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363596

Sigma-Aldrich

Diethyl phosphoramidate

98%

Synonym(s):

(Diethoxyphosphoryl)amine, Amidophosphoric acid diethyl ester, Diethyl amidophosphonate, Diethyl aminophosphonate, Diethyl phosphorylamide, O,O′-Diethylphosphoramidate

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About This Item

Linear Formula:
H2NP(O)(OC2H5)2
CAS Number:
Molecular Weight:
153.12
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

98%

bp

140 °C/3 mmHg (lit.)

mp

51-53 °C (lit.)

SMILES string

CCOP(N)(=O)OCC

InChI

1S/C4H12NO3P/c1-3-7-9(5,6)8-4-2/h3-4H2,1-2H3,(H2,5,6)

InChI key

MCQILDHFZKTBOD-UHFFFAOYSA-N

General description

Diethyl phosphoramidate is a chemical and biological toxin and its ultra-low level detection by Surface-Enhanced Raman Spectroscopy (SERS) is reported. It is reported as chemical warfare simulant.

Application

Diethyl phosphoramidate may be employed as reagent which mimics or imitates the actual chemical warfare agents. It may be used in the preparation of α-aminoalkyl phosphonates, via three-component Mannich type reaction.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Mannich type reactions of chlorophosphites, phosphoramides and aldehydes (ketones) under solvent-free and catalyst-free conditions-synthesis of N-phosphoramino a-aminophosphonates.
Zhang J, et al.
Green Chemistry, 9(12), 1341-1345 (2007)
Surface-enhanced Raman scattering detection of chemical and biological agents using a portable Raman integrated tunable sensor.
Yan F and Vo-Dinh T.
Sensors and Actuators B, Chemical, 121(1), 61-66 (2007)
Mehmet Yilmaz et al.
Physical chemistry chemical physics : PCCP, 16(12), 5563-5570 (2014-02-12)
The detection of molecules at an ultralow level by Surface-Enhanced Raman Spectroscopy (SERS) has recently attracted enormous interest for various applications especially in biological, medical, and environmental fields. Despite the significant progress, SERS systems are still facing challenges for practical
Surface detection of chemical warfare agent simulants and degradation products.
Kanu AB, et al.
Analytica Chimica Acta, 553(1), 148-159 (2001)
Jialu Liu et al.
Pesticide biochemistry and physiology, 163, 31-38 (2020-01-25)
Amidase is an important hydrolytic enzyme in detoxification metabolism. Amidase hydrolyzes a wide variety of nonpeptide carbon‑nitrogen bonds by attacking a cyano group or carbonyl carbon. However, little is known about the relationship between amidase and insecticides. In this study

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