1228185-09-8 Usage
Description
2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium chloride is an organic compound that serves as a key intermediate in the synthesis of various chemical compounds. It is characterized by its imidazolium core with two diisopropylphenyl groups attached to the 1,3-positions and a chloro substituent at the 2-position. This unique structure endows it with versatile reactivity and stability, making it a valuable component in chemical reactions.
Uses
Used in Pharmaceutical Industry:
2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium chloride is used as a synthetic intermediate for the preparation of aryl fluorides via fluorination of phenols. This process involves the conversion of bisdiisopropylphenyldifluoroimidazolidene, which is prepared from diisopropylaniline. Aryl fluorides are important building blocks in the synthesis of pharmaceuticals and agrochemicals, as they can be easily functionalized and incorporated into complex molecular structures.
Used in Radiochemistry and Medical Imaging:
In the field of radiochemistry, 2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium chloride is used in the deoxyfluorination of phenols. The Ritter lab has recently employed this compound in conjunction with other reagents to incorporate the [18F]fluoride radiolabel site specifically into polypeptides. This technique is crucial for the development of positron emission tomography (PET) imaging agents, which are used to study various biological applications and diagnose diseases by visualizing molecular processes in living organisms.
Overall, 2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium chloride plays a significant role in the synthesis of aryl fluorides and the development of radiolabeled compounds for medical imaging. Its applications in the pharmaceutical and radiochemistry industries highlight its importance in the advancement of chemical research and the development of new therapeutic agents and diagnostic tools.
Reactions
PhenoFluorMix is a bench-stable mixture of 07-0620 and cesium fluoride used for the deoxyfluorination of phenols, heterocyclic alcohols and structurally complex alcohols.
Check Digit Verification of cas no
The CAS Registry Mumber 1228185-09-8 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,2,2,8,1,8 and 5 respectively; the second part has 2 digits, 0 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 1228185-09:
(9*1)+(8*2)+(7*2)+(6*8)+(5*1)+(4*8)+(3*5)+(2*0)+(1*9)=148
148 % 10 = 8
So 1228185-09-8 is a valid CAS Registry Number.
1228185-09-8Relevant articles and documents
PhenoFluorMix: Practical chemoselective deoxyfluorination of phenols
Fujimoto, Teppei,Ritter, Tobias
, p. 544 - 547 (2015)
A practical deoxyfluorination with novel deoxyfluorinating reagent PhenoFluorMix, a mixture of N,N'-1,3-bis(2,6-diisopropylphenyl)chloroimidazolium chloride and CsF, is presented. PhenoFluorMix overcomes the challenges associated with hydrolysis of PhenoFluor. PhenoFluorMix does not hydrolyze, is readily available on decagram scale, and is storable in air. In this paper, we demonstrate the practicality of the reagent and exhibit the deoxyfluorination of a variety of phenols and heterocycles.
Neutral Nickel(II) Complexes Bearing Aryloxide Imidazolin-2-imine Ligands for Efficient Copolymerization of Norbornene and Polar Monomers
Li, Mingyuan,Cai, Zhengguo,Eisen, Moris S.
, p. 4753 - 4762 (2019/01/04)
A series of novel aryloxide imidazolin-2-imine bidentate neutral Ni(II) complexes with different substituents on the imidazolin-2-imine ligand were synthesized and characterized. The complex Ni2 bearing a 2,6-diisopropylphenyl substituent adopted an almost square planar geometry, while the bulkier 2,6-bis(diphenylmethyl)-4-methylphenyl substituent ligated complex Ni3 was obtained in an allyl adduct base-free η3 coordination mode. In the presence of B(C6F5)3, these Ni(II) complexes exhibited remarkably high activity (up to 2.7 × 107 g of PNB (mol of Ni)-1 h-1) and particularly good thermal stability toward the addition polymerization of norbornene. Most importantly, these catalysts were able to promote the direct copolymerization of norbornene with various polar monomers with high activity (~105 g (mol of Ni)-1 h-1), reasonable comonomer incorporation (0.14-3.08%), and high copolymer molecular weight (Mn up to 2.0 × 105). The strategy of installing a strongly electron donating imidazolin-2-imine ligand on the nickel complex demonstrates a great advantage for the copolymerization of an olefin with polar monomers.
FLUORINATION OF ORGANIC COMPOUNDS
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Page/Page column 20-21, (2012/11/06)
Methods for fluorinating organic compounds are described herein.