887144-94-7 Usage
Description
1-Trifluoromethyl-1,2-benziodoxol-3(1H)-one is a chemical compound that serves as an electrophilic trifluoromethylating reagent. It is primarily used in trifluoromethylation reactions, a process that introduces a trifluoromethyl group (CF3) into a molecule. This reagent has been recognized as one of the more robust options available on the market for such reactions.
Uses
Used in Pharmaceutical Industry:
1-Trifluoromethyl-1,2-benziodoxol-3(1H)-one is used as a reagent in trifluoromethylation reactions for the synthesis of pharmaceutical compounds. The introduction of a trifluoromethyl group can significantly alter the properties of a molecule, often enhancing its metabolic stability, lipophilicity, and overall biological activity, which is particularly valuable in the development of new drugs.
Used in Chemical Research:
In the field of chemical research, 1-Trifluoromethyl-1,2-benziodoxol-3(1H)-one is utilized as a trifluoromethylating agent to study the effects of trifluoromethylation on various organic molecules. This can lead to the discovery of new chemical properties and potential applications in different industries.
Safety Considerations:
A recent report has indicated that 1-Trifluoromethyl-1,2-benziodoxol-3(1H)-one may exhibit potential dangerous self-reactivity when neat. To mitigate this risk, a less self-reactive version of the material is now offered, mixed down in Celatom?, a silica-based adsorbent. This formulation significantly reduces self-reactivity, allowing for safer shipping and storage of the reagent.
Check Digit Verification of cas no
The CAS Registry Mumber 887144-94-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 8,8,7,1,4 and 4 respectively; the second part has 2 digits, 9 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 887144-94:
(8*8)+(7*8)+(6*7)+(5*1)+(4*4)+(3*4)+(2*9)+(1*4)=217
217 % 10 = 7
So 887144-94-7 is a valid CAS Registry Number.
InChI:InChI=1S/C8H4F3IO2/c9-8(10,11)12-6-4-2-1-3-5(6)7(13)14-12/h1-4H
887144-94-7Relevant articles and documents
Hypervalent Iodine(III)-Promoted Radical Oxidative C-H Annulation of Arylamines with α-Keto Acids
Long, Lipeng,Wang, Jieyan,Gu, Liuqing,Yang, Shiguang,Qiao, Liang,Luo, Guotian,Chen, Zhengwang
, p. 12084 - 12092 (2021/08/24)
A novel catalyst-free radical oxidative C-H annulation reaction of arylamines with α-keto acids toward benzoxazin-2-ones synthesis under mild conditions was developed. This hypervalent iodine(III)-promoted process eliminated the use of a metal catalyst or additive with high levels of functional group tolerance. Hypervalent iodine(III) was both an oxidant and a radical initiator for this reaction. The synthetic utility of this method was confirmed by the synthesis of the natural product cephalandole A.
Synthesis of trifluoromethylated 2H-azirines through Togni reagent-mediated trifluoromethylation followed by PhIO-mediated azirination
Sun, Jiyun,Zhen, Xiaohua,Ge, Huaibin,Zhang, Guangtao,An, Xuechan,Du, Yunfei
supporting information, p. 1452 - 1458 (2018/07/05)
The reaction of enamine compounds with the Togni reagent in the presence of CuI afforded β-trifluoromethylated enamine intermediates, which were converted directly to biologically interesting trifluoromethylated 2H-azirines by an iodosobenzene (PhIO)-mediated intramolecular azirination in a one-pot process.
Iron(II)-catalyzed trifluoromethylation of potassium vinyltrifluoroborates
Parsons, Andrew T.,Senecal, Todd D.,Buchwald, Stephen L.
supporting information; experimental part, p. 2947 - 2950 (2012/05/05)
Exchanging BF3 by CF3: The title reaction proceeds under exceedingly mild reaction conditions and provides 2-arylvinyl- and 2-heteroarylvinyl-substituted substrates with E/Z selectivities of more than 95:5. Experimental observations suggest that the reaction does not proceed through a transmetalation of the RBF3K species to the iron catalyst. Copyright
