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472565

Diethyl cyanophosphonate

Name: Diethyl cyanophosphonate
Brand: ALDRICH

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%

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Properties

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

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

Description

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

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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Rational design of substituted tripyrrole peptides that complex with DNA by both selective minor-groove binding and electrostatic interaction with the phosphate backbone.

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

Anti-inflammatory effect of up-regulated microRNA-221-3p on coronary heart disease via suppressing NLRP3/ASC/pro-caspase-1 inflammasome pathway activation.

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

Towards the design of organocatalysts for nerve agents remediation: The case of the active hydrolysis of DCNP (a Tabun mimic) catalyzed by simple amine-containing derivatives.

Andrea Barba-Bon et al.

Journal of hazardous materials, 298, 73-82 (2015-05-26)

We report herein a study of the hydrolysis of Tabun mimic DCNP in the presence of different amines, aminoalcohols and glycols as potential suitable organocatalysts for DCNP degradation. Experiments were performed in CD3CN in the presence of 5% D2O, which

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Global Trade Item Number

SKU	GTIN
472565-100ML-A	04061837657719