N-Methyl-N,O-bis(trimethylsilyl)hydroxylamine

Base Information

• Chemical Name: N-Methyl-N,O-bis(trimethylsilyl)hydroxylamine
• CAS No.: 22737-33-3
• Molecular Formula: C7H21 N O Si2
• Molecular Weight: 191.421
• Hs Code.: 2931900090
• European Community (EC) Number: 672-637-8
• DSSTox Substance ID: DTXSID40505160
• Nikkaji Number: J383.032B
• Wikidata: Q82360087
• Mol file: 22737-33-3.mol

Synonyms:N-Methyl-N,O-bis(trimethylsilyl)hydroxylamine;22737-33-3;N-trimethylsilyl-N-trimethylsilyloxymethanamine;DTXSID40505160;MFCD00191463;AKOS006230042;FT-0693655;M1077;N-Methyl-N,o-bis-(trimethylsilyl)hydroxylamine;T72114;J-014831;N,1,1,1-Tetramethyl-N-[(trimethylsilyl)oxy]silanamine

Chemical Property of N-Methyl-N,O-bis(trimethylsilyl)hydroxylamine

Chemical Property:

• Refractive Index: 1.415
• Boiling Point: 155.3±23.0 °C(Predicted)
• PKA: 5.95±0.70(Predicted)
• PSA: 12.47000
• Density: 1.4146 g/cm3
• LogP: 2.51960
• Storage Temp.: Refrigerator
• Solubility.: sol benzene, toluene, CH2Cl2, CHCl3.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 191.11616736
• Heavy Atom Count: 11
• Complexity: 125

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Methyl-N,O-bis(trimethylsilyl)hydroxylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(O[Si](C)(C)C)[Si](C)(C)C
• Physical properties: bp 40–41 °C/10 mmHg; n20 D 1.4146.2
• Uses: As bis-trimethylsilylated N-methylhydroxylamine N-Methyl-N,O-bis(trimethylsilyl)- hydroxylamine can convert aldehydes and ketones to N-methyl nitrones with regio- and chemoselectivity; source of methylnitrene by pyrolysis; source of the trimethylsilyl(methyl)aminyl radical by photolysis.

Technology Process of N-Methyl-N,O-bis(trimethylsilyl)hydroxylamine

There total 4 articles about N-Methyl-N,O-bis(trimethylsilyl)hydroxylamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

N-methylhydroxyamine hydrochloride (4229-44-1) + 1,1,1,3,3,3-hexamethyl-disilazane (999-97-3) → N-Methyl-N,O-bis(trimethylsilyl)hydroxylamine (22737-33-3)

Guidance literature:

With triethylamine; In tetrahydrofuran; for 24h; Ambient temperature;

DOI:10.1021/jo00315a024

Reference yield:

chloro-trimethyl-silane (75-77-4) + N-Methylhydroxylamine (593-77-1) → N-Methyl-N,O-bis(trimethylsilyl)hydroxylamine (22737-33-3)

Guidance literature:

With triethylamine; In diethyl ether;

DOI:10.1007/BF00904128

Reference yield:

chloro-trimethyl-silane (75-77-4) + N-methyl-O-(trimethylsilyl)hydroxylamine (22737-30-0) → N-Methyl-N,O-bis(trimethylsilyl)hydroxylamine (22737-33-3)

Guidance literature:

With triethylamine; In diethyl ether;

DOI:10.1007/BF00904128

upstream raw materials:

chloro-trimethyl-silane

N-Methylhydroxylamine

N-methyl-O-(trimethylsilyl)hydroxylamine

N-methylhydroxyamine hydrochloride

Downstream raw materials:

(Z)-N-<(3-Ethinyl-2-furyl)methylen>methanamin-N-oxid

C₁₀H₉NO

C-phenyl-N-methylnitrone

Refernces

• 1、 Chang, Young Hwan,Chiu, Fang-Ting,Zon, Gerald. "Investigation of Thermally Induced α-Deoxysilylation of Organosilylated Hydroxylamine Derivatives as a General Method for Nitrene Production". . p. 342 - 354. Retrieved 2007/10/02.