36519-00-3

Basic information

• Product Name: Phosdiphen
• Synonyms: PHOSDIFEN;Bis-(2,4-dichlorophenyl)-ethyl phosphate;Phosphoric acid bis(2,4-dichlorophenyl) ethyl;Phosphoric acid bis(2,4-dichlorophenyl)=ethyl ester;Phosphoric acid bis(2,4-dichlorophenyl)ethyl ester
• CAS NO: 36519-00-3
• Molecular Formula: C14H11Cl4O4P
• Molecular Weight: 416.02
• Mol File: 36519-00-3.mol

Chemical Properties

• Boiling Point: 447.4°Cat760mmHg
• Flash Point: 364.7°C
• Appearance: /
• Density: 1.503g/cm³
• Vapor Pressure: 8.93E-08mmHg at 25°C
• Refractive Index: 1.579
• Water Solubility: 0.7 mg l-1 (20 °C)
• CAS DataBase Reference: Phosdiphen(CAS DataBase Reference)
• NIST Chemistry Reference: Phosdiphen(36519-00-3)
• EPA Substance Registry System: Phosdiphen(36519-00-3)

Safety Data

• Hazardous Substances Data: 36519-00-3(Hazardous Substances Data)

Usage

Uses

Phosdiphen is used specifically for the control of rice blast diseases (Pyricularia oryzae).

Metabolic pathway

Limited information is available in the open literature to describe the degradation and metabolic fate of phosdiphen. Information presented in this summary is abstracted from an unpublished report provided by Mitsui Chemical Industry, 1979). Hydrolytic cleavage of the P-O ester linkages is the primary degradation pathway of phosdiphen in soil, plants and animals (Scheme 1). The cleavage product, dichlorophenol, was recovered as both free and conjugated metabolites.

Degradation

Phosdiphen (1) is stable in acidic solution and hydrolysed under alkaline conditions at 25 °C with DT50 values of 4 days (pH 9) to 7 days (pH 7) (PM). Phosdiphen labelled in both rings degraded rapidly in rice paddy water with DT50 values of 1-3 days. 2,4-Dichlorophenol(2) was the major product detected.

InChI:InChI=1/C14H11Cl4O4P/c1-2-20-23(19,21-13-5-3-9(15)7-11(13)17)22-14-6-4-10(16)8-12(14)18/h3-8H,2H2,1H3

Upstream product

• 3820-68-6 tris(2,4-dichlorophenyl) phosphate 
• 141-52-6 sodium ethanolate 

Relevant articles and documents

Design of experiments on the transesterification of tris(p-nitrophenyl) phosphate with sodium methoxide

A design of experiments was conducted to study the transesterification of tris(p-nitrophenyl) phosphate with sodium methoxide. The factorial design was performed to check the experimental conditions that favored ths yield of bis(p-nitrophenyl) methyl phosphate in a semi-batch process. The experiments were performed using a Mettler RC1 calorimeter. The reaction temperature, the addition order of reagents and the time spent in those additions were analyzed at two different levels. The results showed the addition order of reagents as the most important factor to guarantee the improvement of the reaction yielding bis(p-nitrophenyl) methyl phosphate. It was demonstrated that the temperature has a small effect on the reaction yield between 5 and 30°C. An important effect was observed with regard to the addition time of reagents and yield: when the tris(p-nitrophenyl)phosphate is added to the methoxide solution (58% on average) while no effect was observed when the methoxide solution was added to the phosphate (87% on average). Theses results indicated that the addition could be made in times shorter than five minutes under the latter condition. Copyright Taylor & Francis Inc.

Substituted imide derivatives

The present invention relates to novel substituted imide derivatives of the general formula (I) in which R1 represents optionally substituted cycloalkyl, R2 represents optionally substituted alkyl or optionally substituted cycloalkyl, R3 represents alkyl, alkoxy, alkylthio, amino, alkylamino or dialkylamino and R4 represents cyano or nitro, and to processes for their preparation and to their use for controlling animal pests and as herbicides.

Pyrazolyl benzyl ether derivatives containing a fluoromethoxyimino group and use thereof as pesticides

The invention relates to novel pyrazolyl benzyl ethers, to a plurality of processes for their preparation and to their use for controlling harmful organisms.

Iminoacetic acid amides and their use as pest control agents

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2-and 2,5-substituted phenylketoenols

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Microbicidal benzotriazoles

Novel benzotriazoles of the formula STR1 in which R, X1, X2, X3, X4 and Y have the meanings given in the description, and their acid addition salts and metal salt complexes, a process for the preparation of these substances and their use as microbicides in crop protection and in material protection.

Halogen alkenyl azolyl microbicides

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Substituted biphenyl oxazolines

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Acylated 5-aminopyrazoles and the use thereof to combat animal parasites

The present invention relates to new acylated 5-aminopyrazoles of the formula (I) STR1 in which R1, R2, R3, R4 and R5 have the meaning given in the description, to processes for their preparation and to their use as pesticides.

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