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ChemicalBook--->CAS DataBase List--->2942-58-7

2942-58-7

2942-58-7 Structure

2942-58-7 Structure
IdentificationMore
[Name]

Diethyl cyanophosphonate
[CAS]

2942-58-7
[Synonyms]

CYANOPHOSPHONIC ACID DIETHYL ESTER
DEPC
DIETHYL CYANOPHOSPHATE
DIETHYL CYANOPHOSPHONATE
DIETHYL PHOSPHOROCYANIDATE
DIETHYLPHOSPHORYL CYANIDE
(ETO)2P(O)CN
Diethoxy-phosphoryl cyanide
diethoxy-phosphorylcyanide
Diethyl cyanidophosphate
Diethyl cyanophosphosphonate
diethylcyanophosphosphonate
Phosphorocyanidic acid, diethyl ester
Phosphorocyanidic acid, O,O-diethyl ester
phosphorocyanidicacid,o,o-diethylester
DEPC DIETHYLCYANOPHOSPHONATE
DEPC (Diethyl phosphoryl cyanide)
Diethypyrocarbonate
DIETHYL CYANOPHOSPHONATE: TECH., 90%
DEPC
[EINECS(EC#)]

220-936-5
[Molecular Formula]

C5H10NO3P
[MDL Number]

MFCD00010256
[Molecular Weight]

163.11
[MOL File]

2942-58-7.mol
Chemical PropertiesBack Directory
[Appearance]

clear colourless to yellow liquid
[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
[color ]

Clear colorless to yellow
[Specific Gravity]

1.075
[Water Solubility ]

DECOMPOSES
[Sensitive ]

Moisture Sensitive
[BRN ]

1768938
[Exposure limits]

NIOSH: IDLH 25 mg/m3
[Stability:]

Moisture Sensitive
[CAS DataBase Reference]

2942-58-7(CAS DataBase Reference)
[NIST Chemistry Reference]

Diethyl cyanophosphonate(2942-58-7)
Safety DataBack Directory
[Hazard Codes ]

C,Xi,T+
[Risk Statements ]

R34:Causes burns.
R32:Contact with acids liberates very toxic gas.
R26/27/28:Very Toxic by inhalation, in contact with skin and if swallowed .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
[RIDADR ]

UN 2922 8/PG 2
[WGK Germany ]

3
[RTECS ]

TD2500000
[F ]

10-13-21
[Hazard Note ]

Irritant
[HazardClass ]

8
[PackingGroup ]

II
[HS Code ]

29319090
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Cyanogen bromide-->DIETHYL PHOSPHATE-->TEPP-->Phosphorocyanidous acid diethyl ester-->CYANOGEN IODIDE-->CHLOROCARBONYLSULFENYL CHLORIDE-->POTASSIUM CYANIDE-->Diethyl chlorophosphate
[Preparation Products]

Foscarnet sodium-->1H-[1]-BENZAZEPHE-2,5(3H, 4H)-DIONE-->tert-butyl (5S,8S,11S,12R)-11-((S)-sec-butyl)-1-(9H-fluoren-9-yl)-5,8-diisopropyl-12-methoxy-4,10-dimethyl-3,6,9-trioxo-2-oxa-4,7,10-triazatetradecan-14-oate-->4-Cyanotetrahydro-4H-pyran-->Pazinaclone-->1-METHYL-3-PHENYLPROPYLISOCYANIDE
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

DEPC(2942-58-7).msds
Hazard InformationBack Directory
[Chemical Properties]

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.
[Uses]

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].
[General Description]

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.
[References]

[1] Shinya Harusawa , Takayuki Shioiri. “Diethyl phosphorocyanidate (DEPC): a versatile reagent for organic synthesis.” Tetrahedron 72 50 (2016): Pages 8125-8200.
Spectrum DetailBack Directory
[Spectrum Detail]

Diethyl cyanophosphonate(2942-58-7)MS
Diethyl cyanophosphonate(2942-58-7)1HNMR
Diethyl cyanophosphonate(2942-58-7)IR1
Diethyl cyanophosphonate(2942-58-7)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Diethyl cyanophosphonate, 93%(2942-58-7)
[Alfa Aesar]

Diethyl cyanophosphonate, tech. 90%(2942-58-7)
[Sigma Aldrich]

2942-58-7(sigmaaldrich)
[TCI AMERICA]

Diethyl Cyanophosphonate,>93.0%(GC)(2942-58-7)
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