[ CAS No. 174899-82-2 ] {[proInfo.proName]}

Name: 174899-82-2|1-ethyl-3-methylimidazolium bis((trifluoromethyl)sulfonyl)imide|98%
Brand: Ambeed
SKU: A818722
Price: 8.0 USD
Availability: InStock
Rating: 92 (26 reviews)

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Cat. No.: {[proInfo.prAm]}

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Quality Control of [ 174899-82-2 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 174899-82-2 ]

SDS Specification

Alternatived Products of [ 174899-82-2 ]

Product Details of [ 174899-82-2 ]

CAS No. :	174899-82-2	MDL No. :	MFCD03788927
Formula :	C₈H₁₁F₆N₃O₄S₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	LRESCJAINPKJTO-UHFFFAOYSA-N
M.W :	391.31	Pubchem ID :	11731903
Synonyms :

Calculated chemistry of [ 174899-82-2 ]

Physicochemical Properties

Num. heavy atoms :	23
Num. arom. heavy atoms :	5
Fraction Csp3 :	0.62
Num. rotatable bonds :	5
Num. H-bond acceptors :	11.0
Num. H-bond donors :	0.0
Molar Refractivity :	67.49
TPSA :	93.85 Å²

Pharmacokinetics

GI absorption :	Low
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-7.44 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.0
Log Po/w (XLOGP3) :	1.76
Log Po/w (WLOGP) :	6.07
Log Po/w (MLOGP) :	0.24
Log Po/w (SILICOS-IT) :	0.26
Consensus Log Po/w :	1.67

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	1.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-3.21
Solubility :	0.244 mg/ml ; 0.000623 mol/l
Class :	Soluble
Log S (Ali) :	-3.35
Solubility :	0.175 mg/ml ; 0.000448 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-0.71
Solubility :	77.0 mg/ml ; 0.197 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.45

Safety of [ 174899-82-2 ]

Signal Word:	Danger	Class:	8,6.1
Precautionary Statements:	P260-P264-P270-P273-P280-P301+P330+P331+P310-P303+P361+P353+P310+P363-P304+P340+P310-P305+P351+P338+P310-P405-P501	UN#:	2922
Hazard Statements:	H301+H311-H314-H401	Packing Group:	Ⅲ
GHS Pictogram:

Application In Synthesis of [ 174899-82-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 174899-82-2 ]
Downstream synthetic route of [ 174899-82-2 ]

[ 174899-82-2 ] Synthesis Path-Upstream 1~1

1
[ 174899-82-2 ]
[ 616-47-7 ]
[ 1072-62-4 ]
[ 7098-07-9 ]
[ 693-98-1 ]

Reference： [1] Australian Journal of Chemistry, 2004, vol. 57, # 2, p. 145 - 147

[ 174899-82-2 ] Synthesis Path-Downstream 1~56

1
[ 7098-07-9 ]
[ 537031-78-0 ]
[ 174899-82-2 ]

Reference： [1]Chemical Communications,2003,p. 2334 - 2335

2
[ 65039-08-9 ]
[ 90076-65-6 ]
[ 174899-82-2 ]

Yield	Reaction Conditions	Operation in experiment
87.1%	In water; at 60℃; for 2h;	2. Put 200g lithium bistrifluoromethylsulfonimide, 152g 1-ethyl-3-methylimidazole bromide salt and 400g pure water into the reactor,Warm to 60 , react for 2h,After standing for a while, 283 g of crude 1-ethyl-3-methylimidazole bistrifluoromethylsulfonimide salt was obtained. 3. Wash three times with pure water to obtain 251g of pure 1-ethyl-3-methylimidazole bistrifluoromethylsulfonimide salt.Distill it on a rotary evaporator under reduced pressure for 2h,Keep the temperature at 80 , remove most of the water,Finally, it is dried in a vacuum oven at 110 C for 12h.237 g of 1-ethyl-3-methylimidazole bistrifluoromethylsulfonimide was obtained. The purity of the product detected by liquid chromatography was 99.23%, and the yield was 87.1%;Ion chromatography detection: halogen ion 450ppm;ICP detection: Fe ion <1ppm, Pb ion <1ppm.
86%	In water; at 20℃; for 2h;Heating / reflux;	9.40 g of methylimidazole (0.115 mol) in 50 ml of ethyl acetate is introduced into a 500 ml three-necked flask equipped with a condenser. 14.25 g of ethyl bromide (0.126 mol) is added dropwise at ambient temperature. Then, the mixture is left for two hours under reflux before being extracted by three times 25 ml of ethyl acetate. The product is dried under vacuum at 70 C. for thirty minutes; this is ethylmethylimidazolium bromide. NMR 1H: (200 MHz, CD3CN): delta 9.42 (t, 1H, Ha); 7.63 (d, 1H, Hb); 7.55 (d, 1H, Hc); 3.93 (s, 3H, Hd); 4.28 (q, 2H, He); 1.50 (t, 3H, Hf) This product is added dropwise at ambient temperature to a mixture containing 50 ml of water and 31.37 g of lithium bis(trifluorosulphonyl)imide (0.109 mol). Then the mixture is stirred for two hours under reflux. The product is then extracted with three times 20 ml of dichloromethane before being evaporated under vacuum at 70 C. for 30 minutes. The overall yield is 86%. NMR 1H: (200 MHz, CD3CN): delta 8.46 (s, 1H, Ha); 7.42 (s, 1H, Hb); 7.37 (s, 1H, Hc); 3.93 (s, 3H, Hd); 4.28 (q, 2H, He); 1.50 (t, 3H, Hf)
	In water; at 70℃; for 24h;pH 6.0;	General procedure: The respective halide IL was dissolved in deionized water (pH =6) and after an equimolar amount of LiNTf2 in water had been added dropwise, the reaction mixture was stirred for 1 day at 70 C. Then CH2Cl2 was added and the aqueous phase was removed. The organic phase was washed halide-free with deionized water (AgNO3 test). The solution was filtered over a column filled with neutral Al2O3 and activated charcoal. The organic solvent was removed under reduced pressure and the reaction product finally dried under dynamic vacuum for 1-2 days at 80-90 C.

383.5 g

In water;

Step 1: Take 287.1g of lithium bis (trifluoromethanesulfonyl) imide (LiTFSI) completely dissolved in water to form an aqueous solution with a mass percentage concentration of 50%; Step 2: 191.1 g of 1-ethyl-3-methylimidazolium bromide (EMIBr) was completely dissolved in water to form an aqueous solution having a mass percentage concentration of 50% Step 3: mixing the aqueous solution products obtained in steps 1 and 2 to obtain a crude product; Step 4: The crude product is obtained in step 3, washed with water for 2 times, emulsified by heating and stirring, and heated to 60 DEG C for demulsification, and then high purity product is obtained after liquid separation; Step 5: The high-purity product obtained in Step 4 was vacuum-dried at 100 C for 8 hours to obtain 383.5 g of colorless liquid EMI · TFSI product (melting point: about -15 C), purity: 99.95%, water content: 80 ppm, .

Reference： [1]Inorganic Chemistry,2018,vol. 57,p. 2314 - 2319
[2]Organic and Biomolecular Chemistry,2008,vol. 6,p. 2522 - 2529
[3]Organic Letters,2009,vol. 11,p. 1523 - 1526
[4]Chemical Communications,2010,vol. 46,p. 1488 - 1490
[5]Molecules,2011,vol. 16,p. 5963 - 5974
[6]Angewandte Chemie - International Edition,2012,vol. 51,p. 11483 - 11486
Angew. Chem.,2012,vol. 124,p. 11650 - 11654,5
[7]Organic and Biomolecular Chemistry,2013,vol. 11,p. 2534 - 2542
[8]Patent: CN110878053,2020,A .Location in patent: Paragraph 0064; 0066
[9]Patent: US2007/7137,2007,A1 .Location in patent: Page/Page column 4
[10]Chemical Communications,2017,vol. 53,p. 11154 - 11156
[11]Chemical Communications,2008,p. 4939 - 4941
[12]Analytical Chemistry,2004,vol. 76,p. 2773 - 2779
[13]Journal of the American Chemical Society,2005,vol. 127,p. 4976 - 4983
[14]Journal of Materials Chemistry,2006,vol. 16,p. 1475 - 1482
[15]Chemical Communications,2007,p. 2732 - 2734
[16]Electrochimica Acta,2010,vol. 55,p. 7145 - 7151
[17]Journal of Chemical and Engineering Data,2012,vol. 57,p. 875 - 881
[18]Science China Chemistry,2012,vol. 55,p. 1519 - 1524
[19]Journal of Molecular Liquids,2013,vol. 177,p. 361 - 368
[20]Inorganic Chemistry,2013,vol. 52,p. 13167 - 13178
[21]Dalton Transactions,2014,vol. 43,p. 568 - 575
[22]Macromolecules,2013,vol. 46,p. 9464 - 9472
[23]Journal of Molecular Liquids,2014,vol. 192,p. 191 - 198
[24]Physical Chemistry Chemical Physics,2014,vol. 16,p. 23233 - 23243
[25]Dalton Transactions,2016,vol. 45,p. 10151 - 10154
[26]Patent: CN105985277,2016,A .Location in patent: Paragraph 0029; 0030; 0031; 0032; 0033; 0034
[27]Journal of Chemical and Engineering Data,2018,vol. 63,p. 4484 - 4496

3
[ 174899-82-2 ]
ethyl bis(trifluoromethanesulfonyl)imide [ No CAS ]
[ 616-47-7 ]
[ 7098-07-9 ]
[ 537031-78-0 ]

Reference： [1]Australian Journal of Chemistry,2004,vol. 57,p. 145 - 147

4
[ 174899-82-2 ]
[ 616-47-7 ]
[ 1072-62-4 ]
[ 7098-07-9 ]
[ 693-98-1 ]

Reference： [1]Australian Journal of Chemistry,2004,vol. 57,p. 145 - 147

5
[ 616-47-7 ]
[ 74-96-4 ]
[ 90076-65-6 ]
[ 174899-82-2 ]

Reference： [1]Tetrahedron Letters,2007,vol. 48,p. 1553 - 1557
[2]Journal of Organic Chemistry,2007,vol. 72,p. 7790 - 7793

6
1-ethyl-3-methylimidazolium bromide [ No CAS ]
[ 174899-82-2 ]

Yield	Reaction Conditions	Operation in experiment
95%	With bis(trifluoromethane)sulfonimide lithium; In acetone; for 24h;	79 g of 1-ETHYL-3-METHYLIMIDAZOLIUM bromide was added to 250 ml of acetone, and 76 G (1.1 eq. ) of lithium bis (trifluorosulfonyl) imide was added thereto and reacted for 24 hours, followed by filtering the reactant solution to remove salts. The resulting filtrate was distilled to remove acetone, giving an unpurified 1-ETHYL-3-METHYLIMIDAZOLIUM bis (trifluorosulfonyl) imide ionic liquid. To the unpurified 1-ethyl-3-methylimidazolium bis (TRIFLUOROSULFONYL) imide ionic liquid was added a mixed solution of ionic water and methyl alcohol (1V/3V) to prepare a product having a concentration of about 50%, followed by transferring to a reflux device of the continuous distillation extraction apparatus. Then, methylene chloride was added to a receiver (3V/W) and REFLUXED at 39 No. 40 C for about 12 hours. Then, the methylene chloride solution was collected from the receiver OF THE CONTINUOUS DISTILLATION E) DRACTION APPARATUS AND METHYLENE CHLORIDE WAS DISTILLED TO BE REMOVED, FOLLOWEA BY DRYING UNDER reduced pressure at 60C for 76 hours to remove water, thereby acquiring 1- ethyl-3-methylimidazolium bis (trifluorosulfonyl) imide ionic liquid. Yield : 100 g (95%), residual bromide ions: 2-100 ppm (before purification : 100 ppm), residual . SODIUM IONS : 1-5 PPM (BEFORE PURIFICATION : 30 PPM), , water: 200 ppm. To achieve high purity ionic liquids, the obtained 1-ethyl-3- METHYLIMIDAZOLIUM bis (TRIFLUOROUSDULFONYL) IMIDE IONIC LIQUID WAS REPEAUDLY PURIFIED. Yield : 99 g (99%), residual chloride ion : 1 ppm (before repeated cycles of PURIFICATION: 2 No. 20 PPM), RESIDUAL SODIUM IONS > 3 ppm (before repeated cycles of purification : 1-5 PPM), WATER : 200 ppm.

Reference： [1]Patent: WO2004/80974,2004,A1 .Location in patent: Page 15-16

8
[ 554-95-0 ]
[ 6147-53-1 ]
[ 65039-08-9 ]
[ 174899-82-2 ]
[ 951026-20-3 ]

Reference： [1]Journal of the American Chemical Society,2007,vol. 129,p. 10334 - 10335

9
[ 366-18-7 ]
[ 554-95-0 ]
[ 6147-53-1 ]
[ 174899-82-2 ]
(EMIm)[Co₂(trimesate)₄H₇(2,2′-bipyridyl)₂] [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2007,vol. 129,p. 10334 - 10335

10
[ 554-95-0 ]
[ 6147-53-1 ]
[ 174899-82-2 ]
Co₅(OH)2(OAc)8(H₂O)x [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2007,vol. 129,p. 10334 - 10335

11
[ 83978-39-6 ]
[ 174899-82-2 ]
[ 940301-63-3 ]

Yield	Reaction Conditions	Operation in experiment
81%	Product distribution / selectivity;	To 48.75 g (0.097 mol) of tris(diethylamino) n-butylaminophosphonium iodide obtained in B(h), an aqueous solution dissolving 28.7 g (0.100 mol) of LiTFSI in 200 ml of ultrapure water was added, and then the resultant mixture was stirred at 50C for 3 days. The resulting salt was extracted with 100 ml of CH2Cl2, and the water layer was further extracted with 50 ml of CH2Cl2. After five times of washing with ultrapure water, the resulting extracted solution was concentrated with a rotary evaporator and vacuum-dried at 90C, and then passed through an alumina column (developing solvent: CH2Cl2). The extracted solution was concentrated again with a rotary evaporator and vacuum-dried at 90C so as to obtain 54.59 g of a product; the yield was 85.8%. The resulting compound was identified with a nuclear magnetic resonance analyzer (BRUKER Ultra Shield 300 NMR Spectrometer, manufactured by BRUKER Limited.). The resulting spectral data are shown below. 1H-NMR (300 MHz, solvent: CDCl3, standard substance: tetramethylsilane) delta 3.14 (m, 12H) 2.99 (m, 4H) 1.54 (m, 4H) 1.33 (m, 4H) 1.22 (t, 18H) 0.97 (t, 6H) 19F-NMR (282 MHz, solvent: CDCl3, standard substance: CF3Cl) delta -78.75 (s, 6F) 31P-NMR (121 MHz, solvent: CDCl3, standard substance: triphenylphosphine) delta 43.85 (m, 1P) The structural formula is shown below (in the formula, the dashed lines show a conjugated structure). [Show Image] The melting point was measured with a differential scanning calorimeter (DSC8230, manufactured by Shimadzu Corp.). The melting point was 25.4C. The thermal decomposition temperature was measured with a thermal gravimetry analyzer (TG8120, manufactured by Rigaku Corp.). The 5% weight-loss temperature measured at a temperature rise rate of 10C/min was 362.5C. The electrical conductivity as measured with the AC impedance method (Electrochemical Measurement System HZ-3000, manufactured by Hokuto Denko Corp.) was 0.0642 Sm-1 at 50C. The potential window was -0.1 V to 4.8 V with respect to Li/Li+, which was obtained from a cyclic voltammogram measured with the Electrochemical Measurement System HZ-3000 manufactured by Hokuto Denko Corp. using Pt for a working electrode and a counter electrode and Li for a reference electrode. A CV curve of tris(diethylamino)di-n-butylaminophosphonium bistrifluoromethane sulfonylimide is shown in FIG. 3. To 3.8 g (0.0058 mol) of tris(diethylamino)di-n-butylaminophosphonium bistrifluoromethane sulfonyl imide, an aqueous solution dissolving 5 g of NaOH in 20 ml of H2O was added, and then the resulting reaction mixture was stirred at 50C for 14 hours. Subsequently, 50 ml of CH2Cl2 were added to the reaction mixture, and the resultant solution was separated. The organic layer was washed with 30 ml of ultrapure water three times, vacuum-concentrated, and vacuum-dried at 80C so as to obtain 3.7 g of a product; the yield was 96%. A similar experiment was carried out using ethylmethylimidazolium bistrifluoromethane sulfonylimide; the yield was 81 %.

Reference： [1]Patent: EP1956026,2008,A1 .Location in patent: Page/Page column 41; 42

12
[ 945614-34-6 ]
[ 65039-09-0 ]
[ 60-29-7 ]
[ 75-00-3 ]
[ 174899-82-2 ]

Yield	Reaction Conditions	Operation in experiment
97.9%	at 80℃; for 3h;	A mixture of 1.32 g (9.0 mmol) of 1-ethyl-3-methylimidazolium chloride and 3.45 g (9.0 mmol) of triethyloxonium bis(trifluoromethylsulfonyl)imide from Example 3 is heated to 70-80 C. (temperature of the oil bath) and stirred for four hours under a nitrogen atmosphere. Volatile constituents are pumped off over the course of one hour under reduced pressure (7 Pa) at 70 C. (temperature of the oil bath), giving 3.45 g of a liquid. The yield of 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide is 97.9%, based on the 1-ethyl-3-methylimidazolium chloride employed. The product is investigated by NMR spectroscopy.1H NMR spectrum, ppm: 1.45 t (CH3); 3.83 s (CH3); 4.17 q (CH2); 7.37 m (CH); 7.43 m (CH); 8.57 br. s. (CH); 3JH,H=7.3 Hz.19F NMR spectrum, ppm: -78.91 s (CF3).

Reference： [1]Patent: US2009/36628,2009,A1 .Location in patent: Page/Page column 13

13
[ 174899-82-2 ]
[ 1048670-57-0 ]
[ 1149760-68-8 ]

Reference： [1]European Journal of Organic Chemistry,2008,p. 2881 - 2886

14
[ 376-73-8 ]
[ 6147-53-1 ]
[ 65039-08-9 ]
[ 174899-82-2 ]
[1-ethyl-3-methylimidazolium]2[Co₃(H₂O)4(hexafluoroglutarate)4] [ No CAS ]

Reference： [1]Dalton Transactions,2009,p. 1131 - 1135

15
[ 377-38-8 ]
[ 6147-53-1 ]
[ 65039-08-9 ]
[ 174899-82-2 ]
[1-ethyl-3-methylimidazolium]2[Co(H₂O)2(tetrafluorosuccinate)2] [ No CAS ]

Reference： [1]Dalton Transactions,2009,p. 1131 - 1135

16
[ 852616-00-3 ]
[ 82113-65-3 ]
[ 174899-82-2 ]

Reference： [1]Journal of Fluorine Chemistry,2009,vol. 130,p. 1183 - 1191

17
[ 1202271-18-8 ]
[ 174899-82-2 ]
[ 1202271-19-9 ]

Yield	Reaction Conditions	Operation in experiment
90%	In diethyl ether;	Example 5: Synthesis of 1-Ethyl-3-methylimidazolium fluorobutylsulfonate; In a 100 ml Schlenkvessel 3,00 g (0,0075 mol) Tetrabutylammonium ^n fluorobutylsulfonate and the same amount diethyl ether is solved and 2,93 g (0,0075 mol) 1-Ethyl-3-methylimidazolium bis(trifluoromethyl-sulfonyl)imide is added. The organic phase with diethyl ether is separated and the remaining phase is washed with diethyl ether several times. Afterwards the <n="34"/>product is liberated from the solvent under reduced pressure and a clear yellow liquid is obtained.Yield: 1 ,8 g (0,0068 mol), 90%.NMR-Data: 1H-NMR (400 MHz, CDCI3): delta= 1 ,46 (t, H6, 3H, JH-H=7,20 HZ); 1 ,74 (m, H9, 2H); 1 ,86 (m, H8, 2H); 2,77 (t, H10, 2H, JH-H = 7,82 Hz); 3,93 (s, H1 , 3H); 4,24 (q, H5, 2H); 4,30 (t, H7, 1H, JH-H = 6,17 Hz); 4,42 (t, H7, 1 H, JH-H =5,97 Hz, JN-F = 41 ,36 Hz); 7,41 (s, H4, 1 H); 7,44 (s, H3, 1 H); 9,75 (s, H2, 1 H) ppm.15 13C-NMR (100 MHz, CDCI3): delta= 15,58 (C-6); 21 ,52 (C-9); 29,54; 29,74 (C- 8); 36,33 (C-1 ); 45,06 (C-5); 51 ,42 (C-10); 83,12; 84,75 (C-7); 121 ,9 (C-4); 124,3 (C-3), 137,6 (C-2) ppm. 19F-NMR (376 MHz, CDCI3): delta=-218,6 ppm.

Reference： [1]Patent: WO2009/152902,2009,A2 .Location in patent: Page/Page column 32-33

18
[ 174899-82-2 ]
[ 103816-76-8 ]

Reference： [1]Tetrahedron Letters,2010,vol. 51,p. 1976 - 1978

19
[ 65039-09-0 ]
[ 90076-65-6 ]
[ 174899-82-2 ]

Yield	Reaction Conditions	Operation in experiment
62%	In acetonitrile; at 20℃; for 48h;	The ionic liquid EMI?TFSI- was synthesized by a one step methathesis: 1-ethyl-3-methylimidazoliumchloride EMI?Cl- (1.465 g, 0.01 mol) and lithium bis(trifluoromethanesulfonyl)imide (LiTFSI) (2.871 g, 0.01 mol) were dissolved in acetonitrile intwo separate vials. An anion-exchange reaction occurred after adding slowly (drop bydrop) LiTFSI solution in a 10 mL round-bottom flask containing the EMI?Cl- solution,whereby the mixture was precipitated. Then, the reaction mixture was stirred at 500 rpm atroom temperature for 48 h. After removal of the solvent, the mixture was washedrepeatedly with water until the Cl- could not be detected by addition of AgNO3 solution.The organic phase was collected in a vial and was passed at least twice through Celitesilica column with ethyl acetate to completely remove Cl-. After removal of the solvent,the final product was dried under vacuum to give a yellowish liquid (2.347 g, 62 %).

Reference： [1]Journal of Solution Chemistry,2015,vol. 44,p. 2332 - 2343
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[7]Chemical Communications,2018,vol. 54,p. 409 - 412

20
C₇H₇N₂O₄^(1-)*C₁₂H₂₄KO₆⁽¹⁺⁾ [ No CAS ]
[ 174899-82-2 ]
[K(18C₆)₁][TFSA] [ No CAS ]

Reference： [1]Inorganica Chimica Acta,2010,vol. 363,p. 504 - 508

21
2C₇H₇N₂O₄^(1-)*C₁₂H₂₄BaO₆⁽²⁺⁾ [ No CAS ]
[ 174899-82-2 ]
2C₂F₆NO₄S₂^(1-)*C₁₂H₂₄BaO₆⁽²⁺⁾ [ No CAS ]

Reference： [1]Inorganica Chimica Acta,2010,vol. 363,p. 504 - 508

22
[ 936836-94-1 ]
[ 174899-82-2 ]
[ 1312355-38-6 ]

Reference： [1]Organometallics,2011,vol. 30,p. 3726 - 3731

23
[(R)-1,1'-binaphthyl-2,2'-diyl]chlorophosphite [ No CAS ]
[ 174899-82-2 ]
[1-ethyl-2-(1,1'-(R(a))-binaphthyl-2,2'-dioxyphosphino)-3-methylimidazolium] [bis(trifluoromethylsulfonyl)amide] [ No CAS ]

Reference： [1]Organometallics,2011,vol. 30,p. 3726 - 3731

24
[ 20667-12-3 ]
[ 174899-82-2 ]
[bis(1-ethyl-3-methylimidazol-2-ylidene)silver(I)] [bis(trifluoromethylsulfonyl)amide] [ No CAS ]

Reference： [1]Organometallics,2011,vol. 30,p. 3726 - 3731

25
[ 35935-34-3 ]
[ 90076-65-6 ]
[ 174899-82-2 ]

Reference： [1]Chemistry of Materials,2010,vol. 22,p. 1203 - 1208

26
[ 174899-82-2 ]
[ 1048670-57-0 ]

Reference： [1]Journal of Raman Spectroscopy,2011,vol. 42,p. 733 - 743
[2]Physical Chemistry Chemical Physics,2016,vol. 18,p. 17037 - 17043
[3]Journal of the American Chemical Society,2018,vol. 140,p. 16685 - 16696
[4]Journal of Physical Chemistry A,2019,vol. 123,p. 6342 - 6349

27
[ 174899-82-2 ]
[ 1048670-33-2 ]

Reference： [1]Journal of Raman Spectroscopy,2011,vol. 42,p. 733 - 743

28
[ 623-26-7 ]
[ 15226-74-1 ]
tin(IV) iodide [ No CAS ]
[ 174899-82-2 ]
[Co(1,4-dicyanobenzene)2(bis(trifluoromethylsulfonyl)imide)2][SnI(Co(CO)4)2]2 [ No CAS ]

Reference： [1]Dalton Transactions,2012,vol. 41,p. 8455 - 8459

29
[ 161282-96-8 ]
[ 174899-82-2 ]
[ 1389393-10-5 ]

Reference： [1]Inorganica Chimica Acta,2012,vol. 390,p. 8 - 11

30
[ 1422393-53-0 ]
[ 174899-82-2 ]
[ 1422393-54-1 ]

Reference： [1]Chemistry - A European Journal,2013,vol. 19,p. 1042 - 1057

31
[ 174899-82-2 ]
[ 189114-61-2 ]
[ 1422393-56-3 ]

Reference： [1]Chemistry - A European Journal,2013,vol. 19,p. 1042 - 1057

32
[ 174899-82-2 ]
[ 1333-74-0 ]

Reference： [1]Journal of Physical Chemistry B,2013,vol. 117,p. 6782 - 6788

34
[ 1600-27-7 ]
[ 63348-58-3 ]
[ 174899-82-2 ]
[bis(1,3-diethylimidazole-2-thione)mercury(II)chloride] [ No CAS ]

Reference： [1]Dalton Transactions,2013,vol. 42,p. 12908 - 12916

35
[ 1148-79-4 ]
[ 90076-65-6 ]
[ 174899-82-2 ]
[Li(2,6-bis(2-pyridyl)pyridine)][bis(trifluoromethylsulfonyl)imide] [ No CAS ]

Reference： [1]Inorganic Chemistry,2013,vol. 52,p. 13167 - 13178

36
[ 90076-65-6 ]
[ 145022-44-2 ]
[ 174899-82-2 ]

Reference： [1]Angewandte Chemie - International Edition,2013,vol. 52,p. 13392 - 13396
Angew. Chem.,2013,vol. 125,p. 13634 - 13638,5

37
[ 7585-39-9 ]
[ 174899-82-2 ]
C₄₂H₇₀O₃₅*C₂F₆NO₄S₂^(1-)*C₆H₁₁N₂⁽¹⁺⁾ [ No CAS ]

Reference： [1]Journal of Inclusion Phenomena and Macrocyclic Chemistry,2014,vol. 79,p. 319 - 327

38
uranyl(VI) nitrate [ No CAS ]
[ 78-50-2 ]
[ 7732-18-5 ]
octyl-(phenyl)-N,N-diisobutyl carbamoyl methylene phosphine oxide [ No CAS ]
[ 174899-82-2 ]
[UO₂(TOPO)₃NO₃NTf₂*2H₂O-H]⁺ [ No CAS ]
[UO₂(CMPO)₂(TOPO)NO_3*2H₂O]⁺ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With carbon dioxide; In acetonitrile; at 40℃; under 187519.0 Torr;Supercritical conditions; Flow reactor;	The stripping samples were obtained after extracting UO22+ from the aqueous phase by CMPOC2mimNTf2. The concentration of UO22+ was 0.004 mol L-1 in the C2mimNTf2 phase, which presented a light yellow resulting from the characteristic of the complex of UO22+ with CMPO. All stripping experiments were performed in a lab supercritical fluid extraction apparatus (100 mL, SEPAREX, France), the method of which was described elsewhere [23]. CO2 (99.95%, Reijiye, China) was used in all experiments. 0.5 mL C2mimNTf2 solution containing 0.004 mol L-1 of uranium was added in a 10-mL glass basket, which was fixed in the high-pressure extraction vessel with strong stirring. The stripping process was allowed to take place under dynamic extraction condition, in which the sc-CO2 and the modifier solution passed continuously through the extraction chamber. The flow rate of CO2 was fixed at 0.2 g min-1, and the modifier was the 0.05mol L-1 of TOPO-acetonitrile solution. When the stripping modus operandi was complete, the system was allowed to slowly depressurize and the IL sample was then removed from the cell and analyzed. The stripping efficiency was calculated based on the contents of UO22+ in the initial and the residue IL phases, which were analyzed by Inductively Coupled Plasma-Atomic Emission Spectrometer (ICP-AES, Leeman, USA) after microwave digestion. The mass spectra of the stripping product and the IL phases were measuredwith electrospray ionization (ESI/MS) on a Fourier transformion cyclotron resonance mass spectrometer, APEX IV (Bruker, Germany). After the stripping experiment, the extraction of UO22+ from the aqueous phase by the recovered IL phase was studied. 0.5 mL of the recovered C2mimNTf2 without addition of new CMPO and 0.5 mL of the aqueous solution containing 0.004 mol L-1 of UO2(NO3)2 were added into aplastic centrifuge tube, followed by vigorous shaking for 24 h. Then, the mixture was centrifuged (8000 r, 2 min) and the two phases were separated. The extraction efficiency was calculated based on the contents of UO22+ in the initial and the residual aqueous phases, which were analyzed by ICP- AES.

Reference： [1]Science China Chemistry,2015,vol. 58,p. 545 - 550

39
C₆H₁₁N₂⁽¹⁺⁾*0.5C₂H₃O₂^(1-)*0.5C₂F₆NO₄S₂^(1-) [ No CAS ]
[ 143314-17-4 ]
[ 174899-82-2 ]