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N,N-Bis(trimethylsilyl)formamid

N,N-Bis(trimethylsilyl)formamide Struktur
15500-60-4
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

N,N-Bis(trimethylsilyl)formamid Eigenschaften

Schmelzpunkt:
158 °C
Siedepunkt:
158 °C
Dichte
0.885 g/mL at 20 °C(lit.)
Brechungsindex
n20/D 1.437
Flammpunkt:
37 °C
L?slichkeit
benzene, CCl4, CH2Cl2, CHCl3.
pka
0.16±0.70(Predicted)
CAS Datenbank
15500-60-4(CAS DataBase Reference)
EPA chemische Informationen
Formamide, N,N-bis(trimethylsilyl)- (15500-60-4)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
R-S?tze: 10
RIDADR  UN 1993 3/PG 3
WGK Germany  3
10-21
HazardClass  3.2
PackingGroup  III
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H226 Flüssigkeit und Dampf entzündbar. Entzündbare Flüssigkeiten Kategorie 3 Warnung
Sicherheit

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.

15500-60-4 synthesis

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
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CR Corporation Limited
+8613062833949
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LEAP CHEM CO., LTD.
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Amadis Chemical Company Limited
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Shanghai Qiao Chemical Science Co., Ltd 021-58892003
info@qiaochem.com China 5904 65
Shanghai CR Corporation Limited 021-80270511; 4006653949
fred.wen@crcorporation.cn China 10044 58

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
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