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

• 2397-47-9 triethyl N-phenylphosphorimidate 
• 1186-08-9 diethoxyoxophosphoranesulfenyl chloride 
• 62-53-3 aniline 
• 762-04-9 phosphonic acid diethyl ester 
• 64-17-5 ethanol 
• 3848-51-9 phenyl-amidophosphoric acid diphenyl ester 
• 6955-57-3 phenylamidophosphoric dichloride 
• 122-52-1 triethyl phosphite 
• 78-40-0 triethyl phosphate 
• 6374-26-1 diethyl phosphorisothiocyanatidate 
• 98-95-3 nitrobenzene 
• 622-37-7 Phenyl azide 
• 167274-68-2 N,N'-diphenyl<(diethoxy)phenylimidophosphinoyl>formamidine 
• 103-70-8 Formanilid 

Downstream Products

• 1027355-71-0 C₂₆H₃₀NO₅P 
• 1263914-08-4 N-(tert-butoxycarbonyl)-2-aminophenylphosphonic acid diethyl ester 
• 62-53-3 aniline 
• 1041959-15-2 1-phenyl-2-vinylaziridine 
• 102879-24-3 2-methyl-N-phenylaziridine 
• 2952-05-8 1,2-diphenylaziridine 
• 1387601-43-5 C₂₁H₁₉N 
• 286435-30-1 C₁₁H₁₅N 
• 1387601-49-1 C₂₁H₁₇Cl₂N 

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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The Step-Wise Synthesis of Oligomeric Phosphoramidates

In this study, the step-wise synthesis to a series of higher phosphoramidates was explored, affording compounds containing N?P?N, symmetric and asymmetric P?N?P and P?N?P?N?P linkages. Salt elimination and lithiation strategies were employed to create the new P?N bonds. It was found that the steric bulk and electronic contribution of the substituents on the P(V) centers were important factors to the success of the reactions. The oligomeric phosphoramidates were characterized by multinuclear NMR and IR spectroscopies as well as ESI mass spectrometry. A selection of the synthesized P?N oligomers were evaluated for their antimicrobial activity against E.coli, S.aureus, C.albicans, and A.fumigatus at varying concentrations. The results suggest their potential use as environmentally friendly fire retardants as the minimal inhibitory concentration (MIC) value for all the compounds was found to be >128 μM, indicating that the compounds do not have any detectable antimicrobial activity.

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”.