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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:
367522-96-1
Molecular Weight:
291.33
Beilstein/REAXYS Number:
9820503
MDL number:
MFCD08458925
UNSPSC Code:
12352100
PubChem Substance ID:
329764342
NACRES:
NA.22

Quality Level

100

assay

≥95.0% (T)
95%

form

liquid

impurities

≤0.3% water

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

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.
  • Direct asymmetric aldol condensation reaction.
  • Desulfurization of fuels.
  • Nucleophilic aromatic substitution reactions.

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

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCD6009
BCCB7151
BCBW3291
BCBS5107V
BCBN6549V

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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)
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
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)
Ionic liquids as designer solvents for nucleophilic aromatic substitutions
Newington I, et al.
Organic Letters, 9(25), 5247-5250 (2007)

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