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70863

Sigma-Aldrich

1-Butyl-2,3-dimethylimidazolium tetrafluoroborate

≥97.0%

Synonym(s):

[BDMIM][BF4]

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About This Item

Empirical Formula (Hill Notation):
C9H17BF4N2
CAS Number:
402846-78-0
Molecular Weight:
240.05
MDL number:
MFCD03427618
UNSPSC Code:
12352100
PubChem Substance ID:
57652264
NACRES:
NA.22

Quality Level

100

Assay

≥97.0%

form

liquid

impurities

≤1% water

mp

37 °C
37 °C

density

1.198 g/mL at 20 °C (lit.)

SMILES string

F[B-](F)(F)F.CCCCn1cc[n+](C)c1C

InChI

1S/C9H17N2.BF4/c1-4-5-6-11-8-7-10(3)9(11)2;2-1(3,4)5/h7-8H,4-6H2,1-3H3;/q+1;-1

InChI key

VCAIYEJBOWHUGP-UHFFFAOYSA-N

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General description

1-Butyl-2,3-dimethylimidazolium tetrafluoroborate is a task-specific ionic liquid.

Application

[bdmim]BF4 can be used as a solvent when lipase needs to be recycled during lipase-catalyzed transesterification with vinyl acetate as acyl donor. The [bdmim]BF4/toluene biphasic solvent forms an efficient system for the Negishi cross-coupling reaction between aryl zinc halides and aryl iodides.

Other Notes

Ionic liquid, suitable for use in strongly basic conditions, for aldol condensations

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCC1459
BCBX0590
BCBV1048
BCBQ3959V
BCBL9886V

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Palladium catalyzed cross-couplings of organozincs in ionic liquids.
Sirieix J, et al.
Synlett, 2000(11), 1613-1615 (2000)
1-Butyl-2, 3-dimethylimidazolium tetrafluoroborate: the most desirable ionic liquid solvent for recycling use of enzyme in lipase-catalyzed transesterification using vinyl acetate as acyl donor.
Itoh T, et al.
Journal of Molecular Catalysis. B, Enzymatic, 26(1), 41-45 (2003)
The local structure of ionic liquids: cation?cation NOE interactions and internuclear distances in neat [BMIM][BF4] and [BDMIM][BF4]
Mele, Andrea, et al.
Angewandte Chemie (International Edition in English), 45.7, 1123-1126 (2006)
Stetter reaction in room temperature ionic liquids and application to the synthesis of haloperidol
Anjaiah, Siddam, Srivari Chandrasekhar, and Rene Gree
Advanced Synthesis & Catalysis, 346.11, 1329-1334 (2004)
Self?Organization of Spherical, Core?Shell Palladium Aggregates by Laser?Induced and Thermal Decomposition of [Pd (PPh3) 4]
Ye, Enyi, et al.
Angewandte Chemie (International Edition in English), 118.7, 1138-1141 (2006)
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Articles

Task-Specific Ionic Liquids

Functionalized imidazolium cations with thioether, urea, or thiourea derivatized side chains act as metal-ligating moieties, whereas the PF6– anions provide the desired water immiscibility.

Task-Specific Ionic Liquids

Functionalized imidazolium cations with thioether, urea, or thiourea derivatized side chains act as metal-ligating moieties, whereas the PF6– anions provide the desired water immiscibility.

Task-Specific Ionic Liquids

Functionalized imidazolium cations with thioether, urea, or thiourea derivatized side chains act as metal-ligating moieties, whereas the PF6– anions provide the desired water immiscibility.

Task-Specific Ionic Liquids

Functionalized imidazolium cations with thioether, urea, or thiourea derivatized side chains act as metal-ligating moieties, whereas the PF6– anions provide the desired water immiscibility.

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