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Tolclofos-methyl

CAS No.57018-04-9
Chemical Name:Tolclofos-methyl
CBNumber:CB2451996
Molecular Formula:C9H11Cl2O3PS
Formula Weight:301.13
MOL File:57018-04-9.mol

Tolclofos-methyl Property

Melting point 78-80°C
Boiling point 338.5±52.0 °C(Predicted)
Density 1.401±0.06 g/cm3(Predicted)
vapor pressure 1.84 x 10^-3 (Pa 25 °C)
Flash point >100 °C
storage temp. 2-8°C
solubility Chloroform (Slightly), DMSO (Slightly)
form Solid
Water Solubility 1.10 mg l^-1 (25 °C)
color White to off-white
Merck 13,9587
BRN 2136521
InChIKey OBZIQQJJIKNWNO-UHFFFAOYSA-N
LogP 4.560
CAS DataBase Reference 57018-04-9(CAS DataBase Reference)
FDA UNII G42OQL6F5B
NIST Chemistry Reference Phosphorothioic acid, o-(2,6-dichloro-4-methylphenyl) o,o-dimethyl ester(57018-04-9)
EPA Substance Registry System Tolclofos-methyl (57018-04-9)
Pesticides Freedom of Information Act (FOIA) Rizolex
UNSPSC Code 41116107
NACRES NA.24

Safety

Hazard Codes :Xi,N
Risk Statements :43-50/53
Safety Statements :22-24/25-61-60-37-24
RIDADR :UN 3077 9 / PGIII
WGK Germany :3
RTECS :TF0460000
HS Code :29201900
Hazardous Substances Data :57018-04-9(Hazardous Substances Data)
Toxicity :LD50 in male, female rats, male, female mice (mg/kg): ~5000, ~5000, 3500, 3600 orally; all >5000 dermally; ~5000, 4900, 1070, 1260 i.p.; all >5000 s.c. (Ohtsuki, Fujinami)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H317-H410
Precautionary statements P261-P272-P273-P280-P302+P352-P333+P313

Tolclofos-methyl Price More Price(1)

Brand: Sigma-Aldrich(India)
Product number: 31209
Product name : Tolclofos-methyl
Purity: PESTANAL?, analytical standard
Packaging: 250MG
Price: ₹8032.15
Updated: 2022/06/14
Buy: Buy

Tolclofos-methyl Chemical Properties,Usage,Production

Uses Tolclofos-methyl is a non-systemic organophosphorus fungicide with both protective and curative activities that control soil-borne diseases caused by Rhizoctonia solani, Corticium rolfsii, Tphula incamata and Typhula ishikariensis in/on potatoes, sugar beet, cotton and peanuts.
Uses Agricultural fungicide.
Definition ChEBI: An organic thiophosphate that is 2,6-dichloro-4-methylphenol in which the hydrogen of the hydroxy group group has been replaced by a dimethoxyphosphorothioyl group. Tolclofos-methyl is a phospholipid biosynthesis inhibitor and fungicide that is used for co trolling soil-borne diseases caused by Typhula incarnata, Corticium rolfsii, Typhula ishikariensis, and Rhizoctonia solani.
Metabolic pathway Tolclofos-methyl underwent common degradation and metabolic pathways in water, soil, plants and animals. These reactions are well documented for most organophosphorus compounds and include oxidative desulfuration, hydroxylation/oxidation of the 4-methyl group to the alcohol and carboxylic acid, cleavage of the P-O-aryl linkage, O-demethylation and conjugation. In addition to the above reactions, photolytic isomerisation to the thionate (P=S) was also observed. A schematic presentation of the primary metabolic pathways for tolclofosmethyl is illustrated in Scheme 1.
Degradation [¹⁴C-phenyl]Tolclofos-methyl(1) was stable to hydrolytic degradation at pH 5, 7 and 9 at 22°C with DT₅₀ values of 139, 417 and 238 days, respectively. Higher temperature led to a more rapid hydrolysis and two hydrolysis products were detected. O-Demethylation and oxidative desulfuration were the major reactions to yield 2,6-dichloro-p-tolyl methyl hydrogen phosphorothioate (2) and toclofos-methyl oxon (O-2,6-dichlorop- tolyl O,O-dimethyl phosphate, 3), respectively. Cleavage of the P-O-aryl linkage yielded 2,6-dichloro-4-methylphenol(4) as a minor degradation product (WHO, 1994).
Tolclofos-methyl degraded in water under natural sunlight irradiation with DT₅₀ values of 44 days (in distilled water), 15-28 days (in natural river and pond water) and less than 2 days in 2% acetone/water. The major degradation reactions included oxidative desulfuration to yield compound 3 and O-demethylation to yield compound 2. The major photodegradation products in river and pond waters and soil thinlayer surfaces were compounds 2, 3, 4 and the O-demethylated 3 (2,6- dichloro-p-tolyl methyl hydrogen phosphate, 5) (Mikami et al., 1984). In acetone solution, demethylation of the isomerisation product [2,6- dichloro-p-tolyl O,S-dimethyl phosphorothioate (6)] yielded 2,6-dichlorop- tolyl S-methyl hydrogen phosphorothioate (7) and 2,6-dichloro-p-tolyl dihydrogen phosphate (8) as the major photodegradates (Mikami et al., 1984).
Toxicity evaluation Its acute oral toxicity is very low in comparison with a thio-ester type of other organophosphorus fungicides (edifenphos, iprobenfos, and pyrazophos).