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[ CAS No. 65039-08-9 ] {[proInfo.proName]}

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Chemical Structure| 65039-08-9
Chemical Structure| 65039-08-9
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Product Details of [ 65039-08-9 ]

CAS No. :65039-08-9 MDL No. :MFCD03427610
Formula : C6H11BrN2 Boiling Point : -
Linear Structure Formula :[CH3C3H3N2CH2CH3]Br InChI Key :GWQYPLXGJIXMMV-UHFFFAOYSA-M
M.W : 191.07 Pubchem ID :2734235
Synonyms :

Calculated chemistry of [ 65039-08-9 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 9
Num. arom. heavy atoms : 5
Fraction Csp3 : 0.5
Num. rotatable bonds : 1
Num. H-bond acceptors : 0.0
Num. H-bond donors : 0.0
Molar Refractivity : 43.02
TPSA : 8.81 ?2

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) : -6.46 cm/s

Lipophilicity

Log Po/w (iLOGP) : -2.76
Log Po/w (XLOGP3) : 1.41
Log Po/w (WLOGP) : -2.66
Log Po/w (MLOGP) : 0.84
Log Po/w (SILICOS-IT) : 0.26
Consensus Log Po/w : -0.58

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.26
Solubility : 1.05 mg/ml ; 0.00552 mol/l
Class : Soluble
Log S (Ali) : -1.2
Solubility : 12.1 mg/ml ; 0.0632 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -0.71
Solubility : 37.6 mg/ml ; 0.197 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.43

Safety of [ 65039-08-9 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 65039-08-9 ]

* 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.

  • Downstream synthetic route of [ 65039-08-9 ]

[ 65039-08-9 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 65039-08-9 ]
  • [ 90076-65-6 ]
  • [ 174899-82-2 ]
YieldReaction ConditionsOperation 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, .

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[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
  • 2
  • [ 554-95-0 ]
  • [ 6147-53-1 ]
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  • [ 951026-20-3 ]
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  • [ 376-73-8 ]
  • [ 6147-53-1 ]
  • [ 65039-08-9 ]
  • [ 174899-82-2 ]
  • [1-ethyl-3-methylimidazolium]2[Co3(H2O)4(hexafluoroglutarate)4] [ No CAS ]
  • 4
  • [ 377-38-8 ]
  • [ 6147-53-1 ]
  • [ 65039-08-9 ]
  • [ 174899-82-2 ]
  • [1-ethyl-3-methylimidazolium]2[Co(H2O)2(tetrafluorosuccinate)2] [ No CAS ]
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