|
|
| | Chinomethionate Basic information |
| Product Name: | Chinomethionate | | Synonyms: | 1,3-Dithiolo[4,5-b]quinoxalin-2-one, 6-methyl-;3-quinoxalinedithiol,6-methyl-cycliccarbonate;3-quinoxalinedithiol,6-methyl-cyclicdithiocarbonate(ester);5-b)quinoxalin-2-one,6-methyl-3-dithiolo(4;5-b)quinoxalin-2-one,6-methyl-dithiolo(;6-methyl-1,3-dithiolo(4,5-b)quinoxalin-2-one;6-Methyl-1,3-Dithiolo[4,5-b]quinoxalin-2-one;6-methyl-2,3-quinoxalinedithiocarbonate | | CAS: | 2439-01-2 | | MF: | C10H6N2OS2 | | MW: | 234.3 | | EINECS: | 219-455-3 | | Product Categories: | Q;Alphabetic;Analytical Standards | | Mol File: | 2439-01-2.mol |  |
| | Chinomethionate Chemical Properties |
| Melting point | 172° | | Boiling point | 476.6±55.0 °C(Predicted) | | density | 1.4147 (rough estimate) | | vapor pressure | 2.6 x 10-5 Pa (20 °C) | | refractive index | 1.6800 (estimate) | | storage temp. | 0-6°C | | solubility | Chloroform (Slightly), Methanol (Slightly, Heated) | | pka | -5.28±0.20(Predicted) | | Water Solubility | 1 mg l-1 (20 °C) | | form | Solid | | color | Yellow crystals | | Merck | 13,7048 | | InChI | 1S/C10H6N2OS2/c1-5-2-3-6-7(4-5)12-9-8(11-6)14-10(13)15-9/h2-4H,1H3 | | InChIKey | FBQQHUGEACOBDN-UHFFFAOYSA-N | | SMILES | Cc1ccc2nc3SC(=O)Sc3nc2c1 | | LogP | 3.78 at 20℃ | | NIST Chemistry Reference | Quinomethionate(2439-01-2) | | EPA Substance Registry System | Chinomethionate (2439-01-2) |
| Hazard Codes | Xn,N | | Risk Statements | 20/21/22-36-43-48/22-50/53-62 | | Safety Statements | 24-37-60-61 | | RIDADR | UN3077 9/PG 3 | | WGK Germany | WGK 3 | | RTECS | FG1400000 | | HS Code | 29349990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1
Eye Irrit. 2
Repr. 2
Skin Sens. 1A
STOT RE 2 Oral | | Hazardous Substances Data | 2439-01-2(Hazardous Substances Data) | | Toxicity | LD50 in male, female rats (mg/kg): 1800, 1100 orally (Gaines) |
| | Chinomethionate Usage And Synthesis |
| Description | Chinomethionate is a quinoxaline fungicide and acaricide introduced in 1968 to control powdery mildew and spider mites on fruits, ornamentals, cucurbits, cotton, coffee, tea, tobacco, walnuts, vegetables and glasshouse crops. It is nonsystemic, with contact activity only. | | Chemical Properties | Chinomethionate is a tan to yellow crystals. Soluble in benzene, toluene, and dioxane; insoluble in water. It has been shown to have low toxicity to mammals, birds and bees, but is highly toxic to fish and some aquatic invertebrates. | | Uses | Chinomethionat exhibits both acaricidal and fungicidal activities.
It is a selective, non-systemic contact fungicide with both protective and
eradicant control of powdery mildews on fruits, cucurbits, vegetables,
ornamentals, tobacco and glasshouse crops. | | Definition | ChEBI: A dithioloquinoxaline that results from the formal condensation of 6-methylquinoxaline-2,3-dithiol with phosgene. It has been used as a fungicide and acaricide for the control of mites and powdery mildew on citrus, vegetables, and walnuts, but is not appro
ed for use in the EU. | | General Description | Yellow crystals. Non-corrosive. Used as a selective fungicide. | | Air & Water Reactions | Hydrolyzed in alkaline solution. | | Reactivity Profile | A member of the quinoxaline, dithiolane family. | | Hazard | Toxic by ingestion and inhalation. | | Flammability and Explosibility | Not classified | | Safety Profile | Moderately toxic by intraperitoneal, ingestion, and skin contact routes. A pesticide. When heated to decomposition it emits very toxic fumes of NOx and SOx. | | Synthesis | Chinomethionate is synthesised from p-toluenamine as the starting material, via condensation of 6-methylquinoxaline-2,3-dithiol with phosgene, yielding a dithiol quinoxaline compound. The reaction formula is as follows:
 | | Environmental Fate | Chemical/Physical. Reacts with ammonia forming 6-methyl-2,3-quinoxalinedithiol. | | Metabolic pathway | Limited information is available to describe the degradation and metabolic
fate of chinomethionat. Hydrolytic cleavage of the dithiocarbonate
ring is the primary degradation reaction in water, plants and animals. | | Degradation | Chinomethionat was degraded at pH 4,7 and 9 at 22 °C with DT50 values
of 10 days, 3.3 days and 3.6 hours, respectively. It is degraded under
alkaline conditions to yield 6-methyl-2,3-quinoxalinedithiol (2) (PM) as
shown in Scheme 1. Clark and Loeffler (1980) reported the extensive
photodegradation of chinomethionat in benzene in a nitrogen atmosphere
under UV light to yield dimeric condensation products and benzene
insertion products. | | Mode of action | Chinomethionate reacts with sulfur-containing amino acids in proteins, thereby disrupting the function of many enzymes and other proteins. Because there is no single target site, target site resistance is unlikely. |
| | Chinomethionate Preparation Products And Raw materials |
|