N,N-Bis(trimethylsilyl)formamid
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- CAS-Nr.
- 15500-60-4
- Bezeichnung:
- N,N-Bis(trimethylsilyl)formamid
- Englisch Name:
- N,N-Bis(trimethylsilyl)formamide
- Synonyma:
- BSF;N,N-BIS(TRIMETHYLSILYL)FORMAMIDE;n,n-bis(trimethylsilyl)-formamid;BIS-N N-(TRIMETHYLSILYL)FORMAMIDE;Formamide, N,N-bis(trimethylsilyl)-;BIS-N N-(TRIMETHYLSILYL)FORMAMIDE 97%;N,N-Bis-(trimethylsilyl)-formamide(BSF)
- CBNumber:
- CB8480743
- Summenformel:
- C7H19NOSi2
- Molgewicht:
- 189.4
- MOL-Datei:
- 15500-60-4.mol
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N,N-Bis(trimethylsilyl)formamid Eigenschaften
Sicherheit
- Risiko- und Sicherheitserkl?rung
- Gefahreninformationscode (GHS)
R-S?tze: |
10 |
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RIDADR |
UN 1993 3/PG 3 |
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WGK Germany |
3 |
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F |
10-21 |
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HazardClass |
3.2 |
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PackingGroup |
III |
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Bildanzeige (GHS) |
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Alarmwort |
Warnung |
Gefahrenhinweise |
Code |
Gefahrenhinweise |
Gefahrenklasse |
Abteilung |
Alarmwort |
Symbol |
P-Code |
H226 |
Flüssigkeit und Dampf entzündbar. |
Entzündbare Flüssigkeiten |
Kategorie 3 |
Warnung |
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Sicherheit |
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N,N-Bis(trimethylsilyl)formamid Chemische Eigenschaften,Einsatz,Produktion Methoden
R-S?tze Betriebsanweisung:
R10:Entzündlich.
Physikalische Eigenschaften
81–82 °C/20 mmHg; 154 °C/760 mmHg;
mp 16–17 °C; n20
D 1.4388.
Verwenden
N,N-Bis(trimethylsilyl)formamide can be used as source of nucleophilic formamide and N-silylaldimine synthon.
N,N-Bis(trimethylsilyl)formamide (BSF) exists in the amide form with both silyl groups attached to the nitrogen atom. This is in contrast to most other bis(TMS)amides (e.g., bis(TMS)- acetamide), which favor the N,O-bis(TMS)imidate isomer. BSF behaves as an N-formamido nucleophile, reacting with the carbonyl group of aldehydes and activated ketones to give N-formyl-O-trimethylsilyl-N,O-acetals. Similarly, reaction with imines (or their precursors) can in some cases give N-formylN,N-acetals. BSF undergoes reactions with a range of other electrophiles including acid chlorides, chloroformate esters, and isocyanates to give a range of interesting products. When treated with organolithium nucleophiles, attack occurs at the carbonyl function, to provide N-silylaldimines after elimination of a silyloxy unit. Such imines are reported to undergo further reactions to give heterocycles. There are also reports of BSF acting as a silylating agent, to give silyl enol ethers, although it is not commonly used for this application.
synthetische
chlorotrimethylsilane was added at room
temperature to a solution of formamide and triethylamine in
dry benzene and the mixture was heated at reflux for 1 h. The
reaction mixture was filtered, and the filtrate was evaporated to
give a crude oil. This was purified by high-vacuum distillation
to afford N,N-bis(trimethylsilyl)formamide (BSF) as an oil in
75% yield.
N,N-Bis(trimethylsilyl)formamid Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
N,N-Bis(trimethylsilyl)formamid Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.
Global( 38)Lieferanten
15500-60-4(N,N-Bis(trimethylsilyl)formamid)Verwandte Suche:
- n,n-bis(trimethylsilyl)-formamid
- N,N-BIS(TRIMETHYLSILYL)FORMAMIDE
- BSF
- BIS-N N-(TRIMETHYLSILYL)FORMAMIDE
- N,N-Bis-(trimethylsilyl)-formamide(BSF)
- BIS-N N-(TRIMETHYLSILYL)FORMAMIDE 97%
- Formamide, N,N-bis(trimethylsilyl)-
- 15500-60-4
- C7H19NOSi2
- Analytical Chromatography Product Catalog
- Fluka Reagents
- Derivatization Reagents