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659983

Sigma-Aldrich

1,3-Di-tert-butylimidazolium tetrafluoroborate

97%

Synonym(s):

1,3-Bis(tert-butyl)-imidazol-2-ylidinium tetrafluoroborate, N,N′-Bis(tert-butyl)imidazolium tetrafluoroborate

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About This Item

Empirical Formula (Hill Notation):
C11H21N2 · BF4
CAS Number:
263163-17-3
Molecular Weight:
268.10
MDL number:
MFCD07784425
UNSPSC Code:
12352005
PubChem Substance ID:
24884170
NACRES:
NA.22

Quality Level

100

Assay

97%

form

solid

reaction suitability

reagent type: catalyst

mp

157-198 °C

SMILES string

F[B-](F)(F)F.CC(C)(C)n1cc[n+](c1)C(C)(C)C

InChI

1S/C11H21N2.BF4/c1-10(2,3)12-7-8-13(9-12)11(4,5)6;2-1(3,4)5/h7-9H,1-6H3;/q+1;-1

InChI key

OOFLHRYFPBGTPQ-UHFFFAOYSA-N

General description

1,3-Di-tert-butylimidazolium tetrafluoroborate is an N-heterocyclic carbene (NHC) compound that can be prepared by reacting paraformaldehyde with tert-butyl amine and hydrogen tetrafluoroborate (35% in water).

Application

1,3-Di-tert-butylimidazolium tetrafluoroborate may be used in the preparation of di-μ-iodobis(1,3-di-tert-butylimidazolin-2-ylidene)diiododipalladium(II), a palladium(II)-NHC complex, which can catalyze Mizoroki-Heck reaction.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

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
MKCV0774
MKCV3003
MKCQ9475
MKCH3066
MKBZ5058V

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Synthesis, structure and catalytic application of palladium (II) complexes bearing N-heterocyclic carbenes and phosphines.
Herrmann WA, et al.
Journal of Organometallic Chemistry, 617, 616-628 (2001)

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