Online Demo Results
-
Value 73–76 °C
-
Value 46–48 °C
-
Value 74–76 °C
-
Value 37–38 °C
-
Value 84–86 °C
-
Nucleus 13C Frequency 125.75 MHz Solvent CDCl3 Shifts 161.5 ( d 242 Hz ), 153.4, 142.0 ( d 9.5 Hz ), 138.7, 137.6 ( d 15.3 Hz ), 136.8, 128.6, 128.0 ( d 1.9 Hz ), 127.0, 126.9, 126.1 ( d 2.9 Hz ), 119.6, 111.6, 110.6 ( d 42.9 Hz ), 70.7 Value 67–69 °C
-
Nucleus 19F Frequency 100 MHz Solvent CDCl3 Shifts –84.8 ( d 1.5 Hz ) Nucleus 1H Frequency 500 MHz Solvent CDCl3 Shifts 8.01–7.98 ( multiple peaks 3H ), 7.53–7.49 ( multiple peaks 3H ), 7.29 ( dd 1H 9.5 , 2.0 Hz ) Nucleus 13C Frequency 175.95 MHz Solvent CDCl3 Shifts 166.7 ( d 245 Hz ), 159.2 ( d 3.5 Hz ), 135.1 ( d 2.1 Hz ), 130.2, 129.5 ( d 7.6 Hz ), 129.0, 127.0, 116.1 ( d 33.4 Hz ) Peaks 1584 cm–1, 1556 cm–1, 1450 cm–1, 1427 cm–1, 1278 cm–1, 1108 cm–1, 852 cm–1, 778 cm–1, 739 cm–1 Value 129–131 °C
-
Value 47–48 °C
These chemical names were found in the document but were not found to have any associated spectra or properties. There is a higher chance of false positives amongst these names.
| publisher | American Chemical Society |
|---|---|
| doi | 10.1021/acs.joc.5b02075 |
| title | Anhydrous Tetramethylammonium Fluoride for Room-Temperature SNAr Fluorination |
| published_date | 2015-12-09T00:00:00 |
| filename | 91a34bdb-ba93-4833-b344-91857404f3f2.html |
| authors | Sydonie D. Schimler, Sarah J. Ryan, Douglas C. Bland, John E. Anderson, Melanie S. Sanford |
| NMe4F | nitroarenes using anhydrous tetramethylammonium fluoride |
|---|---|
| anh | anhydrous |
| TBACN | tetrabutylammonium cyanide |
| NHCs | N - heterocyclic carbenes |
| anh | and Marshall have reported that NMe4F |
| i.e | initially examined at 140 ° C |
| COM | cost of manufacturing |
| anh | and 5d with CsF and NMe4F |
| anh | and nitroarenes react with NMe4F |
| anh | analysis projects that NMe4F |
| ppm | parts per million |
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"names": [
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"names": [
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{
"labels": [
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"names": [
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"smiles": "FC1=NC=CN=C1"
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{
"labels": [
"23"
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"names": [
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"smiles": "FC1=NC=CC=C1Cl"
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{
"labels": [
"24"
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"names": [
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"smiles": "FC1=NC=C(C=C1)I"
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{
"labels": [
"25"
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"names": [
"2-Fluoro-5-nitropyridine"
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"smiles": "FC1=NC=C(C=C1)[N+](=O)[O-]"
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{
"labels": [
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"names": [
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{
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"28"
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"labels": [
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{
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"30"
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"names": [
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"smiles": "FC1=CC=C(C(=O)OCC)C=C1"
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"31"
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{
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{
"names": [
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"MF"
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{
"names": [
"fluoride",
"Fluoride"
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{
"names": [
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{
"names": [
"pp 12137–12145"
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{
"names": [
"aryl-F"
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{
"names": [
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{
"names": [
"Fluorinated arenes"
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{
"names": [
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{
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"hydrogen"
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"smiles": "[H]*"
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{
"names": [
"C–F"
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"smiles": "CF"
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{
"names": [
"heteroaryl fluorides"
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{
"names": [
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},
{
"names": [
"DiMagno"
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},
{
"names": [
"tetrabutylammonium fluoride"
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"smiles": "[F-].C(CCC)[N+](CCCC)(CCCC)CCCC"
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{
"names": [
"hexafluorobenzene"
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"smiles": "FC1=C(C(=C(C(=C1F)F)F)F)F"
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{
"names": [
"chloro-"
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"smiles": "Cl*"
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{
"names": [
"fluorides"
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},
{
"names": [
"acyl azolium fluorides"
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},
{
"names": [
"NMe4Cl"
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},
{
"names": [
"NMe4OH"
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{
"names": [
"fluoroarene"
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},
{
"names": [
"phenols"
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},
{
"names": [
"aryl fluorides"
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},
{
"names": [
"chloropicolinates"
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},
{
"names": [
"(hetero)aromatic"
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},
{
"names": [
"5-chloropicolinate"
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"smiles": "ClC=1C=CC(=NC1)C(=O)[O-]"
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{
"names": [
"fluoropicolinate"
],
"smiles": "FC=1C(=NC=CC1)C(=O)[O-]"
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{
"names": [
"carboxylic acid"
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{
"names": [
"2-CO2H"
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{
"names": [
"isopropyl ether 1-iPrO"
]
},
{
"names": [
"CH3F"
],
"smiles": "CF"
},
{
"names": [
"acyl azolium fluoride"
]
},
{
"names": [
"NMe4F·4H2O"
]
},
{
"names": [
"H2O"
],
"smiles": "O"
},
{
"names": [
"Bifluoride"
],
"smiles": "F[H-]F"
},
{
"names": [
"CH2Cl2"
]
},
{
"names": [
"2-substituted-benzonitrile substrates"
]
},
{
"names": [
"aryl iodides"
]
},
{
"names": [
"nitrite"
],
"smiles": "N(=O)[O-]"
},
{
"names": [
"2-chloro"
]
},
{
"names": [
"2-bromo"
]
},
{
"names": [
"2-iodo"
]
},
{
"names": [
"2-fluoropyridine"
],
"roles": [
"product"
],
"smiles": "FC1=NC=CC=C1"
},
{
"names": [
"(hetero)aryl triflates"
]
},
{
"names": [
"triflate"
],
"smiles": "[O-]S(=O)(=O)C(F)(F)F"
},
{
"names": [
"2-bromopyridine"
],
"smiles": "BrC1=NC=CC=C1"
},
{
"names": [
"2-halopyridines"
]
},
{
"names": [
"monochloropicolinates"
]
},
{
"names": [
"dichloropicolinates"
]
},
{
"names": [
"dichloropicolinate"
],
"smiles": "ClC1=C(C(=NC=C1)C(=O)[O-])Cl"
},
{
"names": [
"chloride"
],
"smiles": "[Cl-]"
},
{
"names": [
"Chloroquinoline, chloroisoquinoline"
]
},
{
"names": [
"chloropyridazine"
],
"smiles": "ClC=1N=NC=CC1"
},
{
"names": [
"Methoxy, cyano"
]
},
{
"names": [
"trifluoromethyl"
],
"smiles": "FC(F)(F)*"
},
{
"names": [
"2- and 4-fluorobenzonitrile"
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},
{
"names": [
"ethyl 4-chlorobenzoate"
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"smiles": "ClC1=CC=C(C(=O)OCC)C=C1"
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{
"names": [
"4-chlorobenzophenone"
],
"smiles": "ClC1=CC=C(C(=O)C2=CC=CC=C2)C=C1"
},
{
"names": [
"3–10-fold"
]
},
{
"names": [
"1H and 13C"
]
},
{
"names": [
"1H δ"
]
},
{
"names": [
"diphenyl"
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"smiles": "c1ccc(cc1)c2ccccc2"
},
{
"names": [
"dimethyl polysiloxane"
]
},
{
"names": [
"Helium"
],
"smiles": "[He]"
},
{
"names": [
"N,N-dimethylformamide"
],
"smiles": "CN(C=O)C"
},
{
"names": [
"Isopropyl chloroarylpicolinates"
]
},
{
"names": [
"2-Cyanophenyl trifluoromethanesulfonate, pyridine-2-yl trifluoromethanesulfonate"
]
},
{
"names": [
"P2O5"
]
},
{
"names": [
"N2"
],
"smiles": "N#N"
},
{
"names": [
"magnesium sulfate"
],
"smiles": "S(=O)(=O)([O-])[O-].[Mg+2]"
},
{
"names": [
"silica gel"
],
"smiles": "O=[Si]=O"
},
{
"names": [
"diethyl ether"
],
"smiles": "C(C)OCC"
},
{
"names": [
"C15H15FNO2"
]
},
{
"names": [
"nitrogen"
],
"smiles": "[N]"
},
{
"names": [
"Silica"
],
"smiles": "O=[Si]=O"
},
{
"names": [
"isopropyl 5-chloro-6-(p-chlorophenyl)picolinate"
],
"smiles": "ClC=1C=CC(=NC1C1=CC=C(C=C1)Cl)C(=O)OC(C)C"
},
{
"names": [
"C15H14ClFNO2"
]
},
{
"names": [
"isopropyl 5-chloro-6-(p-methoxyphenyl)picolinate"
],
"smiles": "ClC=1C=CC(=NC1C1=CC=C(C=C1)OC)C(=O)OC(C)C"
},
{
"names": [
"C16H17FNO3"
]
},
{
"names": [
"isopropyl 4,5-dichloro-6-phenylpicolinate"
],
"smiles": "ClC1=CC(=NC(=C1Cl)C1=CC=CC=C1)C(=O)OC(C)C"
},
{
"names": [
"C15H14F2NO2"
]
},
{
"names": [
"isopropyl 4,5-dichloro-6-(p-chlorophenyl)picolinate"
],
"smiles": "ClC1=CC(=NC(=C1Cl)C1=CC=C(C=C1)Cl)C(=O)OC(C)C"
},
{
"names": [
"C15H13ClF2NO2"
]
},
{
"names": [
"isopropyl 4,5-dichloro-6-(p-methoxyphenyl)picolinate"
],
"smiles": "ClC1=CC(=NC(=C1Cl)C1=CC=C(C=C1)OC)C(=O)OC(C)C"
},
{
"names": [
"C16H16F2NO3"
]
},
{
"names": [
"2-chloroquinoline"
],
"smiles": "ClC1=NC2=CC=CC=C2C=C1"
},
{
"names": [
"4-chloro-7-(trifluoromethyl)quinoline"
],
"smiles": "ClC1=CC=NC2=CC(=CC=C12)C(F)(F)F"
},
{
"names": [
"1-chloroisoquinoline"
],
"smiles": "ClC1=NC=CC2=CC=CC=C12"
},
{
"names": [
"3-chloro-6-phenylpyridzaine"
]
},
{
"names": [
"2-chloro-3-(trifluoromethyl)pyridine"
],
"smiles": "ClC1=NC=CC=C1C(F)(F)F"
},
{
"names": [
"2-chloro-5-(trifluoromethyl)pyridine"
],
"smiles": "ClC1=NC=C(C=C1)C(F)(F)F"
},
{
"names": [
"2-chloro-4-cyanopyridine"
],
"smiles": "ClC1=NC=CC(=C1)C#N"
},
{
"names": [
"2-chloro-3-cyanopyridine"
],
"smiles": "ClC1=NC=CC=C1C#N"
},
{
"names": [
"2-chloro-5-cyanopyridine"
],
"smiles": "ClC1=NC=C(C=C1)C#N"
},
{
"names": [
"2-chloropyrazine"
],
"smiles": "ClC1=NC=CN=C1"
},
{
"names": [
"2-nitro-3-chloropyridine"
],
"smiles": "[N+](=O)([O-])C1=NC=CC=C1Cl"
},
{
"names": [
"2-chloro-5-iodopyridine"
],
"smiles": "ClC1=NC=C(C=C1)I"
},
{
"names": [
"2-chloro-5-nitropyridine"
],
"smiles": "ClC1=NC=C(C=C1)[N+](=O)[O-]"
},
{
"names": [
"2-chloro-5-bromopyridine"
],
"smiles": "ClC1=NC=C(C=C1)Br"
},
{
"names": [
"2,6-dichloropyridine"
],
"smiles": "ClC1=NC(=CC=C1)Cl"
},
{
"names": [
"2-chlorobenzonitrile"
],
"smiles": "ClC1=C(C#N)C=CC=C1"
},
{
"names": [
"3-chlorobenzonitrile"
],
"smiles": "ClC=1C=C(C#N)C=CC1"
},
{
"names": [
"4-chlorobenzonitrile"
],
"smiles": "ClC1=CC=C(C#N)C=C1"
},
{
"names": [
"ethyl 4-nitrobenzoate"
],
"smiles": "[N+](=O)([O-])C1=CC=C(C(=O)OCC)C=C1"
},
{
"names": [
"4-nitrobenzophenone"
],
"smiles": "[N+](=O)([O-])C1=CC=C(C(=O)C2=CC=CC=C2)C=C1"
},
{
"names": [
"OTf"
]
},
{
"names": [
"fluorine"
],
"smiles": "[F]"
},
{
"names": [
"aryl"
],
"roles": [
"product"
]
},
{
"names": [
"nitroarene"
]
},
{
"names": [
"aryl fluoride"
],
"roles": [
"product"
]
},
{
"names": [
"C6F6"
]
},
{
"names": [
"aryl chlorides"
]
},
{
"names": [
"aryl triflate"
]
},
{
"names": [
"aryl bromides"
]
},
{
"names": [
"aryl ether"
]
},
{
"names": [
"2-substituted pyridines"
]
},
{
"names": [
"2-nitropyridine"
],
"smiles": "[N+](=O)([O-])C1=NC=CC=C1"
},
{
"names": [
"aryl bromide"
]
},
{
"names": [
"halide"
]
},
{
"names": [
"nitro"
],
"smiles": "[N+](=O)([O-])*"
},
{
"names": [
"8-(benzyloxy)-2-chloroquinoline"
],
"smiles": "C(C1=CC=CC=C1)OC=1C=CC=C2C=CC(=NC12)Cl"
},
{
"names": [
"aryl chloride"
]
},
{
"names": [
"nitroarene substrate"
]
},
{
"names": [
"ethyl acetate"
],
"smiles": "C(C)(=O)OCC"
},
{
"names": [
"1H"
]
},
{
"names": [
"13C"
],
"smiles": "[13CH4]"
},
{
"names": [
"EtOAc"
]
},
{
"names": [
"aryl halides"
]
},
{
"names": [
"nitroarenes"
]
},
{
"names": [
"NO2"
],
"smiles": "O=[N+]=O"
},
{
"names": [
"Cl"
],
"smiles": "Cl"
},
{
"names": [
"Br"
],
"smiles": "Br"
},
{
"names": [
"dichloromethane"
],
"smiles": "ClCCl"
},
{
"names": [
"Teflon"
]
},
{
"names": [
"CDCl3"
]
},
{
"names": [
"DMSO"
],
"smiles": "C[S](C)=O"
},
{
"names": [
"1,3,5-trifluorobenzene"
],
"smiles": "FC1=CC(=CC(=C1)F)F"
},
{
"names": [
"toluene"
],
"smiles": "C1(=CC=CC=C1)C"
},
{
"names": [
"DMF"
],
"smiles": "CN(C)C=O"
},
{
"names": [
"Et2O"
]
},
{
"names": [
"1H, 13C"
]
},
{
"names": [
"[ M + H]+ calcd"
]
},
{
"names": [
"hexanes"
],
"smiles": "CCCCCC"
},
{
"names": [
"CsF"
],
"smiles": "CC(=O)N[C@@H]1[C@@H](O)[C@@H](F)C(O[C@H]1[C@H](O)[C@H](O)CO)(O[P](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N3C=CC(=NC3=O)N)C(O)=O"
},
{
"names": [
"19F"
]
}
]
}
]