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Merck
CN

472565

Diethyl cyanophosphonate

90%

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:
24870809
Beilstein/REAXYS Number:
1768938
MDL number:
MFCD00010256
Assay:
90%

Key Documents

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InChI key

ZWWWLCMDTZFSOO-UHFFFAOYSA-N

InChI

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

SMILES string

CCOP(=O)(OCC)C#N

assay

90%

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

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.

Application

Coupling reagent for peptide synthesis. Reagent for the phosphorylation of phenols. Activating agent for fluorescent derivatization of carboxylic acids which allows separation by HPLC.

Other Notes

Contains triethyl phosphate

signalword

Danger

pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

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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Certificates of Analysis (COA)

Lot/Batch Number
MKBW5025V
MKBR2724V
MKBQ3314V
MKBJ9357V
MKBD3772V

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Farkhondeh Fathi et al.
Langmuir : the ACS journal of surfaces and colloids, 27(19), 12098-12105 (2011-08-27)
A simple electrochemical method has been proposed for the preparation of silver nanoparticles that can be used for the detection of cyanide. Both the electrochemical behavior and morphology of the Ag nanoparticles have been characterized in the presence of KCN
Synthetic Communications, 27, 3035-3035 (1997)
Jingfeng Rong et al.
Cell cycle (Georgetown, Tex.), 19(12), 1478-1491 (2020-05-07)
As some evidence has demonstrated the role of microRNA-221 (miR-221) on coronary heart disease (CHD), the aim of the present study was to investigate the effect of miR-221-3p on CHD via regulating NLRP3/ASC/pro-caspase-1 inflammasome pathway. Sixty CHD patients and 60
T C Bruice et al.
Proceedings of the National Academy of Sciences of the United States of America, 89(5), 1700-1704 (1992-03-01)
The structures of the compounds we call 3a, 3b, and 3c-compounds that incorporate (i) the tripyrrole peptide of the minor-groove-binding distamycin class of compounds and (ii) polyamine ligands that extend from the minor groove and can interact with phosphodiester bonds--were
T Toyo'oka et al.
Journal of chromatography, 588(1-2), 61-71 (1991-12-27)
Four new 2,1,3-benzoxadiazole amine reagents having different functional groups at the 4- and 7-positions, [4-nitro-7-N-piperazino-2,1,3-benzoxadiazole (NBD-PZ), 4-(N,N-dimethylaminosulphonyl)-7-N-piperazino-2,1,3-benzoxad iazole (DBD-PZ), 4-(N,N-dimethylaminosulphonyl)-7-N-cadaverino-2,1,3-benzoxad iazole (DBD-CD) and ammonium 7-N-piperazino-2,1,3-benzoxadiazole-4-sulphonate (SBD-PZ)] were synthesized as fluorogenic tagging reagents for carboxylic acids in high-performance liquid chromatography. The
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