O-tosylhydroxylamine

Base Information

• Chemical Name: O-tosylhydroxylamine
• CAS No.: 52913-14-1
• Molecular Formula: C₇H₉NO₃S
• Molecular Weight: 187.219
• Hs Code.: 2922199090
• European Community (EC) Number: 840-347-2
• DSSTox Substance ID: DTXSID401044900
• Nikkaji Number: J1.449.187B
• Mol file: 52913-14-1.mol

Synonyms:O-tosylhydroxylamine;52913-14-1;AMINO 4-METHYLBENZENESULFONATE;Hydroxylamine, O-[(4-methylphenyl)sulfonyl]-;Amino 4-methylbenzene-1-sulfonate;O-tosyl-hydroxylamine;SCHEMBL928206;OAIJQSLFIIMPOI-UHFFFAOYSA-N;DTXSID401044900;O-(p-toluenesulfonyl)-hydroxylamine;AKOS022178060;AM807319;EN300-137607;A1-02819

Chemical Property of O-tosylhydroxylamine

Chemical Property:

• Melting Point: 400-410 °C
• Refractive Index: 1.6100 (estimate)
• Boiling Point: 500°C (rough estimate)
• PKA: -2.14±0.70(Predicted)
• PSA: 77.77000
• Density: 1.3553 (rough estimate)
• LogP: 2.35510
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 187.03031432
• Heavy Atom Count: 12
• Complexity: 224

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): 3
• Hazard Codes: 3

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)ON

Technology Process of O-tosylhydroxylamine

There total 10 articles about O-tosylhydroxylamine 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: 98.0%

O-p-toluenesulfonyl benzyloxyhydroxamate (64420-86-6) → O-tosylhydroxylamine (52913-14-1)

Guidance literature:

With 10% palladium on activated carbon; hydrogen; In methanol; at 20 ℃; for 0.5h;

DOI:10.1080/00397910903007111

Reference yield:

(E)-ethyl N-(p-toluenesulfonyl)oxyacetimidate → O-tosylhydroxylamine (52913-14-1)

Guidance literature:

With perchloric acid; In 1,4-dioxane; at 0 - 20 ℃; for 1h;

Reference yield:

ethyl O-(p-tolylsulfonyl)acetohydroximate (895151-10-7) → O-tosylhydroxylamine (52913-14-1)

Guidance literature:

With perchloric acid; In water; at 20 - 60 ℃; for 0.516667h;

upstream raw materials:

O-p-Toluolsulfonyl-N,N-bis<(trimethylsilyl>-hydroxylamin

N-[[(4-methylphenyl)sulfonyl]oxy]ethanimidic acid ethyl ester

4-nitrophenyl 4-methylbenzenesulfonate

p-toluenesulfonyl chloride

Downstream raw materials:

3-amino-2-carbamoylpyridinium tosylate

2-amino-3-(4-chlorobenzoyl)isoquinolinium tosylate

2-amino-3-<3-(trifluoromethyl)benzoyl>isoquinolinium tosylate

Toluene-4-sulfonate1-amino-2-(2-methoxycarbonyl-phenyl)-pyridinium;

Refernces

• 1、 Klenov, Michael S.,Anikin, Oleg V.,Guskov, Alexey A.,Churakov, Aleksandr M.,Strelenko, Yurii A.,Ananyev, Ivan V.,Bushmarinov, Ivan S.,Dmitrienko, Artem O.,Lyssenko, Konstantin A.,Tartakovsky, Vladimir A.. "Serendipitous Synthesis of (tert-Butyl-NNO-azoxy)acetonitrile: Reduction of an Oxime Moiety to a Methylene Unit". . p. 3845 - 3855. Retrieved 2016.
• 2、 Wozniak, Dominique R.,Salfer, Benjamin,Zeller, Matthias,Byrd, Edward F. C.,Piercey, Davin G.. "Sensitive Energetics from the N-Amination of 4-Nitro-1,2,3-Triazole". . p. 806 - 811. Retrieved 2020/05/25.