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Pyridaphenthion

Pyridaphenthion structure

CAS No:
119-12-0
Formula:
C14H17N2O4PS
Chemical Name:
Pyridaphenthion
Synonyms:
Phosphorothioic acid,O-(1,6-dihydro-6-oxo-1-phenyl-3-pyridazinyl) O,O-diethyl ester;Phosphorothioic acid,O,O-diethyl ester,O-ester with 6-hydroxy-2-phenyl-3(2H)-pyridazinone;3(2H)-Pyridazinone,6-hydroxy-2-phenyl-,O-ester with O,O-diethyl phosphorothioate;ENT 23,968;American Cyanamid 12,503;O,O-Diethyl O-(2,3-dihydro-3-oxo-2-phenyl-6-pyridazinyl) phosphorothioate;O,O-Diethyl phosphorothioate O-ester with 6-hydroxy-2-phenyl-3(2H)-pyridazinone;O-(1,6)-Dihydro-6-oxo-1-phenylpyridazin-3-yl) O,O-diethyl phosphorothioate;CL 12503;Pyridafenthion;Pyridaphenthion;Ofunack;Oreste;88966-94-3
Categories:
Agrochemicals > Insecticides

Description

Pyridaphenthion is an organic thiophosphate, an organothiophosphate insecticide and a pyridazinone. It has a role as an EC 3.1.1.7 (acetylcholinesterase) inhibitor and an agrochemical. It derives from a 6-hydroxy-2-phenylpyridazin-3-one.

Pyridaphenthion Basic Attributes

Molecular Weight：

340.33

Exact Mass：

340.33

EC Number：

204-298-5

UNII：

98M0VDD56Z

DSSTox ID：

DTXSID2042355

HScode：

2933990011

Characteristics

PSA：

92.4

XLogP3：

3.08

Density：

1.30±0.1 g/cm3(Predicted)

Melting Point：

55 °C

Boiling Point：

416.2±28.0 °C(Predicted)

Flash Point：

-4 °C

Refractive Index：

1.589

Water Solubility：

2.94e-04 M

Storage Conditions：

APPROX 4°C

Vapor Pressure：

1.47×10 -6 Pa (20 °C)

Toxicity：

Oral-rat LD50: 769 mg/kg; Oral-Mouse LD50: 237 mg/kg

Flammability characteristics：

Decompose toxic phosphorus oxide, sulfur oxide, nitrogen oxide gas by heating

Collision Cross Section：

175.12 Å² [M+H]+

Safety Information

Packing level：

Hazard category：

6.1(a)

Transport codes：

2783

wgk germany：

hazard class code：

11-36-66-67-57-51/53-20/22

safety instructions：

26-61-33-16

RTECS Number：

TF2275000

Marks：

F,Xi,N,Xn

Storage features：

The warehouse is ventilated, low temperature and dry; stored and transported separately from food materials

Precautionary statement(s)：

P273, P391, P501

Hazard Statements：

H302 + H332

GHS Classification：

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P301+P312, P304+P312, P304+P340, P312, P330, and P501|Aggregated GHS information provided by 42 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|Danger|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P260, P264, P270, P301+P312, P307+P311, P309+P311, P312, P314, P321, P330, P405, and P501

Toxicity

Toxicity class：

highly toxic

Bioconcentration：

4.68

Drug Information

Biological Half-Life：

0.20 Days

MeSH Entry Terms：

O,O-diethyl O-(3-oxo-2-phenyl-2H-pyridazin-6- yl) phosphorothioate

Pyridaphenthion Use and Manufacturing

Methods of Manufacturing

Diazotization Nitrile and HCl are used to nitrify aniline. The ratio is 1:1.01:2.3 (mol). Sodium nitrite is formulated into a 35%-40% aqueous solution. The dropping temperature is below 5°C. Nitrogen salt. The reduced diazonium salt reacts with excess sodium sulfite to reduce to phenylhydrazine. The mixing ratio is 1.0:2.2 (based on aniline). Before hydrochloric acid neutralization, the reaction temperature was controlled at 70°C for 30 minutes; hydrochloric acid was added to adjust the Ph value to 6-7, and the temperature was raised to reflux for 0.5h. Condensation maleic anhydride and phenylhydrazine (usually its hydrochloric acid aqueous solution) reaction to produce pyridazinone. The feeding ratio of phenylhydrazine to maleic anhydride is 1:1 (based on aniline), the reaction temperature is 100～109℃, the time is 4h, and the operation is under negative pressure. The synthesis of pyridazin thiophosphorus in the aqueous phase uses liquid alkali and soda ash as the deacidification agent, and tritetramine as the catalyst, the reaction temperature is 65 ~ 70 ℃, O, O-diyl thiophosphoryl chloride and pyridazinone, liquid The ratio of alkali is 1:1.1:0.9, and the pH value at the end point is 8. The total yield based on aniline is about 70%.

Uses

Pyridaphenthion is used to control a wide range of chewing and sucking insects and mites in rice, vegetables, fruit and ornamentals.

Use Classification：

Agrochemicals -> Acaricides, Insecticides

Computed Properties

Molecular Weight:340.34
XLogP3:3.3
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:7
Exact Mass:340.06466520
Monoisotopic Mass:340.06466520
Topological Polar Surface Area:92.4
Heavy Atom Count:22
Complexity:493
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Maleic anhydride

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