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

Uses

Different sources of media describe the Uses of 1068-21-9 differently. You can refer to the following data:
1. Diethyl Phosphoramidate is an inhibitor of cholinesterase. It is toxic to houseflies and are used in insecticidal preparations. It also exhibits herbicidal and hydrolytic properties.
2. 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.

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.

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

Upstream product

• 762-04-9 phosphonic acid diethyl ester 
• 814-49-3 diethyl chlorophosphate 
• 10448-50-7 triphosphoric acid pentaethyl ester 
• 60-29-7 diethyl ether 
• 4921-73-7 diethyl N-sulfinylphosphoramidate 
• 25603-67-2 9-phenyl-fluoren-9-ol 
• 6415-20-9 phosphoramidic acid diisopropyl ester 
• 75-84-3 2,2-dimethyl-propanol-1 
• 56-23-5 tetrachloromethane 
• 7664-41-7 ammonia 
• 126-68-1 O,O,O-triethyl phosphorothioate 
• 122-52-1 triethyl phosphite 
• 84783-84-6 O,O-Diethylphosphorchloramidate 
• 22749-09-3 diethyl trimethylsilyl (trimethylsilyl)phosphorimidate 

Downstream Products

• 20039-33-2 diethoxyphosphoryl isocyanate 
• 37390-45-7 N-(β-Cyan-styryl)-O.O-diethyl-phosphorsaeureamid 
• 4921-73-7 diethyl N-sulfinylphosphoramidate 
• 598-02-7 Diethyl phosphate 
• 55595-96-5 diethyl <1-(diethoxyphosphinyl)-1-phenylmethyl>phosphoramidate 
• 106787-46-6 [(Diethoxy-phosphorylamino)-(3-nitro-phenyl)-methyl]-phosphonic acid diphenyl ester 
• 106787-40-0 diphenyl α-(diethoxyphosphorylamino)-4-chlorobenzylphosphonate 
• 106787-38-6 [(Diethoxy-phosphorylamino)-p-tolyl-methyl]-phosphonic acid diphenyl ester 
• 132270-92-9 (N'-Benzyl-ureido)-phosphorsaeurediethylester 
• 85522-68-5 N-(diethoxyphosphoryl)benzylideneimine 
• 16102-45-7 O,O-diethyl-N-benzoylphosphoramidate 
• 58018-07-8 tetraethyl N,N'-(benzoylmethylene)diphosphoramidate 
• 85231-78-3 diethyl (1-phenylethyl)phosphoramidate 
• 17123-09-0 dipropyl phosphoramidate 

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.