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686549

Sigma-Aldrich

2-(2,6-Diisopropylphenyl)-5-methylimidazo[1,5-a]pyridinium hexafluorophosphate

95%

Synonym(s):

2-[2,6-Bis(1-methylethyl)phenyl]-5-methylimidazo[1,5-a]pyridinium hexafluorophosphate

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About This Item

Empirical Formula (Hill Notation):
C20H25F6N2P
CAS Number:
1176202-62-2
Molecular Weight:
438.39
MDL number:
MFCD09842842
UNSPSC Code:
12352101
PubChem Substance ID:
329761056
NACRES:
NA.22

assay

95%

form

solid

reaction suitability

reagent type: catalyst

mp

246-256 °C

SMILES string

F[P-](F)(F)(F)(F)F.CC(C)c1cccc(C(C)C)c1-[n+]2cc3cccc(C)n3c2

InChI

1S/C20H25N2.F6P/c1-14(2)18-10-7-11-19(15(3)4)20(18)21-12-17-9-6-8-16(5)22(17)13-21;1-7(2,3,4,5)6/h6-15H,1-5H3;/q+1;-1

InChI key

QMSMRHHBCWKWQO-UHFFFAOYSA-N

Application

Stable N-heterocyclic carbene precursor.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
01127DH

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Manuel Alcarazo et al.
Journal of the American Chemical Society, 127(10), 3290-3291 (2005-03-10)
The imidazo[1,5-a]pyridine skeleton provides a versatile platform for the generation of new types of stable N-heterocyclic carbenes. Rh(I) mono- (6) and biscarbenes (7) from imidazo[1,5-a]pyridin-3-ylidenes (ImPy) and derivatives such as 13 from a mesoionic carbene were synthesized and characterized.

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