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574066

Sigma-Aldrich

1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride

Synonym(s):

1,3-Bis(mesityl)imidazolium chloride, 1,3-Dihydro-1,3-dimesityl-2H-imidazol-2-ylidene monohydrochloride, 1,3-Dimesitylimidazolium chloride

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About This Item

Empirical Formula (Hill Notation):
C21H25ClN2
CAS Number:
141556-45-8
Molecular Weight:
340.89
MDL number:
MFCD02684541
UNSPSC Code:
12352005
PubChem Substance ID:
24880704
NACRES:
NA.22

reaction suitability

reagent type: ligand

mp

>300 °C (lit.)

SMILES string

[Cl-].Cc1cc(C)c(c(C)c1)-n2cc[n+](c2)-c3c(C)cc(C)cc3C

InChI

1S/C21H25N2.ClH/c1-14-9-16(3)20(17(4)10-14)22-7-8-23(13-22)21-18(5)11-15(2)12-19(21)6;/h7-13H,1-6H3;1H/q+1;/p-1

InChI key

OTOSIXGMLYKKOW-UHFFFAOYSA-M

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pictograms

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GHS07

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Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - 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
BCCG1732
BCCD0409
BCCB2200
BCBW1456
BCBR2916V

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Thi Kim Hoang Trinh et al.
Physical chemistry chemical physics : PCCP, 21(31), 17036-17046 (2019-07-30)
Although N-heterocyclic carbenes (NHCs) have brought profound changes in catalytic organic synthesis, their generation generally requires an inert atmosphere and harsh conditions. To overcome these limitations, an air-stable NHC photogenerator has been developed involving two mild components: 1,3-bis(mesityl)imidazolium tetraphenylborate (IMesH+BPh4-)
Thi Kim Hoang Trinh et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 25(39), 9242-9252 (2019-04-26)
In the search of smarter routes to control the conditions of N-heterocyclic carbene (NHCs) formation, a two-component air-stable NHC photogenerating system is reported. It relies on the irradiation at 365 nm of a mixture of 2-isopropylthioxanthone (ITX) with 1,3-bis(mesityl)imidazoli(ni)um tetraphenylborate. The

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