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Diethyl cyanophosphonate

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Products Intro: Product Name:Diethyl cyanophosphonate
CAS:2942-58-7
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CAS:2942-58-7
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CAS:2942-58-7
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Products Intro: Product Name:diethoxyphosphorylformonitrile
CAS:2942-58-7
Purity:99% Package:5KG;1KG Remarks:C5H10NO3P

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  • $0.00 / 25Kg/Drum
  • 2023-01-31
  • CAS:2942-58-7
  • Min. Order: 1Kg/Drum
  • Purity: 99%
  • Supply Ability: 5000KG
Diethyl cyanophosphonate Basic information
Product Name:Diethyl cyanophosphonate
Synonyms:DIETHYL CYANOPHOSPHONATE;CYANOPHOSPHONIC ACID DIETHYL ESTER;Diethoxy-phosphoryl cyanide;diethoxy-phosphorylcyanide;Diethyl cyanidophosphate;Diethyl cyanophosphosphonate;diethylcyanophosphosphonate;Phosphorocyanidic acid, diethyl ester
CAS:2942-58-7
MF:C5H10NO3P
MW:163.11
EINECS:220-936-5
Product Categories:Biochemistry;Condensation & Active Esterification;Coupling Reactions (Peptide Synthesis);Peptide Synthesis;Synthetic Organic Chemistry
Mol File:2942-58-7.mol
Diethyl cyanophosphonate Structure
Diethyl cyanophosphonate Chemical Properties
Boiling point 104-105 °C19 mm Hg(lit.)
density 1.075 g/mL at 25 °C(lit.)
refractive index n20/D 1.403(lit.)
Fp 177 °F
storage temp. 2-8°C
solubility Acetonitrile (Slightly), Chloroform (Slightly)
form Liquid
Specific Gravity1.075
color Clear colorless to yellow
Water Solubility DECOMPOSES
Sensitive Moisture Sensitive
BRN 1768938
Exposure limitsNIOSH: IDLH 25 mg/m3
Stability:Moisture Sensitive
CAS DataBase Reference2942-58-7(CAS DataBase Reference)
NIST Chemistry ReferenceDiethyl cyanophosphonate(2942-58-7)
Safety Information
Hazard Codes C,Xi,T+
Risk Statements 34-32-26/27/28
Safety Statements 26-36-45-50A-36/37/39-28A-36/37-28
RIDADR UN 2922 8/PG 2
WGK Germany 3
RTECS TD2500000
10-13-21
Hazard Note Irritant
HazardClass 8
PackingGroup II
HS Code 29319090
MSDS Information
ProviderLanguage
DEPC English
SigmaAldrich English
ACROS English
ALFA English
Diethyl cyanophosphonate Usage And Synthesis
Chemical PropertiesDiethyl 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.
UsesDiethyl 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.
Application1973 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].
General DescriptionDiethyl 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.
References[1] Shinya Harusawa , Takayuki Shioiri. “Diethyl phosphorocyanidate (DEPC): a versatile reagent for organic synthesis.” Tetrahedron 72 50 (2016): Pages 8125-8200.
Tag:Diethyl cyanophosphonate(2942-58-7) Related Product Information
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