Benzenamine, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-

Base Information

• Chemical Name: Benzenamine, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-
• CAS No.: 121942-75-4
• Molecular Formula: C12H21NOSi
• Molecular Weight: 223.39
• European Community (EC) Number: 860-045-4
• DSSTox Substance ID: DTXSID20558795
• Nikkaji Number: J1.894.855I
• Wikidata: Q82441221
• Mol file: 121942-75-4.mol

Synonyms:121942-75-4;3-((tert-Butyldimethylsilyl)oxy)aniline;Benzenamine, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-;3-[tert-butyl(dimethyl)silyl]oxyaniline;3-(tert-butyldimethylsilyloxy)aniline;3-[(tert-Butyldimethylsilyl)oxy]aniline;3-aminophenol, TBDMS;SCHEMBL356737;DTXSID20558795;3-(tert-butyl dimethylsilyloxy)phenylamine;3-(tert-butyldimethylsilanyloxy)phenylamine;3-{[tert-Butyl(dimethyl)silyl]oxy}aniline;3-(tert-butyl dimethylsilyloxy) phenylamine;CS-0020567;3-(tert-Butyl-dimethyl-silanyloxy)-phenylamine;D72534;EN300-7461715;A1-19879

Chemical Property of Benzenamine, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-

Chemical Property:

• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 223.139240828
• Heavy Atom Count: 15
• Complexity: 210

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)[Si](C)(C)OC1=CC=CC(=C1)N

Technology Process of Benzenamine, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-

There total 5 articles about Benzenamine, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]- 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: 100.0%

tert-butyldimethylsilyl chloride (18162-48-6) + m-Hydroxyaniline (591-27-5) → 3-[(tert-butyldimethylsilyl)oxy]aniline (121942-75-4)

Guidance literature:

With 1H-imidazole; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1021/ja2026882

Reference yield: 99.0%

tert-butyldimethyl-(3-nitrophenoxy)silane (98525-64-5) → 3-[(tert-butyldimethylsilyl)oxy]aniline (121942-75-4)

Guidance literature:

With palladium on activated charcoal; hydrogen; In ethanol; for 8h; under 3000.3 Torr; Reagent/catalyst;

DOI:10.1055/s-0036-1588322

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 3-[(tert-butyldimethylsilyl)oxy]aniline (121942-75-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

2: palladium on activated charcoal; hydrogen / ethanol / 8 h / 3000.3 Torr

With 1H-imidazole; palladium on activated charcoal; hydrogen; In ethanol; N,N-dimethyl-formamide;

DOI:10.1055/s-0036-1588322

upstream raw materials:

tert-butyldimethylsilyl chloride

m-Hydroxyaniline

meta-nitrophenol

tert-butyldimethyl-(3-nitrophenoxy)silane

Downstream raw materials:

m-Hydroxyaniline

C₂₂H₂₆N₂O₃Si

C₂₄H₃₀BrN₃O₅

Refernces

• 1、 Mészáros, ádám,Székely, Anna,Stirling, András,Novák, Zoltán. "Design of Trifluoroalkenyl Iodonium Salts for a Hypervalency-Aided Alkenylation–Cyclization Strategy: Metal-Free Construction of Aziridine Rings". . p. 6643 - 6647. Retrieved 2018.
• 2、 Nizamov, Shamil,Willig, Katrin I.,Sednev, Maksim V.,Belov, Vladimir N.,Hell, Stefan W.. "Phosphorylated 3-heteroarylcoumarins and their use in fluorescence microscopy and nanoscopy". . p. 16339 - 16348. Retrieved 2012.
• 3、 -. "SUBSTITUTED AMIDE COMPOUNDS USEFUL AS FARNESOID X RECEPTOR MODULATORS". Page/Page column 204; 205. . Retrieved 2020/08/28.
• 4、 -. "COMPOUNDS AND METHODS TO ATTENUATE TUMOR PROGRESSION AND METASTASIS". . . Retrieved 2020/05/28.