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Chlorofos

Chlorofos structure

CAS No:
52-68-6
Formula:
C4H8Cl3O4P
Chemical Name:
Chlorofos
Synonyms:
Phosphonic acid,P-(2,2,2-trichloro-1-hydroxyethyl)-,dimethyl ester;Phosphonic acid,(2,2,2-trichloro-1-hydroxyethyl)-,dimethyl ester;ENT 19,763;Agroforotox;Chlorophos;O,O-Dimethyl (1-hydroxy-2,2,2-trichloroethyl)phosphonate;O,O-Dimethyl-1-oxy-2,2,2-trichloroethyl phosphonate;Dipterex;Dylox;Dyrex;Dyvon;Forotox;Methyl chlorophos;Metrifonate;Metriphonate;Neguvon;Phoschlor;Soldep;Trichlorfon;Trichlorphon;Tugon;Wotexit;Chlorofos;Ditrifon;Foschlor;DEP;Foschlor R;Foschlor R 50;WEC 50;O,O-Dimethyl (2,2,2-trichloro-1-hydroxyethyl)phosphonate;Polfoschlor;Flibol E;Dimethyl (2,2,2-trichloro-1-hydroxyethyl)phosphonate;Chloroxyphos;Votexit;Chlorophthalm;Ritsifon;Anthon;Combot;Fliegenteller;Trichlorphon FN;Sotipox;Chloroftalm;Dipterex 50;DETF;Loisol;Dimethyl 1-hydroxy-2,2,2-trichloroethylphosphonate;Mazoten;Volfartol;Masoten;Diptevur;Ricifon;DEP (pesticide);Hypodermacid;Dimetox;Aerol 1 (pesticide);Depthon;Satox 20WSC;Chlorak;Danex;Dioxaphos;Proxol;Dipterex SL;Onefon;Ditriphon 50;BAY-L 1359;(±)-Trichlorfon;Dipterex WP 80;BAY-a 9826;1-Hydroxy-2,2,2-trichloroethylphosphonate-O,O-dimethyl ester;Dipterex 500;NSC 8923;Promem;O,O-Dimethyl O-(1-hydroxy-2,2,2-trichloroethyl) phosphonate;Dibaichong;Bayer Advanced 24hr Grub control;Vulcano 420;37333-09-8;50924-44-2;56042-25-2;66758-31-4;1081812-64-7
Categories:
Agrochemicals > Insecticides

Description

Metrifonate is an irreversible organophosphate acetylcholinesterase inhibitor that is used as an insecticide for the control of flies and roaches.

Chlorofos Basic Attributes

Molecular Weight：

257.44

Exact Mass：

257.44

EC Number：

200-149-3

HScode：

2931900045

Characteristics

PSA：

55.8

XLogP3：

0.48

Appearance：

Trichlorfon is a white crystalline solid. It is a wettable powder. It can cause illness by inhalation, skin absorption and/or ingestion. It is used as a pesticide.

Density：

1.73 g/cm³ @ Temp: 20 °C

Melting Point：

83-84 °C

Boiling Point：

100 °C @ Press: 1 Torr

Flash Point：

116.7±27.3 °C

Refractive Index：

1.486

Water Solubility：

H2O: Slightly soluble . 1-5 g/100 mL at 21 ºC

Storage Conditions：

2-8°C

Vapor Pressure：

Vapour pressure, Pa at 20°C:

Toxicity：

Celiac-rat LD50: 160 mg/kg; Oral-Mouse LD50: 300 mg/kg

Flammability characteristics：

Open flame is flammable; heat decomposes toxic phosphorus oxide and chloride gas

Odor：

Ethyl ether-like

Safety Information

Packing level：

III

Hazard category：

6.1(b)

Transport codes：

UN 3077 9/PG 3

wgk germany：

hazard class code：

22-43-50/53

safety instructions：

24-37-60-61-2

RTECS Number：

TA0700000

Marks：

Xn,N

Storage features：

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

Stability/Shelf Life：

Slowly decomposed in aqueous acidic solutions

Precautionary statement(s)：

P261-P280-P284-P301 + P312 + P330-P304 + P340-P342 + P311

Hazard Statements：

H302 + H312-H317-H334-H410

Toxicity

Toxicity class：

highly toxic

Chlorofos Use and Manufacturing

Methods of Manufacturing

First, methanol and trichloroacetaldehyde are mixed to form hemiacetal (and contains a small amount of acetal). Then at a lower temperature, phosphorus trichloride reacts with methanol to form dimethyl phosphite (free methanol or hemiacetal and methanol in acetal are easily reacted with phosphorus trichloride), and HCl and CH3Cl are excluded in time. Finally, at higher temperatures, trichloroacetaldehyde and dimethyl phosphite undergo a condensation reaction to form trichlorfon. In continuous operation, control methanol and trichloroacetaldehyde to be slightly larger than the theoretical amount, and the mass ratio is phosphorus trichloride; methanol; trichloroacetaldehyde=1: (0.73～0.78): (1.12～1.18); the esterification temperature is 40 ～50℃, residence time 10min; liquid phase temperature of deacidification liquid is 80℃, condensation temperature is 90～95℃, residence time is 40-50min; the temperature of defluent is 95～105℃ first, then <120℃. The production of trichlorfon can also be carried out by one-step synthesis. That is, once feeding, dimethyl phosphite is generated at low temperature, and trichlorfon is directly generated at high temperature without separation. In the esterification stage, trichloroacetaldehyde and methanol are mixed, the temperature does not exceed 50 ℃, cooled to below 5 ℃, phosphorus trichloride is added, and hydrogen chloride and methyl chloride are discharged for recovery. After the esterification liquid in the condensation stage is further removed from the enemy country to remove hydrogen chloride, the reaction tank is carried out at a temperature of 80 to 120°C to form trichlorfon.

Uses

One of the biologically active forms of nicotinic acid. Differs from NAD by an additional phosphate group at the 2?position of the adenosine moiety. Serves as a coenzyme of hydrogenases and dehydrogenases. Present in living cells primarily in the r

Computed Properties

Molecular Weight:257.43
XLogP3:0.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:3
Exact Mass:255.922579
Monoisotopic Mass:255.922579
Topological Polar Surface Area:55.8
Heavy Atom Count:12
Complexity:183
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Ethanol

Phosphorus trichloride

Phosphonic acid, dimethyl ester

Downstream Products

Trifluoroacetic acid

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