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Sigma-Aldrich

1,3-Dicyclohexylimidazolium tetrafluoroborate salt

97%

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Synonym(s):
1,3-Bis(cyclohexyl)imidazolium tetrafluoroborate
Empirical Formula (Hill Notation):
C15H25BF4N2
CAS Number:
286014-38-8
Molecular Weight:
320.18
MDL number:
MFCD04973310
UNSPSC Code:
12352005
PubChem Substance ID:
24884784
NACRES:
NA.22

Quality Level

100

Assay

97%

form

solid

reaction suitability

reagent type: catalyst

mp

171-175 °C

SMILES string

F[B-](F)(F)F.C1CCC(CC1)n2cc[n+](c2)C3CCCCC3

InChI

1S/C15H25N2.BF4/c1-3-7-14(8-4-1)16-11-12-17(13-16)15-9-5-2-6-10-15;2-1(3,4)5/h11-15H,1-10H2;/q+1;-1

InChI key

CQHXJIHJFMBBQA-UHFFFAOYSA-N

Application

Used as organocatalyst in the catalytic boron conjugate additions to cyclic and acyclic unsaturated carbonyls

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Kang-sang Lee et al.
Journal of the American Chemical Society, 131(21), 7253-7255 (2009-05-13)
Metal-free nucleophilic activation of a B-B bond has been exploited in the development of a highly efficient method for conjugate additions of commercially available bis(pinacolato)diboron to cyclic or acyclic alpha,beta-unsaturated carbonyls. The reactions are readily catalyzed by a simple N-heterocyclic

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