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682209

Sigma-Aldrich

2-Mesityl-5-methylimidazo[1,5-a]pyridinium chloride

97%

Synonym(s):

2-(2,4,6-Trimethylphenyl)-5-methylimidazo[1,5-a]pyridinim chloride

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About This Item

Empirical Formula (Hill Notation):
C17H19ClN2
CAS Number:
1034449-18-7
Molecular Weight:
286.80
UNSPSC Code:
12352005
PubChem Substance ID:
24885686
NACRES:
NA.22

Assay

97%

form

solid

reaction suitability

reagent type: catalyst

mp

>300 °C

SMILES string

[Cl-].Cc1cc(C)c(c(C)c1)-[n+]2cc3cccc(C)n3c2

InChI

1S/C17H19N2.ClH/c1-12-8-13(2)17(14(3)9-12)18-10-16-7-5-6-15(4)19(16)11-18;/h5-11H,1-4H3;1H/q+1;/p-1

InChI key

DJFXURXZOPNPGY-UHFFFAOYSA-M

Application

Reactant for gold cycloisomerization catalytic reactions
Stable N-heterocyclic carbene precursor.

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
10415CH

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Sigma-Aldrich

243086

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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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