4532-02-9

Basic information

• Product Name: diethyl 2-nitrophenyl phosphate
• Synonyms: 2-Nitrophenyl diethyl phosphate; Diethyl nitrophenyl phosphate; Phosphoric acid, diethyl 2-nitrophenyl ester; Phosphoric acid, diethyl nitrophenyl ester
• CAS NO: 4532-02-9
• Molecular Formula: C₁₀H₁₄NO₆P
• Molecular Weight: 275.195
• Mol File: 4532-02-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 338.7°C at 760 mmHg
• Flash Point: 158.7°C
• Density: 1.3g/cm³
• Vapor Pressure: 0.000189mmHg at 25°C
• Refractive Index: 1.514
• CAS DataBase Reference: diethyl 2-nitrophenyl phosphate(CAS DataBase Reference)
• NIST Chemistry Reference: diethyl 2-nitrophenyl phosphate(4532-02-9)
• EPA Substance Registry System: diethyl 2-nitrophenyl phosphate(4532-02-9)

Safety Data

• Hazardous Substances Data: 4532-02-9(Hazardous Substances Data)

Upstream product

• 64-17-5 ethanol 
• 20056-38-6 dichlorophosphoric acid-(2-nitro-phenyl ester) 
• 16554-53-3 2-Nitrophenolate ion 
• 113947-93-6 N-(diethoxyphosphoryl)imidazolium ion 
• 762-04-9 phosphonic acid diethyl ester 
• 88-75-5 2-hydroxynitrobenzene 
• 814-49-3 diethyl chlorophosphate 
• 2942-58-7 diethyl cyanophosphonate 

Downstream Products

• 16554-53-3 2-Nitrophenolate ion 
• 113947-93-6 N-(diethoxyphosphoryl)imidazolium ion 

Relevant articles and documents

Diselenide-Mediated Catalytic Functionalization of Hydrophosphoryl Compounds

We report a diaryldiselenide catalyst for cross-dehydrogenative nucleophilic functionalization of hydrophosphoryl compounds. The proposed organocatalytic cycle closely resembles the mechanism of the Atherton-Todd reaction, with the catalyst serving as a recyclable analogue of the halogenating agent employed in the named reaction. Phosphorus and selenium NMR studies reveal the existence of a P-Se bond intermediate, and structural analyses indicate a stereospecific reaction.

Phosphorylation of phenols with diethyl chlorophosphonate on the surface of magnesia

Phosphorylation of phenols with diethyl chlorophosphonate on the surface of magnesia is an easy, rapid, safe and high-yielding reaction.

Transfer of the Diethoxyphosphoryl Group between Imidazole and Aryloxy Anion Nucleophiles

Rate constans have been measured for reaction of imidazole with aryl diethyl phosphate (k1) and of aryloxy anions with N-(diethoxyphosphoryl)imidazolium ion (k-1) in aqueous solution at 25 deg C; they obey the following linear Broensted equations: log k1 = -1.02pKArOH + 1.83 (n = 6, r = 0.989); log k-1 = 0.85pKArOH - 0.48 (n = 10, r = 0.957).The value of βeq (1.87) obtained from βlg and βnuc supports a previously determined value (1.83) for the transfer of the neutral phosphoryl group from phenolate ion nucleophiles.The pKaof (diethoxyphosphoryl)imidazolium ion is 6.04.The equilibrium constant for reaction of 4-nitrophenyl diethyl phosphate with imidazole is 5.9 x 10-6; in the case of the aryl ester from phenol with pKArOH = 4.34 the equilibrium constant is calculated to be unity.The Broensted βeq data are used to calibrate effective charges derived from previously measured βlg values for attack of nucleophiles at phosphorus bearing phenolate ion leaving groups.