ChemicalBook >> CAS DataBase List >>1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE

1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE

CAS No.
141556-42-5
Chemical Name:
1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE
Synonyms
IMes;1,3-Dimesitylimidazol-2-ylidene;1,3-Dimesityl-2-imidazolylidene;1,3-Dimesitylimidazol-2-ylidene>1,3-Dimesityl-1H-imidazol-3-ium-2-ide;1,3-Dihydro-1,3-dimesityl-2H-imidazol-2-ylidene;1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE;1,3-Dihydro-1,3-bis(mesityl)-2H-imidazol-2-ylidene;1,3-Bis(2,4,6-trimethylphenyl)imidazolin-2-ylidene;1,3-Bis(2,4,6-trimethylphenyl)imidazol-2-ylidene,98%
CBNumber:
CB8505682
Molecular Formula:
C21H24N2**
Molecular Weight:
304.42866
MDL Number:
MFCD09265338
MOL File:
141556-42-5.mol
MSDS File:
SDS
Last updated:2024-04-03 15:02:24

1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE Properties

Melting point 140 °C
storage temp. -20°C
form Powder
color white to off-white
Sensitive air sensitive, moisture sensitive
InChI InChI=1S/C21H24N2/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/h7-12H,1-6H3
InChIKey JCYWCSGERIELPG-UHFFFAOYSA-N
SMILES N1(C=CN(C2C(C)=CC(C)=CC=2C)[C]1)C1=C(C)C=C(C)C=C1C |^3:13|

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS02,GHS07
Signal word  Warning
Hazard statements  H228-H315-H319-H335
Precautionary statements  P210-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  10-36/37/38
Safety Statements  26
RIDADR  UN 1325 4.1/PG 3
WGK Germany  3
HS Code  2933.29.9000
NFPA 704
2
1 2

1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE price More Price(23)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 696188 1,3-Bis(2,4,6-trimethylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene 97% 141556-42-5 250mg $67.6 2024-03-01 Buy
Sigma-Aldrich 696188 1,3-Bis(2,4,6-trimethylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene 97% 141556-42-5 1g $170 2024-03-01 Buy
TCI Chemical D3870 1,3-Dimesitylimidazol-2-ylidene >97.0%(T) 141556-42-5 1g $141 2024-03-01 Buy
TCI Chemical D3870 1,3-Dimesitylimidazol-2-ylidene >97.0%(T) 141556-42-5 5g $423 2024-03-01 Buy
Strem Chemicals 07-0600 1,3-Bis(2,4,6-trimethylphenyl)imidazol-2-ylidene, min. 98% 141556-42-5 500mg $103 2024-03-01 Buy
Product number Packaging Price Buy
696188 250mg $67.6 Buy
696188 1g $170 Buy
D3870 1g $141 Buy
D3870 5g $423 Buy
07-0600 500mg $103 Buy

1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE Chemical Properties,Uses,Production

Reaction

Nucleophilic carbene that serves as a bulky, electron-rich "phosphine mimic" for metal-catalyzed reactions.
(a) Palladium-catalyzed Suzuki cross-coupling of aryl chlorides.
(b) Ruthenium-carbene complexes serve as more reactive catalyst for ring-closing metathesis. Reactions of 141556-42-5

Uses

1,3-Bis(2,4,6-trimethylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene (IMes) is a nucleophilic N-heterocyclic carbene (NHC) ligand.
It can be used to synthesize:

  • IMes ligated-rhodium complex as a catalyst for the selective hydrogenation of substituted aryl and heteroaryl boronate esters to cis-substituted borylated cycloalkanes.
  • IMes/ruthenium complex (Cp*Ru(IMes)Cl)(Cp* =η5-C5Me3) as a catalyst for olefin ring closing metathesis reaction.


IMes is also used as an ancillary ligand in Pd-catalyzed Suzuki-Miyaura cross-coupling reaction between aryl chlorides or aryl triflates and arylboronic acids.

141556-45-8
141556-42-5
Synthesis of 1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE from 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride

1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 106)Suppliers
Supplier Tel Email Country ProdList Advantage
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32957 60
Jilin Chinese Academy of Sciences - Yanshen Technology Co., Ltd.
0431-80514535 13634302652 Extension@chemextension.com CHINA 967 58
career henan chemical co
+86-0371-86658258 +8613203830695 factory@coreychem.com China 29811 58
Shanghai Daeyeon Chemicals Co., Ltd
021-64478606 +8615900664856 daeyeon001@vip.163.com China 2062 58
Win-Win chemical CO., Limited
+86-0086-577-64498589 +86-15355981851 sales@win-winchemical.com China 14394 58
ANHUI WITOP BIOTECH CO., LTD
+8615255079626 eric@witopchemical.com China 23541 58
Dayang Chem (Hangzhou) Co.,Ltd.
571-88938639 +8617705817739 info@dycnchem.com China 52849 58
Henan Alfa Chemical Co., Ltd
+86-18339805032; +8618339805032 alfa4@alfachem.cn China 13227 58
Nextpeptide Inc
+86-0571-81612335 +8613336028439 sales@nextpeptide.com China 19908 58
Alfa Chemistry
Info@alfa-chemistry.com United States 24072 58

View Lastest Price from 1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
1,3-Bis(2,4,6-trimethylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene 97% pictures 2021-07-02 1,3-Bis(2,4,6-trimethylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene 97%
141556-42-5
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE pictures 2019-12-23 1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE
141556-42-5
US $1.00 / g 100g 99% G/KG/T Career Henan Chemical Co
1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE 1,3-Bis(2,4,6-trimethylphenyl)imidazol-2-ylidene,min.98% 1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE, MIN. 98% 1,3-Bis(2,4,6-trimethylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene 1,3-Dimesitylimidazol-2-ylidene IMes 1,3-Bis(2,4,6-triMethylphenyl)-1,3-dihydro-2H-iMidazol-2-yli 2H-IMidazol-2-ylidene, 1,3-dihydro-1,3-bis(2,4,6-triMethylphenyl)- 1,3-Bis(2,4,6-trimethylphenyl)imidazolin-2-ylidene 1,3-Dihydro-1,3-bis(2,4,6-trimethylphenyl)-2H-imidazol-2-ylidene 1,3-Dihydro-1,3-bis(mesityl)-2H-imidazol-2-ylidene 1,3-Dihydro-1,3-dimesityl-2H-imidazol-2-ylidene 1,3-Dimesityl-2-imidazolylidene 1,3-Dimesityl-1H-imidazol-3-ium-2-ide 1,3-Bis(2,4,6-trimethylphenyl)imidazol-2-ylidene,98% 1,3-Bis(2,4,6-triMethylphenyl)-1,3-dihydro-2H-iMidazol-2-ylidene 97% 1,3-bis(2,4,6-trimethylphenyl)-2h-imidazol-1-ium-2-ide 1,3-Dimesitylimidazol-2-ylidene> 141556-42-5 C21H24N2 N-heterocyclic carbene