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

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

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

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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)

GHS02,GHS07

Signal word

Warning

Hazard statements

H228-H315-H319-H335

Precautionary statements

P210-P302+P352-P305+P351+P338

Hazard Codes

Risk Statements

10-36/37/38

Safety Statements

RIDADR

UN 1325 4.1/PG 3

WGK Germany

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.

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

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

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

Preparation Products

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

Global( 103)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Suzhou Origin Specialty Chemicals Co., Ltd.	+86-512-68662322 +86-17312436797	hanqun@origsc.com	China	776	58
ATK CHEMICAL COMPANY LIMITED	+undefined-21-51877795	ivan@atkchemical.com	China	32480	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 15093356674;	factory@coreychem.com	China	29826	58
Shanghai Daeyeon Chemicals Co., Ltd	021-64478606 +8615900664856	daeyeon001@vip.163.com	China	2062	58
WinWin Chemical CO., Limited	+86-0086-577-64498589 +86-15355981851	sales@win-winchemical.com	China	13854	58
ANHUI WITOP BIOTECH CO., LTD	+8615255079626	eric@witopchemical.com	China	23556	58
Dayang Chem (Hangzhou) Co.,Ltd.	571-88938639 +8617705817739	info@dycnchem.com	CHINA	52867	58
Henan Alfa Chemical Co., Ltd	+8618339805032	alfa4@alfachem.cn	China	12755	58
Nextpeptide Inc	+86-0571-81612335 +8613336028439	sales@nextpeptide.com	China	19915	58

Supplier	Advantage
Suzhou Origin Specialty Chemicals Co., Ltd.	58
ATK CHEMICAL COMPANY LIMITED	60
Jilin Chinese Academy of Sciences - Yanshen Technology Co., Ltd.	58
career henan chemical co	58
Shanghai Daeyeon Chemicals Co., Ltd	58
WinWin Chemical CO., Limited	58
ANHUI WITOP BIOTECH CO., LTD	58
Dayang Chem (Hangzhou) Co.,Ltd.	58
Henan Alfa Chemical Co., Ltd	58
Nextpeptide Inc	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
	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
	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)-1,3-dihydro-2H-imidazol-2-ylidene 97%
141556-42-5
US $15.00-10.00 / KG
99%+ HPLC
Zhuozhou Wenxi import and Export Co., Ltd

1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE
141556-42-5
US $1.00 / g
99%
Career Henan Chemical Co

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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