Thidiazuron

Thidiazuron Basic information
Product Name:Thidiazuron
Synonyms:Thidiazauron (1-Phenyl-3-(1,2,3-thiadiazol-5-yl)-harnstoff;N-phenyl-N-1,2,3,-thiadiazol-5-yluree;5-(N-Phenylcarbonylamino)-1,2,3-thiadiazole;N-Phenyl-N'-1,2,3-thiodiazol-5-yl urea;THIDIAZURON PESTANAL (1-PHENYL- 3-(1,2,3;THIDIAZURON, 1GM, NEAT;1-PHENYL-3-(1,2,3-THIADIAZOL-5-YL)UREA*P LANT CELL C;TDZ
CAS:51707-55-2
MF:C9H8N4OS
MW:220.25
EINECS:257-356-7
Product Categories:Aromatics;Heterocycles;Cytokinins;Plant Growth Regulators;Sulfur & Selenium Compounds;plantgrowth;Plant Tissue Culture;Herbicides;Pesticides;Pesticides&Metabolites;Plant growth regulatorsAlphabetic;TF - TOPesticides&Metabolites;Urea structure;Alpha sort;Plant growth regulatorsPesticides&Metabolites;Q-ZAlphabetic
Mol File:51707-55-2.mol
Thidiazuron Structure
Thidiazuron Chemical Properties
Melting point 213°C
density 1.3493 (rough estimate)
refractive index 1.6390 (estimate)
storage temp. Sealed in dry,2-8°C
solubility Soluble in DMSO
pka12.06±0.70(Predicted)
form neat
Merck 13,9384
BRN 1078092
InChIKeyHFCYZXMHUIHAQI-UHFFFAOYSA-N
CAS DataBase Reference51707-55-2(CAS DataBase Reference)
EPA Substance Registry SystemThidiazuron (51707-55-2)
Safety Information
Hazard Codes Xi,N
Risk Statements 36/37/38-51/53
Safety Statements 22-26-36-61
RIDADR UN 3077 9 / PGIII
WGK Germany 3
RTECS YU1395000
HS Code 2934999090
Hazardous Substances Data51707-55-2(Hazardous Substances Data)
ToxicityLC50 (96-hour) for bluegill sun?sh, channel cat?sh and rainbow trout >1,000 mg/L (Hartley and Kidd, 1987); acute oral LD50 for rats >5,000 mg/kg (Hartley and Kidd, 1987), 5,350 mg/kg (RTECS, 1985).
MSDS Information
ProviderLanguage
5-Phenylcarbamoylamino-1,2,3-thiadiazole English
SigmaAldrich English
Thidiazuron Usage And Synthesis
Chemical PropertiesThe pure product is a white odorless and tasteless crystalline solid. m.p.210~212.5°C (decomposition at 217°C), vapor pressure 4×10-9Pa) (25°C). Solubility at 25°C: dimethyl sulfoxide>500g/L, dimethylformamide>500g/L, cyclohexanone 21.5g/L, acetone 8g/L, methanol 4.5g/L, ethyl acetate 0.8 g/L, hexane 6mg/L, insoluble in aliphatic and aromatic hydrocarbons, solubility in water 31mg/L. The partition coefficient is 59 (pH=7.3). Stable below 200°C; stable to water at room temperature, half-life > 24d; half-life in soil < 60d.
UsesThidiazuron is a non-purine containing urea derivative with cytokinin activity. Thidiazuron is used as a cotton defoliant and a plant growth regulator in tissue culture.
UsesPlant growth regulator used to defoliate cotton to facilitate harvesting.
DefinitionChEBI: Thidiazuron is a member of ureas.
General DescriptionThidiazuron is a systemic herbicide, widely employed as an effective plant growth regulator and pre-harvest defoliant for crops such as cotton.
Agricultural UsesThidiazuron is substituted urea that is used to defoliate cotton plants. Thidiazuron, which has cytokinin activity, is one of the many harvesting aids needed in agriculture.
Agricultural UsesHerbicide, Defoliant, Plant growth regulator: Used primarily as a cotton defoliant in order to increase the harvest yield. Not applied to food crops. Not approved for use in EU countries. Registered for use in the U.S. U.S. Maximum Allowable Residue Levels for Thidiazuron and its aniline-containing metabolites in or on the following food commodities: [40 CFR 180.403(a)]: cattle, fat 0.4 ppm; cattle, meat 0.4 ppm; cattle, meat byproducts 0.4 ppm; cotton, gin byproducts 24.0 ppm; cotton, undelinted seed 0.3 ppm; goat, fat 0.4 ppm; goat meat 0.4 ppm; goat, meat byproducts 0.4 ppm; hog, fat 0.4 ppm; hog, meat 0.4 ppm; hog, meat byproducts 0.4 ppm; horse, fat 0.4 ppm; horse, meat 0.4 ppm; horse, meat byproducts 0.4 ppm; milk 0.05 ppm; sheep, fat 0.4 ppm; sheep, meat 0.4 ppm; sheep, meat byproducts 0.4 ppm.
Trade nameDAZE®; DEFOLIT®; DROPP®; GINSTAR EC® (thidiazuron + diuron); LEAFLESS® Tthidiazuron; SN 49537®
Safety ProfileModerately toxic by ingestion. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of SOx and NOx.
Environmental FateSoil. The reported half-life in soil is approximately 26–144 days (Hartley and Kidd, 1987).
Photolytic. Rapidly converted to the photoisomer, 1-phenyl-3-(1,2,5-thiadiazol-3- yl)urea (Worthing and Hance, 1991). When thidiazuron adsorbed by soil was exposed to UV light (λ <290 nm), 1-phenyl-3-(1,2,5-thiadiazol-3-yl)urea formed as the majo
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