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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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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