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Fenamiphos

Fenamiphos structure

CAS No:
22224-92-6
Formula:
C13H22NO3PS
Chemical Name:
Fenamiphos
Synonyms:
Phosphoramidic acid,N-(1-methylethyl)-,ethyl 3-methyl-4-(methylthio)phenyl ester;Phosphoramidic acid,isopropyl-,ethyl 4-(methylthio)-m-tolyl ester;Phosphoramidic acid,(1-methylethyl)-,ethyl 3-methyl-4-(methylthio)phenyl ester;B 68138;Ethyl 4-(methylthio)-m-tolyl isopropylphosphoramidate;BAY 68138;Bayer 68138;Nemacur P;Nemacur;Phenamiphos;Ethyl 3-methyl-4-(methylthio)phenyl (1-methylethyl)phosphoramidate;Fenamiphos;Fenamifos;Fenamithion
Categories:
Agrochemicals > Insecticides

Description

Yellow Solid Fenamiphos is a colorless crystal or a tan, waxy solid. It is non-corrosive to metals and breaks down readily in strong acids and bases. Fenamiphos is used as a nematicide and an insecticide. It is sparingly soluble in water, but readily soluble in dichloromethane, isopropanol, and toluene. It is used primarily for the control of nematodes and thrips on citrus, grapes, peanuts, pineapples, tobacco, turf, and ornamentals. There are no residential uses for fenamiphos. The US EPA has

Fenamiphos Basic Attributes

Molecular Weight：

303.36

Exact Mass：

303.36

EC Number：

244-848-1

HScode：

2930909064

Characteristics

PSA：

72.9

XLogP3：

3.3

Appearance：

Brown Liquid

Density：

1.191 g/cm³ @ Temp: 23 °C

Melting Point：

49.2 °C

Boiling Point：

Decomposes

Flash Point：

100 °C

Refractive Index：

1.524

Water Solubility：

H2O: 0.07 g/100 mL

Storage Conditions：

0-6°C

Vapor Pressure：

Vapour pressure, Pa at 30°C:

Toxicity：

Oral-rat LD50: 8 mg/kg; Oral-Mouse LD50: 22.7 mg/kg

Flammability characteristics：

Open flame is flammable; heat releases toxic phosphorus oxide, sulfur oxide, nitrogen oxide gas

Safety Information

Packing level：

Hazard category：

6.1(a)

Transport codes：

UN 2811/3017

wgk germany：

hazard class code：

24-28-50/53-36-26/28

safety instructions：

23-28-36/37-45-60-61-35-26

RTECS Number：

TB3675000

Marks：

T+;N,N,T+

Storage features：

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

Stability/Shelf Life：

In laboratory conditions, fenamiphos is stable at pH 5-7.

Precautionary statement(s)：

P260-P280-P301 + P310 + P330-P302 + P352 + P310-P304 + P340 + P310-P403 + P233

Hazard Statements：

H300 + H310 + H330-H319-H410

Toxicity

Toxicity class：

most toxic

Fenamiphos Use and Manufacturing

Methods of Manufacturing

Ethanol and isopropylamine are continuously reacted with phosphorus oxychloride to prepare ethyl-isopropylaminophosphoryl chloride, and then reacted with 3-methyl-4-methylthiophenol to obtain ketophosphorus. The key of this method is the synthesis of the intermediate 3-methyl-4-methylthiophenol, which can be obtained by reacting m-cresol with dimethyldisulfide. Put 200g of mixed cresol (containing m-cresol 65%) and 145g of dimethyl disulfide (content 90%) into the reaction bottle, start stirring, and cool the material to 10°C with an ice water bath. Add 136g of 95% sulfuric acid dropwise, complete the dripping within 1h, control the temperature at 10-15℃, stir the reaction for 5h, and let stand. Separate the waste acid, add 280ml of 15% sodium carbonate solution, stir for 20min, and let stand. Separate the water layer, wash with water, and distill off water, dimethyl disulfide and unreacted mixed cresol under reduced pressure to obtain an intermediate.

Uses

Nematocide.

Computed Properties

Molecular Weight:303.36
XLogP3:3.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:7
Exact Mass:303.10580174
Monoisotopic Mass:303.10580174
Topological Polar Surface Area:72.9
Heavy Atom Count:19
Complexity:314
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Phosphorus oxychloride

Dimethyl disulfide