1,3-Bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene

Catalog Number	ACM173035115-2
CAS	173035-11-5
Structure
Synonyms	1,3-Bis(2,4,6-trimethylphenyl)-4,5-dihydro-2H-imidazol-1-ium-2-ide; 1,3-Dimesitylimidazolidin-2-ylidene; IMesH2
IUPAC Name	1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydro-2H-imidazol-1-ium-2-ide
Molecular Weight	306.44
Molecular Formula	C21H26N2
Canonical SMILES	CC1=CC(=C(C(=C1)C)N2CC[N+](=[C-]2)C3=C(C=C(C=C3C)C)C)C;
InChI	LSMWOQFDLBIYPM-UHFFFAOYSA-N
InChI Key	InChI=1S/C21H26N2/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/h9-12H,7-8H2,1-6H3
Melting Point	79-85 °C
Purity	98%
Appearance	Solid
Application	Ligand for copper-catalyzed regioselective formation of tri- and tetrasubstituted vinylboronates in air. Ligand for highly active ruthenium catalyst for hydrogenation of olefins. Electrophilic phosphonium cations component for ketone catalytic hydrodeoxygenation/hydrosilylation. Used in selective activation of fluoroalkenes to produce N-heterocyclic fluoroalkenes and polyfluoroalkenyl imidazolium salts.
Complexity	379
Covalently-Bonded Unit Count	1
Exact Mass	306.21g/mol
Heavy Atom Count	23
Isomeric SMILES	CC1=CC(=C(C(=C1)C)N2CC[N+](=[C-]2)C3=C(C=C(C=C3C)C)C)C
Monoisotopic Mass	306.21g/mol
Rotatable Bond Count	2
Topological Polar Surface Area	6.2A^2

Q&A

What is the Chemical Abstracts Service (CAS) number for 1,3-Bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene?

The CAS number for 1,3-Bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene is 173035-11-5.

What is the molecular weight of 1,3-Bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene?

The molecular weight of 1,3-Bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene is 306.45.

How is 1,3-Bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene classified in terms of product categories?

It is classified as N-heterocyclic carbene.

What are some synonyms for 1,3-Bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene?

Some synonyms include 1,3-Dimesitylimidazolidin-2-ylidene, IMesH2, and SIMes.

What is the melting point range of 1,3-Bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene?

The melting point range is 85-100°C.

How is it described in terms of form?

It is in the form of a powder.

What are some sensitivities of 1,3-Bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene?

It is air-sensitive and moisture-sensitive.

At what storage temperature should 1,3-Bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene be kept?

It should be stored at -20°C.

What color is 1,3-Bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene?

It is described as pale yellow in color.

What are some reactions or applications of 1,3-Bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene?

It is used as a ligand for copper-catalyzed formation of vinylboronates, as a ligand for ruthenium catalysts in hydrogenation, and in the activation of fluoroalkenes to produce N-heterocyclic fluoroalkenes and polyfluoroalkenyl imidazolium salts.