10259-20-8

Basic information

• Product Name: 1-diphenylphosphoryloxy-4-nitro-benzene
• Synonyms: 1-diphenylphosphoryloxy-4-nitro-benzene;O-4-(nitrophenyl)diphenyl phosphinate
• CAS NO: 10259-20-8
• Molecular Formula: C₁₈H₁₄NO₄P
• Molecular Weight: 0
• Mol File: 10259-20-8.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 495.7°Cat760mmHg
• Flash Point: 253.6°C
• Appearance: /
• Density: 1.33g/cm³
• Vapor Pressure: 1.76E-09mmHg at 25°C
• Refractive Index: 1.634
• CAS DataBase Reference: 1-diphenylphosphoryloxy-4-nitro-benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-diphenylphosphoryloxy-4-nitro-benzene(10259-20-8)
• EPA Substance Registry System: 1-diphenylphosphoryloxy-4-nitro-benzene(10259-20-8)

Safety Data

• Hazardous Substances Data: 10259-20-8(Hazardous Substances Data)

Usage

General Description

1-diphenylphosphoryloxy-4-nitro-benzene, also known as DPPNB, is a chemical compound with the molecular formula C18H13NO4P. It is a phosphorylated derivative of nitrobenzene and is commonly used as a potent and irreversible inhibitor of acetylcholinesterase, an enzyme that breaks down the neurotransmitter acetylcholine. 1-diphenylphosphoryloxy-4-nitro-benzene is often utilized in laboratory research to study the effects of acetylcholinesterase inhibition on the nervous system and to develop potential treatments for diseases such as Alzheimer's and Parkinson's. DPPNB is considered highly toxic and should be handled with extreme caution due to its potential health hazards.

InChI:InChI=1/C18H14NO4P/c20-19(21)15-11-13-16(14-12-15)23-24(22,17-7-3-1-4-8-17)18-9-5-2-6-10-18/h1-14H

Upstream product

• 100-02-7 4-nitro-phenol 
• 4559-70-0 Diphenylphosphine oxide 
• 1079-66-9 chloro-diphenylphosphine 
• 1707-03-5 diphenyl-phosphinic acid 
• 719-80-2 Ethyl diphenylphosphinite 
• 1499-21-4 Diphenylphosphinic chloride 

Downstream Products

• 10364-94-0 1-benzoylimidazole 
• 1707-03-5 diphenyl-phosphinic acid 
• 14609-74-6 p-nitrophenolate 
• 100-02-7 4-nitro-phenol 
• 1733-55-7 ethyl diphenylphosphinate 
• 1124-31-8 potassium 4-nitrophenolate 
• 6230-68-8 diphenyl(piperidin-1-yl)phosphine oxide 
• 1135-98-4 diphenylphosphinic fluoride 

Relevant articles and documents

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Synthesis of O-aryl-diarylphosphinates and study of their interaction with neurotoxic esterase and acetylcholinesterase

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Highly Efficient and Convenient Access to Phosphinates via CHCl3-Assisted Direct Phosphorylation between R2P(O)H and ROH by Phosphonium Salt Catalysis

A mild, efficient, convenient and scalable method to synthesize phosphinates via direct phosphorylation between R2P(O)H and ROH was developed. All aromatic substrates completed this transformation with excellent yields (up to 98 %), and preliminary mechanistic studies suggest that a carbene-involving process from CHCl3 to CH2Cl2 facilitates the phosphorylation.

The α-effect in nucleophilic substitution reactions of Y-substituted-phenyl diphenylphosphinates with HOO- and OH -

Second-order rate constants (kHOO-) for the nucleophilic substitution reactions of Y-substituted-phenyl diphenylphosphinates (4a-4i) with HOO- in H2O have been measured spectrophotometrically. The a-nucleophile