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28553

Diethyl cyanophosphonate

technical, ≥90% (GC)

Synonym(s):

DEPC, Diethyl phosphoryl cyanide

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About This Item

Linear Formula:
(CH3CH2O)2P(O)CN
CAS Number:
2942-58-7
Molecular Weight:
163.11
EC Number:
220-936-5
UNSPSC Code:
12352100
PubChem Substance ID:
24857217
Beilstein/REAXYS Number:
1768938
MDL number:
MFCD00010256
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grade

technical

assay

≥90% (GC)

refractive index

n20/D 1.403 (lit.)

bp

104-105 °C/19 mmHg (lit.)

density

1.075 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CCOP(=O)(OCC)C#N

InChI

1S/C5H10NO3P/c1-3-8-10(7,5-6)9-4-2/h3-4H2,1-2H3

InChI key

ZWWWLCMDTZFSOO-UHFFFAOYSA-N

General description

Diethyl cyanophosphonate is a nerve agent simulant.

Application

Diethyl cyanophosphonate was used in the synthesis of 4-acylthiol-4-deoxy-4′-demethyl epipodophyllotoxin analogs.

Other Notes

Coupling reagent used in peptide synthesis

pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

signalword

Danger

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Eye Dam. 1 - Skin Corr. 1B

supp_hazards

EUH032

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

176.0 °F - closed cup

flash_point_c

80 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Regulatory Information

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Z G Wang et al.
Yao xue xue bao = Acta pharmaceutica Sinica, 27(5), 345-348 (1992-01-01)
This paper describes the synthesis and antitumor activity of 4-acylthiol-4-deoxy-4'-demethylepipodophyllotoxin analogues. 4-Mercapto-4-deoxy-4'-demethylepipodophyllotoxin prepared from 4'-demethylepipodophyllo-toxin with H2S in the presence of BF3.Et2O, was acylated with different acids using diethyl cyanophosphonate and thus, corresponding 4-acylthiol-4-deoxy-4'-demethyl epipodophyllotoxin analogues were synthesized. These compounds
Yoon Jeong Jang et al.
The Analyst, 139(7), 1614-1617 (2014-02-22)
Herein, we present fluorescein as a reversible fluorescent sensor for nerve agent simulants diethylchlorophosphate (DCP), diethyl methylphosphonate (DEMP), and diethyl cyanophosphonate (DECP). The superoxide allows for an "off-on" mechanism to regenerate fluorescein. The order of decrease in fluorescence intensity for
Amino acids and peptides. XXVI. Phosphorus in organic synthesis. XV. Application of diphenyl phosphorazidate (DPPA) and diethyl phosphorocyanidate (DEPC) to the synthesis of the N-terminal decapeptide of gastric inhibitory polypeptide.
Y Hamada et al.
Chemical & pharmaceutical bulletin, 25(2), 224-230 (1977-02-01)
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