O-Mesitylenesulfonylhydroxylamine

Bezeichnung:O-Mesitylenesulfonylhydroxylamine

CAS-Nr36016-40-7

Englisch Name:O-Mesitylenesulfonylhydroxylamine

CBNumberCB7235854

SummenformelC9H13NO3S

Molgewicht215.27

MOL-Datei36016-40-7.mol

O-Mesitylenesulfonylhydroxylamine physikalisch-chemischer Eigenschaften

Schmelzpunkt	93-94 °C
Siedepunkt	350.6±52.0 °C(Predicted)
Dichte	1.240
storage temp.	Hygroscopic, -20°C Freezer, Under inert atmosphere
Löslichkeit	very soluble in diethyl ether, chloroform, dichloromethane, benzene, ethanol, THF; insoluble in water and petroleum ether
Aggregatzustand	Oil
pka	-4.59±0.70(Predicted)
Farbe	Pale Yellow to Pale Beige
Stabilität	Do not dry. Will explode. Explosive.
InChI	InChI=1S/C9H13NO3S/c1-6-4-7(2)9(8(3)5-6)14(11,12)13-10/h4-5H,10H2,1-3H3
InChIKey	CHKQALUEEULCPZ-UHFFFAOYSA-N
SMILES	C1(S(ON)(=O)=O)=C(C)C=C(C)C=C1C

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	22
HS Code	2930909899

Gefahreninformationscode (GHS)

O-Mesitylenesulfonylhydroxylamine Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
Verwenden
O-Mesitylenesulfonylhydroxylamine is an oxidizing and aminating reagent with great potential to oxidatively eliminate the cysteine thiol modification to dehydroalanine.
Synthesis Reference(s)
The Journal of Organic Chemistry, 38, p. 1239, 1973 DOI: 10.1021/jo00946a045
Synthesis, p. 788, 1975 DOI: 10.1055/s-1975-23927
Synthese
To a solution of 89 g (330 mmol) O-(mesitylsulfonyl)acetohydroxamate (1) in dioxane is added with stirring 30 mL perchloric acid (70%) at 0 °C within 10 min, and then stirred for another 10 min. After adding about 20 mL of the acid, the reaction mixture becomes pasty. The crude reaction mixture is poured into ice water to give a white solid of O-(mesitylsulfonyl)hydroxylamine, which is collected, washed with cold water (500 mL), then with cold petroleum ether (300 mL), and dried by maintaining suction for about 1 h; yield 55-65 g (77-92%).
The product should be stored in a refrigerator below 0 °C. Iodometric titration indicates that O-Mesitylenesulfonylhydroxylamine, thus prepared, contains 20-30% water. It can be used for most applications. Further purification can be achieved by the dissolution of a small amount of diethyl ether at room temperature and precipitation with petroleum ether.
Vorsichtsmaßnahmen
O-(mesitylsulfonyl)hydroxylamine must be handled with care. The first report about a rapid decomposition when standing at room temperature appeared in 1977. After an explosion of O-Mesitylenesulfonylhydroxylamine during storage below 0 °C, as suggested above, it is strongly recommended that O-Mesitylenesulfonylhydroxylamine be prepared immediately before use and not stored.

O-Mesitylenesulfonylhydroxylamine Upstream-Materialien And Downstream Produkte

O-Mesitylenesulfonylhydroxylamine Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

36016-40-7, O-Mesitylenesulfonylhydroxylamine Verwandte Suche:

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