236122-13-7 Usage
Description
[N-(2-(Trimethylsilyl)ethanesulfonyl)imino]phenyliodane, also known as a phenyliodane reagent, is an iodine(III) compound characterized by its ability to act as a nitrogen atom source in various chemical reactions. It is known for its unique structure, which includes a trimethylsilyl group and an ethanesulfonyl group, contributing to its reactivity and stability. This reagent is particularly useful in the field of organic chemistry, where it facilitates the formation of complex molecular structures.
Uses
[N-(2-(Trimethylsilyl)ethanesulfonyl)imino]phenyliodane is used as a nitrogen atom source for the following applications:
1. In the Chemical Industry:
[N-(2-(Trimethylsilyl)ethanesulfonyl)imino]phenyliodane is used as a catalyst in the transition-metal catalyzed aziridination of olefins. This process involves the formation of aziridines, which are three-membered nitrogen-containing rings, and are important intermediates in the synthesis of various pharmaceuticals and agrochemicals.
2. In the Pharmaceutical Industry:
[N-(2-(Trimethylsilyl)ethanesulfonyl)imino]phenyliodane is used as a nitrogen atom source in the sulfoximination of sulfoxides. This reaction leads to the formation of sulfoximines, which are valuable building blocks in the development of novel pharmaceuticals with potential applications in the treatment of various diseases.
Physical Properties:
The physical properties of [N-(2-(Trimethylsilyl)ethanesulfonyl)imino]phenyliodane include a melting point of 84–85.5 °C, which is an important characteristic for its handling and storage in laboratory settings. This melting point also provides insight into the compound's stability and reactivity under different temperature conditions.
Preparation
The protocol is adapted from the original
synthesis of I-N ylides. SesNH2 (prepared by reaction of
Ses-Cl with concentrated aqueous ammonia at 0°C in
CH3CN), KOH pellets (2.5 equiv), and PhI(OAc)2 (1.0 equiv)
are successively added to anhydrous methanol at 0°C. After
3 h of stirring from 0°C to rt, an expeditive work-up, described
below, is followed. The mixture is diluted at 0°C with freshly
distilled CH2Cl2 and washed with ice water. After separation,
the organic phase is dried over MgSO4 and evaporated to dryness
at room temperature. More reliable and practical now is
the in situ generation of PhINSes from PhIO and SesNH2.
This procedure is strongly recommended since the isolation of
iminoiodinanes is particularly troublesome.
Check Digit Verification of cas no
The CAS Registry Mumber 236122-13-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,3,6,1,2 and 2 respectively; the second part has 2 digits, 1 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 236122-13:
(8*2)+(7*3)+(6*6)+(5*1)+(4*2)+(3*2)+(2*1)+(1*3)=97
97 % 10 = 7
So 236122-13-7 is a valid CAS Registry Number.
