1060651-05-9

Basic information

• Product Name: 1,3-bis[2,6-di(propan-2-yl)phenyl]-1,3-dihydro-2H-imidazol-2-one
• Synonyms: 1,3-bis[2,6-di(propan-2-yl)phenyl]-1,3-dihydro-2H-imidazol-2-one
• CAS NO: 1060651-05-9
• Molecular Weight: 404.596
• Mol File: 1060651-05-9.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 1,3-bis[2,6-di(propan-2-yl)phenyl]-1,3-dihydro-2H-imidazol-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-bis[2,6-di(propan-2-yl)phenyl]-1,3-dihydro-2H-imidazol-2-one(1060651-05-9)
• EPA Substance Registry System: 1,3-bis[2,6-di(propan-2-yl)phenyl]-1,3-dihydro-2H-imidazol-2-one(1060651-05-9)

Safety Data

• Hazardous Substances Data: 1060651-05-9(Hazardous Substances Data)

Usage

Chemical class

Phenylimidazoles

Industrial applications

Used as a starting material for the synthesis of pharmaceuticals and agrochemicals

Physical appearance

White to off-white crystalline powder

Molecular weight

450.603 g/mol

Usage

Mainly used as an intermediate in the production of various chemicals

Natural occurrence

Not known to be naturally occurring

Environmental and health risks

Not considered to be of high concern, but proper handling and storage practices should be followed for safety

Upstream product

• 578743-87-0 chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I) 
• 1357448-32-8 1,3-bis(2,6-diisopropylphenyl)-2-(4-nitrobenzylidene)-2,3-dihydro-1H-imidazole 
• 250285-32-6 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride 
• 1314657-40-3 1,3-bis(2,6-diisopropylphenyl)-2,2-difluoro-2,3-dihydro-1h-imidazole 
• 1160518-30-8 2-(2,6-diisopropylphenyl)-3,3,6,8-tetramethyl-2-azaspiro[4,5]dec-7-ene-1-ylidene 
• 865-47-4 potassium tert-butylate 
• 74663-75-5 1,2-bis(2,6-diisopropylphenylimino)ethane 
• 258278-25-0 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride 
• 244187-81-3 1,3-bis-(2,6-diisopropylphenyl)-imidazol-2-ylidene 

Relevant articles and documents

Chalcogen complexes of anionic N-heterocyclic carbenes

Several group 16 adducts of the type [(WCA-IDipp)E]Li(solv.) that bear an anionic N-heterocyclic carbene ligand with a weakly coordinating borate moiety (WCA-IDipp, WCA = B(C6F5)3, IDipp = 1,3-bis(2,6-diisopropylphenyl)imidazolin-2-ylidene, E = O, S, Se, Te) were prepared. This was achieved by deprotonation of the corresponding ketone (IDipp)O or thione (IDipp)S withn-BuLi and subsequent reaction with B(C6F5)3or by direct reaction of [WCA-IDipp]Li(toluene) with elemental Se or Te. The oxygen, sulfur and selenium adducts can be protonated to give derivatives (WCA-IDipp)EH (E = O, S, Se), whereas the oxidation of the sulfur and selenium adducts yielded neutral disulfide and diselenide species (WCA-IDipp)2E2(E = S, Se).

Mechanism studies of oxidation and hydrolysis of Cu(I)–NHC and Ag–NHC in solution under air

The decomposition of copper(I)–NHC and silver-NHC complexes in solution under air was studied. The Cu(I)–NHCs were oxidized into urea derivatives and hydrolysed into imidazoliums or benzimidazoliums. The decomposition of Ag–NHC with a saturated backbone led to ring-opening product, while the Ag–NHC with an unsaturated backbone led to imidazolium and Ag-bisNHC complex. The effects of steric property, hydrophilicity, and binding energy of NHC to O2 and H2O on the decomposition of Cu(I)–NHC were studied using theoretical calculations. Steric hindrance played an important role on the stability of Cu(I)–NHC. Pathways for the decomposition of Cu(I)–NHC and Ag–NHC were proposed.

N-Heterocyclic Carbene Catalyzed Ester Synthesis from Organic Halides through Incorporation of Oxygen Atoms from Air

Oxygenation reactions with molecular oxygen (O2) as the oxygen source provides a green and straightforward strategy for the construction of O-containing compounds. Demonstrated here is a novel N-heterocyclic carbene (NHC) catalyzed oxidative transformation of simple and readily available organic halides into valuable esters through the incorporation of O-atoms from O2. Mechanistic studies prove that the deoxy Breslow intermediate generated in situ is oxidized to a Breslow intermediate for further transformation by this oxidative protocol. This method broadens the field of NHC catalysis and promotes oxygenation reactions with O2.