 | Ang. Chem. Int. Ed. 2019, 58, 14633-14638 | C-F and Si-F coupling constants reported | |
| C2F6 | C2 F6 | THF-d8 | -87.74 | s | 0 | Vicic Group data | ||
| CH3CF2CN | C3 H3 F2 N | not reported | -85 | q | 18.1 | Guide to F NMR for Org Chemists | ||
| C2F6 | C2 F6 | DMF-d7 | -88.07 | s | 0 | Vicic Group data | ||
| CH3-O-CF2CF3 | C3 H3 F5 O | CDCl3 | -87.2 | s | 0 | Inorganic Chemistry. 2002, 41 (23), 6118-6124 | ||
| CH3-O-CF2CF3 | C3 H3 F5 O | CDCl3 | -87.6 | s | 0 | Inorganic Chemistry. 2002, 41 (23), 6118-6124 | ||
| Ph-(CH2)5-O-CF2CF3 | C13 H15 F5 O | CDCl3 | -86.2 | s | 0 | J. Org. Chem. 2017, 82, 3702-3709. | ||
| 4-NO2-PhSeCF2H | C7 H5 F2 N O2 Se | CDCl3 | -89.8 | d | 54.6 | Tetrahedron, 2018, 74, 5642-5649 | ||
| PhSeCF2H | C7 H6 F2 Se | CDCl3 | -90.3 | d | 55 | Tetrahedron, 2018, 74, 5642-5649 | ||
| Ph-(CH2)5-O-CF2CF3 | C13 H15 F5 O | CDCl3 | -90.7 | s | 0 | J. Org. Chem. 2017, 82, 3702-3709. | ||
| 4-MeO-PhSeCF2H | C8 H8 F2 O Se | CDCl3 | -91.1 | d | 55.6 | Tetrahedron, 2018, 74, 5642-5649 | ||
 |
C16H17F8O3PS | CDCl3 | -97.0, -98.0 | dd, dd | 233.5, 53.9 and 233.5, 53.9 | Chem. Commun., 2019, 55, 7446-7449 | CF2H resonances | |
| (S)-2-amino-4-fluoro-pent-4-enoic acid | C5H9FNO2 | D2O | -98.4 | ddt | 18.0, 22.3, 50.8 | Asian. J. Org. Chem. 2014, 3, 1270-1272 | Fluorinated Asparagine Derivative | |
| 4,4- Difluoro-L-Arginine Acetate | C6 H13 N4 O2 F2 | D2O | -102.7 to -105.1 | m | 0 | Bioorg. Med. Chem. Lett. 2009. 19, 1758–1762 | Fluorinated Arginine Derivative | |
| PhC(F)CH2 | C8 H7 F | CDCl3 | -108.4 | dd | 49.3, 17.7 | J. Org. Chem. 2009, 74, 8377-8380 | ||
| 2-(difluoromethyl)naphthalene | C11 H8 F2 | CDCl3 | -111.7 | d | 56.4 | J. Am. Chem. Soc. 2016, 138, 2536-2539. | ||
| fluoroethylene | C2 H3 F | not reported | -113 | ddd | 85, 52, 20 | Guide to F NMR for Org Chemists | ||
| [Ph2SCH2CF2H][OTf] | C15 H13 F5 O3 S2 | CDCl3 | -114.2 | dt | 53.8, 15.0 | Chem. Commun., 2016, 52, 11893-11896 | CF2H resonance | |
| Ph-F | C6 H5 F | C6D6 | -115.9 | m | 0 | Chem. Commun. 2010, 46, 5151-5153 | ||
| CH3CH2CF2H | C3 H6 F2 | not reported | -120 | dt | 57, 17.5 | Guide to F NMR for Org Chemists | ||
| 1,1,2-Trifluoroethane | C2 H3 F3 | not reported | -121, -239 | 46, 18, 14, 7, 3.5 | Guide to F NMR for Org Chemists | |||
| Me3Si-CF2CF2CF3 | C6 H9 F7 Si | CDCl3 | -124.1 | s | 0 | J. Org. Chem. 1991, 56, 984-989 | ||
| Fmoc-beta- fluoroalanine | C18 H15 N O4 F2 | CD3OD | -126.15 | ddd | 279.7, 56.8, 7.1 | Org. Lett. 2007, 9, 41–44 | Fluorinated Alanine Derivative | |
| [Ph3P-F]+ | C18 H15 F | CD2Cl2 | -128.1 | d | 997 | Chem. Sci. 2015, 6, 2016-2021 | ||
| Me3Si-CF2CF2CF3 | C6 H9 F7 Si | CDCl3 | -129.7 | s | 0 | J. Org. Chem. 1991, 56, 984-989 | ||
| Me3Si-CF2CF3 | C5 H9 F5 Si | n-hexane | -131.9 | s | 0 | Ang. Chem. Int. Ed. 2019, 58, 14633-14638 | C-F and Si-F coupling constants reported | |
| C2F4 | C2 F4 | acetone-d6 | -133.8 | s | 0 | Can. J. Chem. 2004, 82, 1186-1191 | ||
| perfluorocyclobutane | C4 F8 | CDCl3 | -134 | s | 0 | J. Fluorine Chem. 2016, 127, 79-84. | ||
| perfluorocyclobutane | C4F8 | acetone-d6 | -135.5 | s | 0 | Can. J. Chem. 2004, 82, 1186-1191 | ||
| CH2F2 | CH2F2 | not reported | -148 | t | 50 | Guide to F NMR for Org Chemists | ||
| [NBu4][HF2] | C16H37F2N | CD2Cl2 | -151.5 | d | 123 | J. Fluorine. Chem. 2006, 127, 920-923 | ||
| perfluorocyclopropane | C3F6 | CH3CN | -156.5 | s | J. Fluorine Chem. 2000, 106, 217-221 | |||
| cyclobutyl fluoride | C4H7F | CDCl3 | -160 | dm | 55 | Guide to F NMR for Org Chemists | ||
| Me3Si-F | C3F9FSi | CDCl3 | -160.5 | decet | 7.3 | Inorg. Chem. 1988, 27, 2913-2916 | ||
| hexafluorobenzene | C6F6 | not reported | -162 | s | 0 | Guide to F NMR for Org Chemists | ||
| CH2=CHCFHCH3 | C4H7F | not reported | -170 | dm | 48 | Guide to F NMR for Org Chemists | ||
| 2-fluoropentane | C5H11F | CD2Cl2 | -172.8 | m | 0 | J. Org. Chem. 1980, 45, 3476-3483 | ||
| 3-fluoropentane | C5H11F | CD2Cl2 | -182.7 | m | 0 | J. Org. Chem. 1980, 45, 3476-3483 | ||
| (2S, 3 R) 3-fluoro-D-aspartic acid | D2O+ DCl | -196.6 | dd | 29, 44 | https://doi.org/10.1016/0040-4039(96)01044-1 | Fluorinated Aspartic Acid Derivative | ||
| (2S, 3 S) 3-fluoro-D-aspartic acid | D2O+ DCl | -198.5 | dd | 29, 48 | https://doi.org/10.1016/0040-4039(96)01044-1 | Fluorinated Aspartic Acid Derivative | ||
| Me3Si-(CF(CF3)2) | C6H9F7Si | CDCl3 | -208.11 | m | 0 | Tet. Lett. 2001, 42, 3267-3269 | ||
| CH3-CH2F | C2H5F | CD2Cl2 | -211.5 | td | 48.5, 25 | J. Org. Chem. 1980, 45, 3476-3483 | ||
| Fluoroethane | C2H5F | not reported | -212 | 48.5, 27 | Guide to F NMR for Org Chemists | pg 77 | ||
| cyclopropyl fluoride | C3H5F | not reported | -213 | ddd | 65, 22, 10 | Guide to F NMR for Org Chemists | ||
| 1,2-Difluoroethane | C2H4F2 | not reported | -226 | 45, 17 | Guide to F NMR for Org Chemists | pg 77 | ||
| Cbz-(2R)-3-flluoroalanine | C11H12F1N1O4 | CDCl3 | -229.7 to -231.3 | m | 0 | Org. Lett. 2006, 8(25), 5849-5852 | Fluorinated Alanine Derivative | |
| Cbz-(2S)-3-flluoroalanine | C11H12F1N1O4 | CDCl3 | -229.8 to -231.3 | m | 0 | Org. Lett. 2006, 8(25), 5849-5852 | Fluorinated Alanine Derivative | |
| CH3F | CH3F | CH2Cl2 | -268 | q | 46 | Guide to F NMR for Org Chemists |