(E)-2-[1-[[(3-Chloro-2-propenyl)oxy]imino]propyl]-5-{2-(ethylthio)propyl}-3-hydroxy-2-cyclohexene-1-one
Clethodim
CAS: 99129-21-2
Molecular Formula: C17H26ClNO3S
(E)-2-[1-[[(3-Chloro-2-propenyl)oxy]imino]propyl]-5-{2-(ethylthio)propyl}-3-hydroxy-2-cyclohexene-1-one - Names and Identifiers
(E)-2-[1-[[(3-Chloro-2-propenyl)oxy]imino]propyl]-5-{2-(ethylthio)propyl}-3-hydroxy-2-cyclohexene-1-one - Physico-chemical Properties
| Molecular Formula | C17H26ClNO3S |
| Molar Mass | 359.91 |
| Density | 1.18±0.1 g/cm3(Predicted) |
| Boling Point | 472.6±55.0 °C(Predicted) |
| Flash Point | 236.4°C |
| Solubility | Chloroform (Sparingly, Sonicated), Ethyl Acetate (Slightly), Methanol (Sparingly |
| Vapor Presure | 6.58E-09mmHg at 25°C |
| Appearance | Transparent liquid |
| Color | Light Yellow to Dark Yellow |
| pKa | 4.28±0.25(Predicted) |
| Storage Condition | 0-6°C |
| Stability | Hygroscopic |
| Refractive Index | 1.531 |
| Physical and Chemical Properties | The drug was amber transparent liquid. Relative density of 1.15 (20 degrees C), vapor pressure of 1.3 x 10-5 Pa (20 degrees C), soluble in a variety of organic solvents, unstable to light. |
| Use | Selective herbicides against annual and perennial grass weeds |
(E)-2-[1-[[(3-Chloro-2-propenyl)oxy]imino]propyl]-5-{2-(ethylthio)propyl}-3-hydroxy-2-cyclohexene-1-one - Risk and Safety
| Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. |
| UN IDs | UN3082 (environmentally haz-ardous substances, liquid, n. o. s.) |
| WGK Germany | 3 |
| HS Code | 29309090 |
| Toxicity | LD50 in male, female rats (mg/kg): 1630, 1360 orally; LC50 in trout: 56 mg/l; 8 day feeding in quail: > 6000 ppm (Kincade) |
(E)-2-[1-[[(3-Chloro-2-propenyl)oxy]imino]propyl]-5-{2-(ethylthio)propyl}-3-hydroxy-2-cyclohexene-1-one - Reference Information
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Introduction | The Chinese trade names of clethodim are Valeton and Seroxat. The herbicidal activity was initially reported by KincadeRT et al. at the 1987 conference on plant protection, at which the cyclohexenone herbicide was first developed by the American company HCV chemical. The toxicity of the low toxic herbicides: rats acute oral LD501630mg/kg (male), 1360mg/kg (female); Mice 2570mg/kg (male), 2430mg/kg (female). |
| function | is mainly applied to weed control of more than 40 kinds of crops, such as soybean, flax, tobacco, watermelon, etc, it can control more than 30 species of grass weeds such as humulus scandens. The herbicide is an internal absorption conduction type stem and leaf treatment agent. After the stem and leaf treatment, it is rapidly absorbed by the leaf, and is transmitted to the meristem and root, so that the cell division is destroyed, and the activity of the plant meristem is inhibited, the plants were chlorotic and necrotic within 1 to 3 weeks after application, followed by death due to dry leaves. The half-life of the plant in the soil was 3 ~ 26d, the duration was short, and there was no effect on the subsequent crops. Its mechanism of action is the same as that of the rare and pyridine, the essence of fluoride and grass, and the essence of the spirit, and so on, are all acetyl coenzyme A carboxylase (ACCase) inhibitors. |
| object of use | Ketene is suitable for soybean, rape, tobacco, cotton, peanut, flax and other broad-leaved fields, can control the grass, gramineae weeds, such as hard grass, Horse Tang, wild oat, Meigan, dog-tailed grass, cattle gluten grass, Kentucky bluegrass, etc. It is a new type of post-seedling herbicide with excellent selectivity. After application, it can be rapidly absorbed by the stems and leaves of gramineous weeds and transmitted to the shoot tips and meristems, inhibiting the activity of meristem, destruction of cell division, eventually leading to death of weeds. |
| toxicity | Acute oral LD50 of rats was 1360-1630mg/kg, acute percutaneous LD50 of rabbits was> 5000mg/kg, acute inhalation of LC50>3.9mg/L (42H). To the eyes and skin and mild irritation. Mice 30d oral no effect dose per day 625mg/kg body weight. No teratogenic, carcinogenic or mutagenic effects were observed in animal experiments. Low toxicity to fish and birds. Rainbow trout LC50 was 67mg/L (96H), blue gill fish LC50>120mg/L. Daphnia LC50>120mg/L (48h). Quail LD50>2000mg/kg. Safe for bees. |
| Use | post-emergence herbicide, with high selectivity and in-leaf conduction effect. For the control of a variety of annual and multi-grass weeds. Annual grass weeds should be applied at 3-5 leaf stage, and perennial grass weeds should be applied after dividing leaves. Such as soybean, peanut, rape, cotton, flax, tobacco, a variety of broad-leaved vegetables, grape, citrus, Apple and other plantations, grass weeds in the two leaves to tillering stage can be applied. It is used to control annual grass weeds such as humulus scandens, Wild Oats, settail grass, Magang, cattle gluten grass, Meigan, quetiapine, etc. Appropriate increase in the dosage can be used to control White Grass, arabinaria, perennial weeds and some of the strong resistance of the annual grass weeds. 24% emulsifiable concentrate 408~600mL/hm2 is used to spray the water stems and leaves for weed control in soybean field. If the drug is used in the non-optimal application period, the frequency of application should be increased or the dosage should be increased. A selective herbicide against annual and perennial grass weeds |
| production method | in the presence of sodium hydroxide, the corresponding Ketene is condensed and cyclized with malonic acid, 5-alkyl cyclohexanedione -3-carboxylate was obtained. After hydrolysis and decarboxylation, it reacts with propionyl chloride to form 3-propionyloxy-5-alkylcyclohexenone. The product was dissolved in dichloromethane and subjected to isomerization in the presence of aluminum trichloride to give 2-propionyl-3-hydroxy-5-alkylcyclohexanone. Finally, it was reacted with H2NOCH2CH = CHCl to synthesize the ketene. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 20:49:11
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View History
(E)-2-[1-[[(3-Chloro-2-propenyl)oxy]imino]propyl]-5-{2-(ethylthio)propyl}-3-hydroxy-2-cyclohexene-1-one
IRINOTECAN HYDROCHLORIDE TRIHYDRATE
1H-indazole-5-carbaldehyd...
Pyrimidine, 2-(4-methyl-1-piperazinyl)-4,6-di-2-thienyl-, hydrobromide (1:1)
methyl 3-bromo-4-oxocyclopentanecarboxylate
3-Pyridinemethanamine, N-(2,2,6,6-tetramethyl-4-piperidinyl)-
cobaltous oxygen(-2) anion
4,5,6,7-四氢-5-甲基-噻唑并[5,4-c]吡啶-2-羧酸 盐酸盐
(3aR,4R,6S,6aS)-4-[叔丁氧羰基氨基]-3-(1-乙基丙基)-3a,5,6,6a-四氢-4H-环戊并[d]异恶唑-6-羧酸甲酯
Thiocarbonic acid, anhydrosulphide with methyl thiohypochlorite
IRINOTECAN HYDROCHLORIDE TRIHYDRATE
1H-indazole-5-carbaldehyd...
Pyrimidine, 2-(4-methyl-1-piperazinyl)-4,6-di-2-thienyl-, hydrobromide (1:1)
methyl 3-bromo-4-oxocyclopentanecarboxylate
3-Pyridinemethanamine, N-(2,2,6,6-tetramethyl-4-piperidinyl)-
cobaltous oxygen(-2) anion
4,5,6,7-四氢-5-甲基-噻唑并[5,4-c]吡啶-2-羧酸 盐酸盐
(3aR,4R,6S,6aS)-4-[叔丁氧羰基氨基]-3-(1-乙基丙基)-3a,5,6,6a-四氢-4H-环戊并[d]异恶唑-6-羧酸甲酯
Thiocarbonic acid, anhydrosulphide with methyl thiohypochlorite