3735-01-1

Basic information

• Product Name: 4-diethoxyphosphinothioyloxyaniline
• Synonyms: 4-diethoxyphosphinothioyloxyaniline;Aminoparathion;E-605 reduced;p-Aminoparathion;Thiophosphoric acid diethyl 4-aminophenyl ester;Thiophosphoric acid O-(4-aminophenyl)O,O-diethyl ester
• CAS NO: 3735-01-1
• Molecular Formula: C₁₀H₁₆NO₃PS
• Molecular Weight: 261.2777
• Mol File: 3735-01-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 346.2°Cat760mmHg
• Flash Point: 163.2°C
• Appearance: /
• Density: 1.244g/cm³
• Vapor Pressure: 5.87E-05mmHg at 25°C
• Refractive Index: 1.567
• CAS DataBase Reference: 4-diethoxyphosphinothioyloxyaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-diethoxyphosphinothioyloxyaniline(3735-01-1)
• EPA Substance Registry System: 4-diethoxyphosphinothioyloxyaniline(3735-01-1)

Safety Data

• Hazardous Substances Data: 3735-01-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H16NO3PS/c1-3-12-15(16,13-4-2)14-10-7-5-9(11)6-8-10/h5-8H,3-4,11H2,1-2H3

Upstream product

• 123-30-8 4-amino-phenol 
• 2524-04-1 diethyl phosphorochloridothioate 
• 56-38-2 parathion 

Downstream Products

• 55290-76-1 O,O-diethyl O-(4-nitrosophenyl) thiophosphate 
• 55290-75-0 O,O-diethyl O-(4-hydroxyaminophenyl) thiophosphate 

Relevant articles and documents

A sensitive immunoassay for parathion based on covalent linkage between small molecules hapten microtiter plates surface

A sensitive competitive inhibition enzyme-linked immunosorbent assay (CIELISA) for the detection of parathion has been developed. In this assay, a small molecule hapten II (O,O-diethyl O-4-aminophenyl phosphorothioate) was covalent linked to glutaric dialdehyde treated-microtiter plates. In addition, 4-(ethoxy(4-nitrophenoxy) phosphorothioylamino) butanoic acid-ovalbumin (hapten I–OVA) conjugate served as the coating antigen for comparison with directly hapten II covalent linked plates in the CIELISA format. The developed assay demonstrated highly sensitivity (IC10 was 0.08?ng?mL?1) selectivity and stability. In samples analysis, the results of parathion detected by this assay were in accordance with which obtained by high-performance liquid chromatography.

Aminoparathion: A highly reactive metabolite of parathion. 1. Reactions with polyphenols and polyphenol oxidase

Spiking of tomato and apple fruits with parathion at different levels of about 1-4 mg/kg irradiation and under simulated sunlight conditions resulted in nearly complete photodegradation within 13 h, but extractable parathion degradation products could not be found in any case. However, after irradiation of an unrealistically spiked apple (134 mg/kg) different photoproducts including aminoparathion (AP) were detectable by HPLC, proving that the hitherto postulated photochemistry of parathion indeed takes place in the fruit cuticle environment. Besides the photoreduction pathway it was shown for the first time that AP is also easily formed by reduction of the primary photoproduct nitrosoparathion with thiols (cysteine, glutathione), while ascorbic acid only leaves hydroxylaminoparathion. In the presence of polyphenols, AP was effectively bound to quinone intermediates formed by both silver oxide and polyphenol oxidases. For pyrocatechol, a disubstituted o-quinone derivative could be isolated as a dark red addition product and structurally be elucidated. However, in the presence of caffeic acid, catechol, naringin, and quercetin, respectively, insoluble dark colored polymers precipitated within 48 h, while in the supernatants AP was not detectable any more. Polymerbound and nonextractable AP was proven by transesterification with sodium ethoxide releasing O,O,O-triethyl thiophosphate which was determined by GC. Additionally, AP itself was a substrate for polyphenol oxidases, resulting in a quinone imine intermediate which in turn reacted with excessive AP yielding deep red colored di- and trimerization products.