22737-33-3 Usage
Uses
Used in Organic Synthesis:
N-METHYL-N,O-BIS(TRIMETHYLSILYL)HYDROXYLAMINE is used as a reagent for converting aldehydes and ketones to N-methyl nitrones with high regioand chemoselectivity. This selective conversion is valuable in the synthesis of various organic compounds and pharmaceuticals.
Used as a Source of Methylnitrene:
In pyrolysis reactions, N-METHYL-N,O-BIS(TRIMETHYLSILYL)HYDROXYLAMINE can serve as a source of methylnitrene, a highly reactive intermediate that can be used in the synthesis of various nitrogen-containing compounds.
Used as a Source of the Trimethylsilyl(methyl)aminyl Radical:
Photolysis of N-METHYL-N,O-BIS(TRIMETHYLSILYL)HYDROXYLAMINE generates the trimethylsilyl(methyl)aminyl radical, which can be employed in various radical reactions and processes in organic chemistry.
Used in Chemical Research:
Due to its unique properties and reactivity, N-METHYL-N,O-BIS(TRIMETHYLSILYL)HYDROXYLAMINE is also used in chemical research to explore new reaction pathways, develop novel synthetic methods, and study the behavior of reactive intermediates.
Preparation
It is obtained in 52% yield by reaction of Nmethylhydroxylamine
with chlorotrimethylsilane (2.0 equiv)
and triethylamine (3.3 equiv) in ether at 25 °C.
Check Digit Verification of cas no
The CAS Registry Mumber 22737-33-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,2,7,3 and 7 respectively; the second part has 2 digits, 3 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 22737-33:
(7*2)+(6*2)+(5*7)+(4*3)+(3*7)+(2*3)+(1*3)=103
103 % 10 = 3
So 22737-33-3 is a valid CAS Registry Number.
InChI:InChI=1/C7H21NOSi2/c1-8(10(2,3)4)9-11(5,6)7/h1-7H3
22737-33-3Relevant academic research and scientific papers
Investigation of Thermally Induced α-Deoxysilylation of Organosilylated Hydroxylamine Derivatives as a General Method for Nitrene Production
Chang, Young Hwan,Chiu, Fang-Ting,Zon, Gerald
, p. 342 - 354 (2007/10/02)
A variety of organosilylated hydroxylamine derivatives have been synthesized and studied as possible nitrene generators by thermally induced α-deoxysilylation: GN(OR')SiR3 GN + R'OSiR3, where G = EtO2C, ArCO, ArSO2, Me, H, and Ph2PO.The methods used to assess nitrene formation include trapping product characterization, substitutent variation, kinetic activation parameter measurements, Hammett studies, and solvent effects.While the latter two types of precursors were only briefly investigated because of their marked resistance to fragmentation, the combined data for the remaining compounds are consistent with the intermediacy of a nitrene.The existence of alternative deoxysilylation pathways is discussed in some cases, and for comparison with the nitrogen systems reported herein, kinetic activation parameters for α-deoxysilylation about carbon and silicon have been determined.
