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Merck

727725

Sigma-Aldrich

1-Butyl-1-methylpyrrolidinium trifluoromethanesulfonate

95%

Synonym(s):

BMPyrrOTf

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About This Item

Empirical Formula (Hill Notation):
C10H20F3NO3S
CAS Number:
Molecular Weight:
291.33
Beilstein:
9820503
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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Assay

≥95.0% (T)
95%

form

liquid

impurities

≤0.3% water

functional group

fluoro
triflate

SMILES string

[O-]S(=O)(=O)C(F)(F)F.CCCC[N+]1(C)CCCC1

InChI

1S/C9H20N.CHF3O3S/c1-3-4-7-10(2)8-5-6-9-10;2-1(3,4)8(5,6)7/h3-9H2,1-2H3;(H,5,6,7)/q+1;/p-1

InChI key

WZJDNKTZWIOOJE-UHFFFAOYSA-M

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This Item
9174140963713163
form

liquid

form

liquid

form

liquid

form

powder

impurities

≤0.3% water

impurities

-

impurities

≤400 ppm water

impurities

≤0.5% water

Application

1-Butyl-1-methylpyrrolidinium trifluoromethanesulfonate ([BMPy][OTf]) is an ionic liquid that can be used as a solvent in:
  • Rhodium-catalyzed regioselective hydroformylation reactions.[1]
  • Direct asymmetric aldol condensation reaction.[2]
  • Desulfurization of fuels.[3]
  • Nucleophilic aromatic substitution reactions.[4]

([BMPy][OTf]) can also be used as an electrolyte in supercapacitor applications.[5]

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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An improved protocol for the direct asymmetric aldol reaction in ionic liquids, catalysed by onium ion-tagged prolines
Lombardo M, et al.
Advanced Synthesis & Catalysis, 349(11-12), 2061-2065 (2007)
Andrzej Lewandowski et al.
Journal of solution chemistry, 42(2), 251-262 (2013-03-14)
The electrochemical behavior of cobaltocenium has been studied in a number of room temperature aprotic ionic liquids. Well defined, diffusion controlled, anodic and cathodic peaks were found for the Cc
Ionic liquids as designer solvents for nucleophilic aromatic substitutions
Newington I, et al.
Organic Letters, 9(25), 5247-5250 (2007)
Hydroformylation of 1-hexene with rhodium in non-aqueous ionic liquids: how to design the solvent and the ligand to the reaction
Favre F, et al.
Chemical Communications (Cambridge, England), 1360-1361 (2001)
Ionic liquids in supercapacitors
Brandt A, et al.
Mrs Bulletin, 38(7), 554-559 (2013)

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