1068-21-9

Basic information

• Product Name: DIETHYL PHOSPHORAMIDATE
• Synonyms: DIETHYL PHOSPHORYL AMIDE;DIETHYL PHOSPHORAMIDATE;DIETHYL AMIDOPHOSPHATE;Amidophosphoric acid diethyl ester;Diethyl amidophosphonate;Aminophosphonic acid diethyl ester;Phosporamidic acid diethyl ester;[amino(ethoxy)phosphoryl]oxyethane
• CAS NO: 1068-21-9
• Molecular Formula: C₄H₁₂NO₃P
• Molecular Weight: 153.12
• Product Categories: Amination;Synthetic Organic Chemistry;Organic Building Blocks;Phosphoramidites;Phosphorus Compounds;Building Blocks;Chemical Synthesis;Organic Building Blocks;Phosphorus Compounds
• Mol File: 1068-21-9.mol
• Article Data: 17

Chemical Properties

• Melting Point: 51-53 °C(lit.)
• Boiling Point: 140 °C3 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /solid
• Density: 1.133 g/cm³
• Vapor Pressure: 0.000652mmHg at 25°C
• Refractive Index: 1.424
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 0.52±0.70(Predicted)
• CAS DataBase Reference: DIETHYL PHOSPHORAMIDATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIETHYL PHOSPHORAMIDATE(1068-21-9)
• EPA Substance Registry System: DIETHYL PHOSPHORAMIDATE(1068-21-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 1068-21-9(Hazardous Substances Data)

Usage

Description

Diethyl Phosphoramidate is a chemical and biological toxin that acts as an inhibitor of cholinesterase. It is known for its toxic effects on houseflies and its potential use as a chemical warfare simulant. Its ultra-low level detection has been reported using Surface-Enhanced Raman Spectroscopy (SERS).

Uses

Used in Insecticidal Preparations:
Diethyl Phosphoramidate is used as an insecticide for its toxic effects on houseflies, making it a suitable component in insecticidal formulations to control pest populations.
Used in Chemical Warfare Simulation:
Diethyl Phosphoramidate may be employed as a reagent that mimics or imitates actual chemical warfare agents. This allows for the development and testing of detection methods, protective measures, and decontamination strategies in a safer and more controlled environment.
Used in the Preparation of α-Aminoalkyl Phosphonates:
Diethyl Phosphoramidate can be used in the synthesis of α-aminoalkyl phosphonates through a three-component Mannich type reaction. This application highlights its utility in the field of organic chemistry for the production of various phosphorus-containing compounds with potential applications in different industries.

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

Upstream product

• 10448-50-7 triphosphoric acid pentaethyl ester 
• 699-18-3 2-(2-nitrovinyl)furan 
• 122-52-1 triethyl phosphite 
• 1516-68-3 O,O-diethyl azidophosphate 
• 79-29-8 2,3-dimethylbutane 
• 126-68-1 O,O,O-triethyl phosphorothioate 
• 7664-41-7 ammonia 
• 56-23-5 tetrachloromethane 
• 762-04-9 phosphonic acid diethyl ester 
• 75-84-3 2,2-dimethyl-propanol-1 
• 6415-20-9 phosphoramidic acid diisopropyl ester 
• 4921-73-7 diethyl N-sulfinylphosphoramidate 
• 25603-67-2 9-phenyl-fluoren-9-ol 
• 60-29-7 diethyl ether 

Downstream Products

• 37390-47-9 N-(β-Methoxycarbonyl-styryl)-O.O-diethyl-phosphorsaeureamid 
• 37390-45-7 N-(β-Cyan-styryl)-O.O-diethyl-phosphorsaeureamid 
• 4921-73-7 diethyl N-sulfinylphosphoramidate 
• 58018-07-8 tetraethyl N,N'-(benzoylmethylene)diphosphoramidate 
• 16102-45-7 O,O-diethyl-N-benzoylphosphoramidate 
• 85522-68-5 N-(diethoxyphosphoryl)benzylideneimine 
• 132270-92-9 (N'-Benzyl-ureido)-phosphorsaeurediethylester 
• 135348-27-5 [1-(Diethoxy-phosphorylamino)-2-methyl-propyl]-phosphonic acid diphenyl ester 
• 180399-97-7 [1-(4-Methoxy-phenyl)-meth-(E)-ylidene]-phosphoramidic acid diethyl ester 
• 598-02-7 Diethyl phosphate 
• 55595-96-5 diethyl <1-(diethoxyphosphinyl)-1-phenylmethyl>phosphoramidate 
• 1172996-11-0 C₁₈H₂₃NO₉P₂ 
• 1147128-54-8 o-hydroxyphenyl 1-(N-diethoxyphosphorylamino)(4-chlorophenyl)methyl phosphonate 
• 1147128-55-9 o-hydroxyphenyl 1-(N-diethoxyphosphorylamino)(2-chlorophenyl)methyl phosphonate 

Related news

Parametric studies of DIETHYL PHOSPHORAMIDATE (cas 1068-21-9) photocatalytic decomposition over TiO207/25/2019

The present study is focused on influences of parameters including pH, temperature, TiO2 catalyst concentration, and reactant concentration on the rate of photocatalytic diethyl phosphoramidate (DEPA) decomposition with Hombikat UV 100 (HK) and Degussa P25 (P25) TiO2. Total mineralization of DEP...detailed

Relevant articles and documents

Reactivity and diastereoselectivity in the thermal and Lewis acid- catalyzed Diels-Alder reactions of N-sulfinylphosphoramidates

The [4 + 2] cycloaddition reactions of N-sulfinylphosphoromidates, prepared from the corresponding phosphoramidates by treatment with N- (chlorosulfinyl)imidazole, and 1,3-cyclohexadiene were found to be diastereoselective in the absence (>90:10) and presence (> 95:5) of Lewis acid. The sulfur configuration of the major adduct from the cycloaddition reaction has been established unambiguously by X-ray crystallography. The use of Lewis acids improved the diastereoselectivity and yield, as Well as shortened reaction times. Based on the intermediacy of a tin chelate, and the absence of phosphoryl secondary orbital interactions, a mechanism for the cycloaddition reactions is discussed.

Iodoform, a New Reagent in the Todd-Atherton Reaction

An innovative and convenient application of the iodoform (1) as the reagent in the synthesis of phosphoramidates via Todd-Atherton reaction is described. The full stereoselectivity of this transformation using a 4-methyl-1,3,2-dioxaphosphinane model system was demonstrated.

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N-sulfonyl-and N-phosphorylbenzimidoylphosphonates

A procedure for preparing N-sulfonyl-and N- phosphorylbenzimidoylphosphonates by oxidation of the corresponding α-(sulfonylamino)-and α-(phosphorylamino)benzylphosphonates was developed. The σ constants of imidoylphosphonate groups were evaluated by 19F NMR spectroscopy, and specific features of their electronic effects were considered. The reactions of the imidoylphosphonates obtained with O-, S-, P-, and N-nucleophiles were studied. The phosphonate-phosphoramidate rearrangement of α-aminobenzylidene-bisphosphonates was found. Nauka/Interperiodica 2006.

One-step transformation of ammonium dialkyl phosphoroselenoates into dialkyl phosphoramidates

Ammonium dialkyl phosphoroselenoates are directly converted into the dialkyl phosphoramidates by iodosobenzene and iodoxybenzene. The inversion of configuration at the phosphorus atom, using model diastereoisomeric ammonium cis- and trans-2-oxo-2-seleno-4-methyl-1,3,2-dioxaphosphinan system, was observed. The mechanistic scheme of this transformation is discussed.