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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:
9820503
MDL number:
MFCD08458925
UNSPSC Code:
12352100
PubChem Substance ID:
329764342
NACRES:
NA.22

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 Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
An improved protocol for the direct asymmetric aldol reaction in ionic liquids, catalysed by onium ion-tagged prolines
Lombardo M, et al.
advanced synthesis and 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
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