55718-76-8 Usage
Description
2-CHLORO-1,3,2-BENZODIOXABOROLE is a boron reagent and a Lewis acid, known for its ability to facilitate borylative cyclization of alkynes, resulting in the formation of borylated heterocycles. It is also utilized in the preparation of various organic compounds, such as lactones and thiophenes.
Uses
Used in Pharmaceutical Industry:
2-CHLORO-1,3,2-BENZODIOXABOROLE is used as a synthetic intermediate for the preparation of 2-arachidonoylglycerol by acetal cleavage of cis-arachidonoylbenzylidene glycerol. 2-CHLORO-1,3,2-BENZODIOXABOROLE has potential applications in the development of pharmaceuticals targeting various medical conditions.
Used in Chemical Research:
2-CHLORO-1,3,2-BENZODIOXABOROLE is used as a reagent in the synthesis of metal boryl complexes, such as Rh and Ir complexes. These complexes are of interest in the field of chemical research due to their unique properties and potential applications in catalysis and other areas.
Used in Organic Synthesis:
2-CHLORO-1,3,2-BENZODIOXABOROLE is used as a reagent in the removal of the trityl group in one of the key steps for the synthesis of (?)-dictyostatin, a complex organic molecule with potential biological activities. This application highlights the versatility of the reagent in organic synthesis and its importance in the development of novel compounds.
Check Digit Verification of cas no
The CAS Registry Mumber 55718-76-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,5,7,1 and 8 respectively; the second part has 2 digits, 7 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 55718-76:
(7*5)+(6*5)+(5*7)+(4*1)+(3*8)+(2*7)+(1*6)=148
148 % 10 = 8
So 55718-76-8 is a valid CAS Registry Number.
InChI:InChI=1/C6H4BClO2/c8-7-9-5-3-1-2-4-6(5)10-7/h1-4H
55718-76-8Relevant articles and documents
Cationic dihydride boryl and dihydride silyl osmium(IV) NHC complexes: A marked diagonal relationship
Buil, Maria L.,Esteruelas, Miguel A.,Fernandez, Israel,Izquierdo, Susana,Onate, Enrique
, p. 2744 - 2752 (2013)
The complex [OsCl(η6-p-cymene)(IPr)]OTf (1; IPr = 1,3-bis(2,6-diisopropylphenyl)imidazolylidene, OTf = trifluoromethanesulfonate) reacts with pinacolborane (HBpin) and catecholborane (HBcat) to give the dihydride boryl osmium(IV) derivatives [OsH2(Bpin)(η6- p-cymene)(IPr)]OTf (2) and [OsH2(Bcat)(η6-p-cymene) (IPr)]OTf (3), which undergo hydrolysis to afford the trihydride [OsH 3(η6-p-cymene)(IPr)]OTf (4). In agreement with the boron-silicon diagonal relationship, complex 1 also reacts with silanes, HSiR3. The reactions lead to the dihydride silyl species [OsH 2(SiR3)(η6-p-cymene)(IPr)]OTf (SiR 3 = SiPh3 (5), SiEt3 (6), SiHPh2 (7)), which also undergo hydrolysis to yield 4. Complexes 2 and 5 have been characterized by X-ray diffraction analysis. Their four-legged piano-stool geometries with transoid hydride ligands are similar. In solution, the arene rotates over the remaining four ligands. The activation barrier of the process depends upon the size of the boryl or silyl groups. The nature of the Os-B and Os-Si interactions has been investigated by means of computational methods. Both of them are σ bonds with small or negligible π back-donation from the metal to the ligands.
