ChemicalBook > CAS DataBase List > Tolclofos-methyl

Tolclofos-methyl

Product Name
Tolclofos-methyl
CAS No.
57018-04-9
Chemical Name
Tolclofos-methyl
Synonyms
S-3349;RIZOLEX;Basilex;Risolex;Risolex(TM);Tolcofos-methyl;olclofos-methyl;Methyl tolclofo;TOLCLOFOS-METHYL;Methyl tolclofos
CBNumber
CB2451996
Molecular Formula
C9H11Cl2O3PS
Formula Weight
301.13
MOL File
57018-04-9.mol
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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)
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)
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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)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H317May cause an allergic skin reaction

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P272Contaminated work clothing should not be allowed out of the workplace.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
31209
Product name
Tolclofos-methyl
Purity
PESTANAL
Packaging
250mg
Price
$49.56
Updated
2024/03/01
TRC
Product number
T535265
Product name
Tolclofos-methyl
Packaging
1g
Price
$215
Updated
2021/12/16
ChemScene
Product number
CS-5201
Product name
Tolclofos-methyl
Purity
96.51%
Packaging
500mg
Price
$60
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
PST0000303
Product name
TOLCLOFOS-METHYL
Purity
95.00%
Packaging
5MG
Price
$501.25
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
99597
Product name
Tolclofos-methyl
Packaging
1g
Price
$575
Updated
2021/12/16
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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).

Tolclofos-methyl Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Tolclofos-methyl manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
Tolclofos-methyl 57018-04-9
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2024-10-29

57018-04-9, Tolclofos-methylRelated Search:


  • 2,6-dichloro-4-methylphenyl o,o-dimethyl phosphorothioate
  • Dimethyl O-(2,6-dichloro-4-methylphenyl) phosphorothioate
  • S-3349
  • RIZOLEX
  • O-(2,6-DICHLORO-4-METHYLPHENYL) O,O-DIMETHYL PHOSPHOROTHIOATE
  • TOLCLOFOS-METHYL
  • Basilex
  • Dichloro-4-methylphenyl-O,O-dimethyl phosphorothioate
  • o-(2,6-Dichloro-4-methylphenyl) o,o-dimethyl thiophosphate
  • o-(2,6-dichloro-p-tolyl)o,o-dimethylesterofphosphorothioicacid
  • O-(2,6-Dichloro-p-tolyl)-O,O-dimethylthiophosphate
  • o,o-dimethylo-(2,6-dichloro-4-methylphenyl)phosphorothioate
  • Phosphorothioic acid, O-(2,6-dichloro-4-methylphenyl) O,O-dimethyl ester
  • Phosphorothioicacid,esters,O-(2,6-dichloro-4-methylphenyl)-O,O-dimethylester
  • phosphorothioicacid,o-(2,6-dichloro-4-methylphenyl)o,o-dimethylester
  • phosphorothioicacid,o-(2,6-dichloro-p-tolyl)o,o-dimethylester
  • Risolex
  • Tolcofos-methyl
  • BENZTHIAZURON PESTANAL, 100 MG
  • tolclofos-methyl (bsi,iso)
  • TOLCHLOFOS-METHYL
  • O,O-dimethyl-O-(2,6-dichloro-p-tolyl) phosphorothioate
  • (2,6-Dichloro-4-methylphenoxy)-dimethoxy-sulfanylidenephosphorane
  • Phosphorothioic acid O-(2,6-dichloro-4-methylphenyl) O,O-dimethyl
  • Thiophosphoric acid O-(2,6-dichloro-4-methylphenyl)O,O-dimethyl ester
  • Thiophosphoric acid O,O-dimethyl O-(2,6-dichloro-4-methylphenyl) ester
  • Thiophosphoric acid=O-(2,6-dichloro-4-methylphenyl)=O,O-dimethyl ester
  • O-2,6-DICHLORO-P-TOLYLO,O-DIMETHYLPHOSPHOROTHIOATE
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  • 57018-04-9
  • C9H11Cl2O3PS
  • FUNGICIDE