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23564-05-8

Basic Information
CAS No.: 23564-05-8
Name: Thiophanate-methyl
Article Data: 17
Molecular Structure:
Molecular Structure of 23564-05-8 (Thiophanate-methyl)
Formula: C12H14N4O4S2
Molecular Weight: 342.4
Synonyms: Allophanicacid, 4,4'-o-phenylenebis[3-thio-, dimethyl ester (8CI);Carbamic acid,[1,2-phenylenebis(iminocarbonothioyl)]bis-, dimethyl ester (9CI);1,2-Bis(methoxycarbonylthioureido)benzene;1,2-Bis[3-(methoxycarbonyl)-2-thioureido]benzene;BAS 32500F;Caligran;Cercobin M;Cercobin M 70;Cercobinmethyl;Cleary's 3336;Cycosin;Dimethyl4,4'-o-phenylenebis(3-thioallophanate);Easout;Enovit M;Enovit M 70;EnovitSuper;Enovit-methyl;F 6385;Fungo;Methyl topsin;Methylthiophanate;Metoben;Mildothane;NF 44;Neotopsin;PEI 190;Pelt 14;Pelt 44;Rilon;Roko;Sunphanate;Thiopan;Thiophanate M;Topsin 500SC;Topsin M;Topsin M 70;Topsin MD;o-Bis(3-methoxycarbonyl-2-thioureido)benzene;
EINECS: 245-740-7
Density: 1.495 g/cm3
Melting Point: 172 °C
Boiling Point: 478.4oC at 760 mmHg
Flash Point: 243.1°C
Solubility: water: <0.1 g/100 mL at 20 °C
Appearance: colourless crystals, or white or light brown powder
Hazard Symbols: HarmfulXn,DangerousN
Risk Codes: 20-43-50/53-68
Safety: 36/37-46-60-61
Transport Information: UN 3077
PSA: 164.90000
LogP: 2.72000
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Chemistry

Product Name: Thiophanate-methyl (CAS NO.23564-05-8)
IUPAC Name: methylN-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate

Molecular Formula: C12H14N4O4S2
Formula Weight: 342.39
MP: 172°C
Density: 1.495 g/cm3  
Storage temp. : 0-6°C
Water Solubility : <0.1 g/100 mL at 20 °C 
Index of Refraction: 1.708   
Molar Refractivity: 89.32 cm3 
Molar Volume: 228.9 cm3 
Surface Tension: 79 dyne/cm 
Product Categories: FUNGICIDE; Alpha sort; MetabolitesPesticides&Metabolites; Q-ZAlphabetic ; BenzimidazolesPesticides; CarbamatesEnvironmental Standards; Fungicides; MetabolitesAlphabetic; Pesticides; Pesticides&Metabolites; TF - TO

Uses

 Thiophanate-methyl (CAS NO.23564-05-8) is broad-spectrum fungicide and can be used for controlling the various diseases of cereals, cotton, fruits, vegetables and other crops.

Production

First, cyaniding the methyl chloroformate and sodium thiocyanate by sulphur; then, Thiophanate-methyl (23564-05-8) is obtained through the condensation with o-phenylenediamine.

Toxicity Data With Reference

1.    

mmo-smc 5 ppm

    RSTUDV    Rivista di Scienza e Technologia degli Alimenti e di Nutrizione Umana. Review of Science and Technology of Food and Human Nutrition. 6 (1976),161.
2.    

sln-asn 14 µmol/L

    EVHPAZ    EHP, Environmental Health Perspectives. Subseries of DHEW Publications. 31 (1979),81.
3.    

orl-rat LD50:6640 mg/kg

    TXAPA9    Toxicology and Applied Pharmacology. 23 (1972),606.
4.    

ipr-rat LD50:1140 mg/kg

    TXAPA9    Toxicology and Applied Pharmacology. 23 (1972),606.
5.    

orl-mus LD50:3400 mg/kg

    TXAPA9    Toxicology and Applied Pharmacology. 23 (1972),606.
6.    

ipr-mus LD50:790 mg/kg

    TXAPA9    Toxicology and Applied Pharmacology. 23 (1972),606.
7.    

orl-dog LDLo:4000 mg/kg

    TXAPA9    Toxicology and Applied Pharmacology. 23 (1972),606.
8.    

orl-rbt LD50:2270 mg/kg

    TXAPA9    Toxicology and Applied Pharmacology. 23 (1972),606.
9.    

orl-gpg LD50:3640 mg/kg

    TXAPA9    Toxicology and Applied Pharmacology. 23 (1972),606.

Safety Profile

Hazard Codes : NDangerous,XnHarmful (Harmful; Dangerous for the environment)
Risk Statements : 20-43-50/53-68 (Harmful by inhalation; May cause sensitization by skin contact; Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment; Possible risk of irreversible effects)
Safety Statements : 36/37-46-60-61 (Wear suitable protective clothing and gloves; If swallowed, seek medical advice immediately and show this container or label; This material and/or its container must be disposed of as hazardous waste; Avoid release to the environment. Refer to special instructions safety data sheet)
RIDADR : UN 3077
RTECS : BA3675000
Moderately toxic by ingestion and intraperitoneal routes. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits very toxic fumes of NOx and SOx. Used for plant disease control in vegetables, fruits, and turf. See also ESTERS.

Specification

STORAGE of Thiophanate-methyl (CAS NO.23564-05-8) : Do not store in a manner where cross-contamination with other pesticides, fertilizers, food or feed could occur.  Store in the original container in a dry, temperature controlled area.

Thiophanate-Methyl is a systematic fungicide of the thiophanate class and is commonly used in agriculture to protect against powdery mildew, rot and other fungal (1,2) diseases in fruits, vegetables and other crops (3). May also function as a pesticide with cocarcinogenesis effects on insects observed. Antihelmintic (4). Drinking water contaminant candidate list 3 (CCL 3) compound as per United States Environmental Protection Agency (EPA). Environmental contaminants; Food contaminants.