Diethylcyanidophosphat

Bezeichnung:Diethylcyanidophosphat

CAS-Nr2942-58-7

Englisch Name:Diethyl cyanophosphonate

CBNumberCB1420852

SummenformelC5H10NO3P

Molgewicht163.11

MOL-Datei2942-58-7.mol

Synonyma

Diethylcyanidophosphat

Diethylcyanidophosphat physikalisch-chemischer Eigenschaften

Siedepunkt	104-105 °C19 mm Hg(lit.)
Dichte	1.075 g/mL at 25 °C(lit.)
Brechungsindex	n20/D 1.403(lit.)
Flammpunkt	177 °F
storage temp.	2-8°C
Löslichkeit	Acetonitrile (Slightly), Chloroform (Slightly)
Aggregatzustand	Liquid
Wichte	1.075
Farbe	Clear colorless to yellow
Wasserlöslichkeit	DECOMPOSES
Sensitive	Moisture Sensitive
BRN	1768938
Expositionsgrenzwerte	NIOSH: IDLH 25 mg/m3
Stabilität	Moisture Sensitive
CAS Datenbank	2942-58-7(CAS DataBase Reference)
NIST chemische Informationen	Diethyl cyanophosphonate(2942-58-7)

Sicherheit

Kennzeichnung gefährlicher	C,Xi,T+
R-Sätze:	34-32-26/27/28
S-Sätze:	26-36-45-50A-36/37/39-28A-36/37-28
RIDADR	UN 2922 8/PG 2
WGK Germany	3
RTECS-Nr.	TD2500000
F	10-13-21
Hazard Note	Irritant
HazardClass	8
PackingGroup	II
HS Code	29319090

Gefahreninformationscode (GHS)

Diethyl cyanophosphonate Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R34:Verursacht Verätzungen.
R32:Entwickelt bei Berührung mit Säure sehr giftige Gase.
R26/27/28:Sehr giftig beim Einatmen, Verschlucken und Berührung mit der Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
Chemische Eigenschaften
Diethyl cyanophosphonate is a clear colourless to yellow liquid. It soluble in most common organic solvents , such as dimethylformamide , tetrahydrofuran , diethyl ether , and toluene. Diethyl cyanophosphonate is highly toxic and corrosive. lt must be handled in awell-ventilated fume hood. In addition, it is moisture sensitive and should bestored in a refrigerator under nitrogen.
Verwenden
Diethyl cyanophosphonate was used in the synthesis of 4-acylthiol-4-deoxy-4′-demethyl epipodophyllotoxin analogs. Coupling reagent for peptide synthesis. Reagent for the phosphorylation of phenols. Activating agent for fluorescent derivatization of carboxylic acids which allows separation by HPLC.
Application
1973 Harusawa et al. found that diethyl phosphorocyanidate (diethyl cyanophosphonate; depc), a cyano and diethyl analog of DPPA, was a valuable reagent for peptide synthesis. DEPC is a practical and versatile reagent for organic synthesis, particularly as a condensing reagent for the synthesis of amides and peptides and its application in O-, S-, and C-acylations. Compared to other cyanating agents, DEPC is significantly less toxic and commercially available. DEPC can also be employed as a cyanating agent for introducing a C1 unit into a range of compounds, and its reaction with carbonyl compounds in the presence of a catalyst easily affords CPs, which are key intermediates in a variety of reactions[1].
Allgemeine Beschreibung
Diethyl cyanophosphonate (DCNP, a Tabun mimic, DECP) is a nerve agent simulant. Its detection by using fluorescein, a reversible fluorescent sensor, has been reported. Its degradation in the presence of suitable organocatalysts (different amines, aminoalcohols and glycols) has been studied.
Einzelnachweise
[1] Shinya Harusawa , Takayuki Shioiri. “Diethyl phosphorocyanidate (DEPC): a versatile reagent for organic synthesis.” Tetrahedron 72 50 (2016): Pages 8125-8200.

Diethyl cyanophosphonate Upstream-Materialien And Downstream Produkte

Diethylcyanidophosphat Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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