258278-28-3 Usage
Description
1,3-Bis(2,6-di-i-propylphenyl)-4,5-dihydroimidazol-2-ylidine, min. 98% is a chemical compound characterized by its unique molecular structure, which features two 2,6-di-i-propylphenyl groups attached to a central imidazol-2-ylidine framework. 1,3-Bis(2,6-di-i-propylphenyl)-4,5-dihydroimidazol-2-ylidine,min.98% is typically available with a minimum purity of 98%, ensuring its effectiveness in various applications.
Uses
Used in Chemical Synthesis:
1,3-Bis(2,6-di-i-propylphenyl)-4,5-dihydroimidazol-2-ylidine, min. 98% is used as a reagent for the synthesis of mononuclear [(η6-arene)Ni(N-heterocyclic carbene)] complexes. These complexes serve as valuable precursors of the Ni0-NHC (Nickel-N-Heterocyclic Carbene) unit, which is an important component in various chemical reactions and applications.
In the field of Organometallic Chemistry:
1,3-Bis(2,6-di-i-propylphenyl)-4,5-dihydroimidazol-2-ylidine, min. 98% is used as a key building block for the development of novel organometallic complexes. These complexes have potential applications in catalysis, materials science, and pharmaceuticals due to their unique properties and reactivity.
In the field of Coordination Chemistry:
1,3-Bis(2,6-di-i-propylphenyl)-4,5-dihydroimidazol-2-ylidine,min.98% is also used in the design and synthesis of coordination compounds, where it can act as a ligand to form metal complexes with interesting structural and electronic properties. These complexes can be further explored for their potential applications in areas such as magnetism, conductivity, and optical properties.
In the field of Supramolecular Chemistry:
1,3-Bis(2,6-di-i-propylphenyl)-4,5-dihydroimidazol-2-ylidine, min. 98% can be utilized in the construction of supramolecular architectures, such as metal-organic frameworks (MOFs) and coordination cages. These structures can exhibit unique properties, such as gas adsorption, ion exchange, and catalytic activity, making them promising candidates for various applications in energy, environment, and biotechnology.
In the field of Medicinal Chemistry:
The compound may also find applications in medicinal chemistry, where it can be used as a starting material for the development of new pharmaceuticals or as a structural motif in drug design. Its unique molecular structure and potential for coordination with metal ions make it an interesting candidate for the development of novel therapeutic agents.
Check Digit Verification of cas no
The CAS Registry Mumber 258278-28-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,5,8,2,7 and 8 respectively; the second part has 2 digits, 2 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 258278-28:
(8*2)+(7*5)+(6*8)+(5*2)+(4*7)+(3*8)+(2*2)+(1*8)=173
173 % 10 = 3
So 258278-28-3 is a valid CAS Registry Number.
InChI:InChI=1/C27H38N2/c1-18(2)22-11-9-12-23(19(3)4)26(22)28-15-16-29(17-28)27-24(20(5)6)13-10-14-25(27)21(7)8/h9-14,18-21H,15-16H2,1-8H3
258278-28-3Relevant articles and documents
Stable Singlet Carbenes as Organic Superbases
Bertrand, Guy,Grotjahn, Douglas B.,Jazzar, Rodolphe,Junor, Glen P.,Vermersch, Fran?ois,Yazdani, Sima
, p. 27253 - 27257 (2021/11/22)
A simple experimental procedure for scaling carbene Br?nsted basicity is described. The results highlight the strong basicity of pyrazol-4-ylidenes, a type of mesoionic carbene, also named cyclic-bentallenes (CBA). They are more basic (pKaH >42.7 in acetonitrile) than the popular proazaphosphatrane Verkade bases, and even the Schwesinger phosphazene superbase P4(tBu). The basicity of these compounds can readily be tuned, and they are accessible in multigram quantities. These results open new avenues for carbon centered superbases.
A closer look at the reactivity between N-heterocyclic carbenes and fluoroalkenes
Leclerc, Matthew C.,Da Gama, Jason G.,Gabidullin, Bulat M.,Baker, R. Tom
, p. 81 - 89 (2017/09/30)
The fundamental reactivity leading to N-heterocyclic fluoroalkene adducts is explored in detail, featuring a total of 15 N-heterocyclic carbenes (NHCs) with various electronic and steric environments. The activity of these carbenes towards tetrafluoroethylene (TFE), hexafluoropropene (HFP), trifluoroethylene (HTFE) and vinylidene fluoride (VDF) is assessed in THF and toluene. Attempts were made to correlate the observed reactivity with electronic (Tolman Electronic Parameters) and steric (% buried volume) parameters unique to each NHC, but a trend has yet to be fully determined. However, the unique steric constraints of a cyclic (alkyl)(amino)carbene (CAAC) were shown to modify the initial point of nucleophilic attack on HTFE, providing selective transformation to a different adduct than has been observed to date with all reactions involving this fluoroalkene.
Expanded ring diaminocarbene palladium complexes: Synthesis, structure, and Suzuki-Miyaura cross-coupling of heteroaryl chlorides in water
Kolychev, Eugene L.,Asachenko, Andrey F.,Dzhevakov, Pavel B.,Bush, Alexander A.,Shuntikov, Viacheslav V.,Khrustalev, Victor N.,Nechaev, Mikhail S.
, p. 6859 - 6866 (2013/08/25)
A series of new 6- and 7-membered N-heterocyclic carbene (NHC) complexes of palladium (NHC)Pd(cinn)Cl (cinn = cinnamyl = 3-phenylallyl) were synthesized and characterized structurally in the solid state. The influence of ring size (5, 6 or 7) and bulkiness of N-aryl substituents (Mes = 2,4,6-trimethylphenyl, or Dipp = 2,6-diisopropylphenyl) in carbenes on palladium catalysed Suzuki-Miyaura cross-coupling was revealed. Due to the unique stereoelectronic properties of expanded ring NHCs, a versatile, highly efficient green protocol of coupling of heteroaromatic chlorides and bromides with boronic acids has been developed. High quantitative yields of biaryls were achieved with water as solvent, under air, using low catalyst and phase transfer agent loadings, and with mild and environmentally benign base NaHCO3. The Royal Society of Chemistry 2013.
