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N,N-Dimethyl-O-(methylsulfonyl)hydroxylamine

N,N-Dimethyl-O-(methylsulfonyl)hydroxylamine Struktur
75812-61-2
CAS-Nr.
75812-61-2
Englisch Name:
N,N-Dimethyl-O-(methylsulfonyl)hydroxylamine
Synonyma:
Methanesulfonic acid, dimethylazanyl ester;N,N-Dimethyl-O-(methylsulfonyl)hydroxylamine
CBNumber:
CB82657998
Summenformel:
C3H9NO3S
Molgewicht:
139.17
MOL-Datei:
75812-61-2.mol

N,N-Dimethyl-O-(methylsulfonyl)hydroxylamine Eigenschaften

Schmelzpunkt:
33-35 °C
Siedepunkt:
168.3±23.0 °C(Predicted)
Dichte
1.234±0.06 g/cm3(Predicted)
L?slichkeit
sol THF, diethyl ether; very sol CHCl3, CH2Cl2.
pka
-3.35±0.70(Predicted)

Sicherheit

N,N-Dimethyl-O-(methylsulfonyl)hydroxylamine Chemische Eigenschaften,Einsatz,Produktion Methoden

Verwenden

N,N-Dimethyl-O-(methylsulfonyl)hydroxylamine is used as a reagent for electrophilic aminations, Me2N transfers to nucleophiles.

synthetische

Preparative Methods of N,N-Dimethyl-O-(methylsulfonyl)hydroxylamine: to a solution of 29.3 g (300 mmol) N,N-dimethylhydroxylamine hydrochloride and 35.6 g (300 mmol) Methanesulfonyl Chloride in 360 mL CH2Cl2 is added dropwise under stirring at - 20 °C a solution of 60.7 g (600 mmol) Triethylamine in 240 mL CH2Cl2. After stirring for 30 min at 0 °C the reaction mixture is poured into ice water, the organic phase is extracted another two times with ice water and then dried over MgSO4 at 0 °C. After removal of the solvent at 0 °C the noncrystalline residue is dissolved in 60 mL diethyl ether. On standing at -30 °C, N,N-dimethyl-O-(methylsulfonyl)hydroxylamine (1) crystallizes in colorless needles which are separated in a cooled frit. After one (or two) recrystallization(s) from diethyl ether between 21.9 and 26.4 g (53-63%) (1) are isolated. In a similar fashion the following compounds have been prepared and used in electrophilic amination reactions: N,N-dimethyl-O-(phenylsulfonyl)hydroxylamine, mp 18-19 °C; N,N-diethyl-O- (mesitylsulfonyl)hydroxylamine, mp 103-104 °C; N,N-diethyl-O-(phenylsulfonyl)hydroxylamine, mp 46-47 °C; N,N-diethyl-O-(mesitylsulfonyl)hydroxylamine, mp 68-69 °C; N-(O-phenylsulfonyl)hydroxypiperidine, mp 57-58 °C; N-(O-mesitylsulfonyl)hydroxypiperidine, mp 50- 51 °C; N-(O-mesitylsulfonyl)hydroxypyrrolidine, mp 23-24 °C.

N,N-Dimethyl-O-(methylsulfonyl)hydroxylamine Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


N,N-Dimethyl-O-(methylsulfonyl)hydroxylamine Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

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  • N,N-Dimethyl-O-(methylsulfonyl)hydroxylamine
  • Methanesulfonic acid, dimethylazanyl ester
  • 75812-61-2
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