1445-38-1

Basic information

• Product Name: DIETHYL ANILINOPHOSPHONATE
• Synonyms: Diethyl anilidophosphate;Diethyl N-phenylphosphoramidate;Diethyl phosphoroanilidate;diethylanilidophosphate;Phenylphosphoramidic acid diethyl ester;phenylphosphoramidicaciddiethylester;phenyl-phosphoramidicacidiethylester;DIETHYL PHENYLAMIDOPHOSPHATE
• CAS NO: 1445-38-1
• Molecular Formula: C₁₀H₁₆NO₃P
• Molecular Weight: 229.21
• Mol File: 1445-38-1.mol
• Article Data: 39

Chemical Properties

• Melting Point: 91-94°C
• Boiling Point: 290.6°C at 760 mmHg
• Flash Point: 129.5°C
• Appearance: /
• Density: 1.173 g/cm³
• Vapor Pressure: 0.00205mmHg at 25°C
• Refractive Index: 1.527
• PKA: 0.25±0.38(Predicted)
• CAS DataBase Reference: DIETHYL ANILINOPHOSPHONATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIETHYL ANILINOPHOSPHONATE(1445-38-1)
• EPA Substance Registry System: DIETHYL ANILINOPHOSPHONATE(1445-38-1)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 1445-38-1(Hazardous Substances Data)

Usage

General Description

Diethyl anilinophosphonate is a chemical compound commonly used as an intermediate in the synthesis of various organic and pharmaceutical products. It is also used as a phosphorus-based flame retardant in the production of polymers and plastics. Diethyl anilinophosphonate is a clear, colorless liquid with a slightly sweet odor and is soluble in most organic solvents. It is considered to be a hazardous chemical and should be handled and stored with caution due to its potential for toxicity and environmental harm. Additionally, it is classified as a cholinesterase inhibitor, making it potentially harmful if ingested or inhaled. Therefore, it is used under strict safety regulations in industrial and laboratory settings.

InChI:InChI=1/C10H16NO3P/c1-3-13-15(12,14-4-2)11-10-8-6-5-7-9-10/h5-9H,3-4H2,1-2H3,(H,11,12)

Upstream product

• 64-17-5 ethanol 
• 6955-57-3 phenylamidophosphoric dichloride 
• 2397-47-9 triethyl N-phenylphosphorimidate 
• 814-49-3 diethyl chlorophosphate 
• 62-53-3 aniline 
• 75-62-7 Bromotrichloromethane 
• 141-78-6 ethyl acetate 
• 762-04-9 phosphonic acid diethyl ester 
• 558-13-4 carbon tetrabromide 
• 1186-08-9 diethoxyoxophosphoranesulfenyl chloride 
• 71-43-2 benzene 
• 122-52-1 triethyl phosphite 
• 589-57-1 diethyl phosphorylchloridite 
• 5156-98-9 diethyl phenylphosphoramidite 

Downstream Products

• 1126-78-9 N-(n-butyl)aniline 
• 61278-91-9 diethyl butyl(phenyl)phosphoramidate 
• 55560-23-1 C₁₈H₂₈NO₆P 
• 25626-89-5 O,O-diethyl-N-ethyl-N-phenyl-phosphoramidate 
• 14303-52-7 Phenylimino-phenylaethylketen 
• 90972-67-1 Diaethyl-N-chlor-N-phenylphosphoramidat 
• 63542-04-1 O-ethyl N-phenylphosphoramidic acid 
• 7006-55-5 diethyl benzyl(phenyl)phosphoramidate 
• 15942-13-9 allyl-phenyl-amidophosphoric acid diethyl ester 
• 2404-05-9 O,O-diethyl S-methyl phosphorothioate 
• 103-72-0 phenyl isothiocyanate 
• 603-23-6 3-phenyl-2,4-(1H,3H)-quinazolinedione 
• 142009-78-7 N-phenyl-1,10-phenanthroline-5,6-quinone monoimine 
• 73392-28-6 N-(2-diethoxyphosphoryl-2-phenylvinylidene)aniline 

Relevant articles and documents

Direct Conversion of Diethyl Hydrogen Phosphate into Diethyl Phosphoramides

The effective, one-step transformation of diethyl hydrogen phosphate into diethyl phosphoramides by using hexamethyltriaminodibromophosphorane prepared "in situ" is described. - Keywords: Hexamethyltriaminodibromophosphorane; Intermolecular dehydration

A Convenient Method for the Protection of Amino Groups as Diethyl Phosphoramidates

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Electrochemical phosphorylation of arenols and anilines leading to organophosphates and phosphoramidates

A practical phosphorylation for generating organophosphates and phosphoramidatesviaelectrochemical dehydrogenative cross-coupling of P(O)H compounds with arenols and anilines is disclosed. This method involves using inorganic iodide salts as both redox catalysts and electrolytes in an undivided cell without the addition of oxidants or bases. A preliminary mechanistic study suggests that radicals are not involved in this process. This method is green and eco-friendly and has good functional group tolerance, high yields and broad substrate scope, with the potential for practical synthesis.

Synthesis of N-Substituted phosphoramidic acid esters as “reverse” fosmidomycin analogues

An efficient synthetic pathway to a series of novel “reverse” fosmidomycin analogues has been developed, commencing from substituted benzylamines. In these analogues, the fosmidomycin hydroxamate moiety is reversed and the tetrahedral methylene carbon adjacent to the phosphonate moiety is replaced by a nitrogen atom bearing different benzyl groups. The resulting phosphonate esters were designed as potential antimalarial “pro-drugs”.