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Chemical Structure| 88840-42-0 Chemical Structure| 88840-42-0
Chemical Structure| 88840-42-0

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Product Details of 1-Methyl-1-propylpiperidinium bromide

CAS No. :88840-42-0
Formula : C9H20BrN
M.W : 222.17
SMILES Code : CCC[N+]1(C)CCCCC1.[Br-]
MDL No. :MFCD17014743
InChI Key :CSANMXKHSHGXNC-UHFFFAOYSA-M
Pubchem ID :60196385

Safety of 1-Methyl-1-propylpiperidinium bromide

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of 1-Methyl-1-propylpiperidinium bromide

* 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 [ 88840-42-0 ]

[ 88840-42-0 ] Synthesis Path-Downstream   1~11

  • 1
  • [ 626-67-5 ]
  • [ 106-94-5 ]
  • [ 88840-42-0 ]
YieldReaction ConditionsOperation in experiment
98% In ethyl acetate; at 20.0℃; for 12.0h; step one:1.1 mol of bromopropane was added to 200 mL of ethyl acetate, and stirred at 20 C, 1 mol of N-methylpiperidine was slowly added dropwise, the dropping rate was 5.5 g/min, the reaction was stirred for 12 h, and suction filtration was carried out, and the solid phase separated was rinsed with acetone. After rinsing, vacuuming at 80 C for 6.5 hThe intermediate product is obtained; the conditions for acetone rinsing are:Rinsing 3 times, each time the amount of acetone is 0.8 mL/g based on the mass of the solid phase.The washing time was 0.55 s/mL in terms of the amount of acetone.
In acetonitrile; [10062] Preparation of 1-methyl, 1 -propyl-piperidinium fluoride. 1-methyl, 1 -propylpiperidinium bromide was synthesizedby adding 1-bromopropane (28.8 g, 0.21 mol) drop- wise into N-methylpiperidine (21.1 g, 0.21 mol) dissolved in acetonitrile (150 mL). The precipitated 1-methyl,1-propylpi- peridinium bromide was filtered, washed with acetonitrile (5x 10 mL) and dried in vaccum. 1-methyl, 1 -propylpiperidinium bromide (1 g, 5 mmol) was dissolved in H20 (20 mL) To this solution was added a solution ofAgF (0.51 g, 4 mmol) in H20 (20 mL) over 30 minutes, resulting in the precipitation of AgBr as a yellow solid. The mixture was filtered and the filtrate was dried on a rotary evaporator (keeping the temperature below 50 C.) to afford a white solid, hereafter designated MPPF. Yield 0.7 g, 4 mmol, 95%.
  • 4
  • [ 88840-42-0 ]
  • [ 90076-65-6 ]
  • [ 608140-12-1 ]
YieldReaction ConditionsOperation in experiment
97% In water; for 1.0h; Weigh 100 g of the intermediate product into 200 mL of water to dissolve.Add 130g of trifluoromethylsulfonimide lithium and stir for 1h.Extracted with 400 mL of organic solvent, and after separation, the organic phase was washed 5 times with water to a halogen-free ion.After washing, the finally obtained organic phase was steamed at 80 C for 6 h.Drying to obtain a product ionic liquid; the organic solvent is dichloromethane;Halogen-free ions were detected using AgNO3/HNO3.
  • 5
  • potassium (fluorosulfonyl)(pentafluoroethanesulfonyl)-imide [ No CAS ]
  • [ 88840-42-0 ]
  • [ 1252786-10-9 ]
  • 6
  • [ 88840-42-0 ]
  • [ 1426821-81-9 ]
  • 7
  • [ 88840-42-0 ]
  • 1-propyl-1-methylpiperidinium perchlorate [ No CAS ]
  • 8
  • [ 88840-42-0 ]
  • 1-methyl,1-propyl-piperidinium fluoride [ No CAS ]
YieldReaction ConditionsOperation in experiment
95% With silver fluoride; In water; for 0.5h; 10062] Preparation of 1-methyl, 1 -propyl-piperidinium fluoride. 1-methyl, 1 -propylpiperidinium bromide was synthesizedby adding 1-bromopropane (28.8 g, 0.21 mol) drop- wise into N-methylpiperidine (21.1 g, 0.21 mol) dissolved in acetonitrile (150 mL). The precipitated 1-methyl,1-propylpi- peridinium bromide was filtered, washed with acetonitrile (5x 10 mL) and dried in vaccum. 1-methyl, 1 -propylpiperidinium bromide (1 g, 5 mmol) was dissolved in H20 (20 mL) To this solution was added a solution ofAgF (0.51 g, 4 mmol) in H20 (20 mL) over 30 minutes, resulting in the precipitation of AgBr as a yellow solid. The mixture was filtered and the filtrate was dried on a rotary evaporator (keeping the temperature below 50 C.) to afford a white solid, hereafter designated MPPF. Yield 0.7 g, 4 mmol, 95%.
  • 9
  • [ 88840-42-0 ]
  • methylpropylpiperidinium hydroxide [ No CAS ]
  • 10
  • [ 88840-42-0 ]
  • [ 64-19-7 ]
  • N-methyl-N-propylpiperidinium acetate [ No CAS ]
YieldReaction ConditionsOperation in experiment
95% With sodium hydroxide; In water; General procedure: Ionic liquidswere prepared in a two-step reaction. The first stepwasobtaining appropriate bromides: N-methyl-N-propylpyrrolidinium bromide([MPPyrr][Br]), <strong>[88840-42-0]N-methyl-N-propylpiperidinium bromide</strong>([MPPip][Br]), N,N′-dimethyl-N-ethylpiperazinium bromide([DMEPpz][Br]) and N,N′-dimethyl-N-propylpiperazinium bromide([DMPPpz][Br]) according to the method described previously [46].The second stage was an anion exchange using ion exchange resin(Dowex 550A) by acid-base reactions [47]. Dowex resin was packedin a column (ca. 200ml)washedwith deionizedwater and treatedwiththe excess of the aqueous solution of NaOH. The excess of the NaOHwaswashed with deionized water to remove all unchanged ionic, the effectivenessof the OH- exchange was controlled by the conductivity measurementof the eluate. Then, aqueous pyrrolidinium, piperidinium ordimethylpiperazinium-based bromide solution was added to the column,the corresponding aqueous hydroxide solution was obtained andas an eluate was drop-wise added to the stoichiometric amounts ofthe acetate or lactate acid solution. Fig. 1 presents a schema of reactionsfor obtaining pyrrolidinium, piperidinium or dimethylpiperaziniumbasedionic liquids. After water vaporization on a rotating vacuumdrier, ionic liquids were dried under vacuum at 333 K (60 C) for 24 h.[MPPyrr][Br], [MPPip][Br], [DMEPpz][Br] and [DMPPpz][Br] were obtainedas white precipitate in high yield i.e. 95-98%. [MPPyrr][Ac] and[MPyrr][L] were obtained as colourless liquids. [MPPip][Ac], [MPPip][L], [DMEPpz][Ac], [DMEPpz][L], [DMPPpz][Ac] and [DMPPpz][L] wereobtained as white hygroscopic precipitate. The resulting ILs were obtainedin good yield i.e. 90-95%. The water content in the synthesizedILs was found to be less than 0.1 wt% asmeasured by Karl Fischer titrationmethod. The results of synthesis are listed in Table 2.
  • 11
  • [ 849585-22-4 ]
  • [ 88840-42-0 ]
  • N-methyl-N-propylpiperidinium lactate [ No CAS ]
YieldReaction ConditionsOperation in experiment
91% With sodium hydroxide; In water; General procedure: Ionic liquidswere prepared in a two-step reaction. The first stepwasobtaining appropriate bromides: N-methyl-N-propylpyrrolidinium bromide([MPPyrr][Br]), <strong>[88840-42-0]N-methyl-N-propylpiperidinium bromide</strong>([MPPip][Br]), N,N′-dimethyl-N-ethylpiperazinium bromide([DMEPpz][Br]) and N,N′-dimethyl-N-propylpiperazinium bromide([DMPPpz][Br]) according to the method described previously [46].The second stage was an anion exchange using ion exchange resin(Dowex 550A) by acid-base reactions [47]. Dowex resin was packedin a column (ca. 200ml)washedwith deionizedwater and treatedwiththe excess of the aqueous solution of NaOH. The excess of the NaOHwaswashed with deionized water to remove all unchanged ionic, the effectivenessof the OH- exchange was controlled by the conductivity measurementof the eluate. Then, aqueous pyrrolidinium, piperidinium ordimethylpiperazinium-based bromide solution was added to the column,the corresponding aqueous hydroxide solution was obtained andas an eluate was drop-wise added to the stoichiometric amounts ofthe acetate or lactate acid solution. Fig. 1 presents a schema of reactionsfor obtaining pyrrolidinium, piperidinium or dimethylpiperaziniumbasedionic liquids. After water vaporization on a rotating vacuumdrier, ionic liquids were dried under vacuum at 333 K (60 C) for 24 h.[MPPyrr][Br], [MPPip][Br], [DMEPpz][Br] and [DMPPpz][Br] were obtainedas white precipitate in high yield i.e. 95-98%. [MPPyrr][Ac] and[MPyrr][L] were obtained as colourless liquids. [MPPip][Ac], [MPPip][L], [DMEPpz][Ac], [DMEPpz][L], [DMPPpz][Ac] and [DMPPpz][L] wereobtained as white hygroscopic precipitate. The resulting ILs were obtainedin good yield i.e. 90-95%. The water content in the synthesizedILs was found to be less than 0.1 wt% asmeasured by Karl Fischer titrationmethod. The results of synthesis are listed in Table 2.
 

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