73602-61-6 Usage
Description
Triethylamine trihydrofluoride (TREAT-HF) is a mild and selective reagent for the fluorination of a wide variety of compounds. It is a clear yellow liquid that acts as a fluorinating agent and is used in the synthesis of acid fluorides, alkyl fluorides, vicinal difluorides from epoxides, and 3-fluoroazetidine. It is also utilized as a selective reagent for the cleavage of O-silyl groups in carbohydrates, nucleotides, and cyanohydrins. Additionally, it is involved in the electrochemical fluorodeiodination of alkyl iodides and fluorodesilylation in beta-lactams.
Uses
Used in Organic Synthesis:
Triethylamine trihydrofluoride is used as a mild and selective fluorinating agent for the synthesis of acid fluorides and alkyl fluorides, as well as vicinal difluorides from epoxides and 3-fluoroazetidine. It is particularly useful in the synthesis of various organic compounds due to its mild and selective nature.
Used in Cleavage of O-Silyl Groups:
Triethylamine trihydrofluoride is used as a selective reagent for the cleavage of O-silyl groups in carbohydrates, nucleotides, and cyanohydrins. This application is crucial in the synthesis and modification of these biomolecules.
Used in Electrochemical Fluorodeiodination:
Triethylamine trihydrofluoride is used in the electrochemical fluorodeiodination of alkyl iodides, which is an important process in the synthesis of various organic compounds.
Used in Fluorodesilylation in Beta-Lactams:
Triethylamine trihydrofluoride is utilized in the fluorodesilylation process in beta-lactams, which is a significant step in the synthesis of certain pharmaceutical compounds.
Used in Oligoribonucleotide Synthesis:
In the synthesis of oligoribonucleotides, the t-butyldimethylsilyl (TBDMS) group is the most widely used 2'-OH protection. The removal of TBDMS-protection is most commonly done with 1 M tetrabutylammonium fluoride (TBAF) in tetrahydrofuran (THF), which has proven to be an efficient method. Triethylamine trihydrofluoride can also be used in this process, providing an alternative reagent for the deprotection step.
Check Digit Verification of cas no
The CAS Registry Mumber 73602-61-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,3,6,0 and 2 respectively; the second part has 2 digits, 6 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 73602-61:
(7*7)+(6*3)+(5*6)+(4*0)+(3*2)+(2*6)+(1*1)=116
116 % 10 = 6
So 73602-61-6 is a valid CAS Registry Number.
InChI:InChI=1/C8H8FNO/c9-7-4-2-1-3-6(7)8(11)5-10/h1-4H,5,10H2
73602-61-6Relevant articles and documents
Iron(II)-Catalyzed Intermolecular Aminofluorination of Unfunctionalized Olefins Using Fluoride Ion
Lu, Deng-Fu,Zhu, Cheng-Liang,Sears, Jeffrey D.,Xu, Hao
supporting information, p. 11360 - 11367 (2016/10/12)
We herein report a new catalytic method for intermolecular olefin aminofluorination using earth-abundant iron catalysts and nucleophilic fluoride ion. This method tolerates a broad range of unfunctionalized olefins, especially nonstyrenyl olefins that are incompatible with existing olefin aminofluorination methods. This new iron-catalyzed process directly converts readily available olefins to internal vicinal fluoro carbamates with high regioselectivity (N vs F), many of which are difficult to prepare using known methods. Preliminary mechanistic studies demonstrate that it is possible to exert asymmetric induction using chiral iron catalysts and that both an iron-nitrenoid and carbocation species may be reactive intermediates.