propynyl (r)-2-[4-[(5-chloro-3-fluoro-2-pyridinyl)oxy] phenoxy]propanoate
Clodinafop-propargyl
CAS: 105512-06-9
Molecular Formula: C17H13ClFNO4
propynyl (r)-2-[4-[(5-chloro-3-fluoro-2-pyridinyl)oxy] phenoxy]propanoate - Names and Identifiers
| Name | Clodinafop-propargyl |
| Synonyms | Topik cga-184927 CGA-184927 CLODINAFOP-PROPARGYL Clodinafop-propargyl CLODINAFOP-PROPARGYL ESTER CLODINAFOP-PROPARGYL PESTANAL clodinafop-propargyl ester (bsi, pa e-iso) propynyl (r)-2-[4-[(5-chloro-3-fluoro-2-pyridinyl)oxy] phenoxy]propanoate Propynyl (R)-2-[4-[(5-chloro-3-fluoro-2-pyridinyl)oxy] phenoxy]propanoate Propanoic acid, 2-4-(5-chloro-3-fluoro-2-pyridinyl)oxyphenoxy-, 2-propynyl ester, (2R)- |
| CAS | 105512-06-9 |
| InChI | InChI=1/C17H13ClFNO4/c1-3-8-22-17(21)11(2)23-13-4-6-14(7-5-13)24-16-15(19)9-12(18)10-20-16/h1,4-7,9-11H,8H2,2H3/t11-/m1/s1 |
propynyl (r)-2-[4-[(5-chloro-3-fluoro-2-pyridinyl)oxy] phenoxy]propanoate - Physico-chemical Properties
| Molecular Formula | C17H13ClFNO4 |
| Molar Mass | 349.74 |
| Density | 1.37 g/cm3(Temp: 22 °C) |
| Melting Point | 48-57°C |
| Boling Point | 432.7±45.0 °C(Predicted) |
| Specific Rotation(α) | D20 +45.4° (c = 2 in acetone) |
| Appearance | White crystal powder |
| BRN | 8857008 |
| pKa | -1.54±0.32(Predicted) |
| Storage Condition | 0-6°C |
| MDL | MFCD01632328 |
| Physical and Chemical Properties | Melting Point: 48-57°C |
| Use | Mainly used for the control of wild oats, motherwort, oats, ryegrass, Kentucky bluegrass, etc. |
propynyl (r)-2-[4-[(5-chloro-3-fluoro-2-pyridinyl)oxy] phenoxy]propanoate - Risk and Safety
| Risk Codes | R20/22 - Harmful by inhalation and if swallowed. R43 - May cause sensitization by skin contact R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R48/22 - Harmful danger of serious damage to health by prolonged exposure if swallowed. |
| Safety Description | S36/37 - Wear suitable protective clothing and gloves. S60 - This material and its container must be disposed of as hazardous waste. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S46 - If swallowed, seek medical advice immediately and show this container or label. S24 - Avoid contact with skin. |
| UN IDs | UN 2811 |
| WGK Germany | 3 |
| HS Code | 29333990 |
| Toxicity | LD50 in rats (mg/kg): 1829 orally; >2000 dermally; LC50 in rats (4 hr): >2325 mg/m3 by inhalation (Amrein) |
propynyl (r)-2-[4-[(5-chloro-3-fluoro-2-pyridinyl)oxy] phenoxy]propanoate - Reference Information
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| overview | oxalic acid is a post-germination herbicide developed by a company for cereals. it is mainly used to control annual gramineous weeds such as wild oats, wheat niang, ryegrass and Setaria. The herbicide is a chiral fluorophenoxycarboxylic herbicide, which is relatively stable in acidic medium and hydrolyzed in alkaline medium. Acetylenicol is an inhibitor of ethylphthalide coenzyme carboxylase, which is a conductive herbicide. It is absorbed by the leaves and leaf sheaths of the plant body, conducted by the phloem, and accumulated in the meristematic tissue of the plant body to inhibit ethylphthalide coenzyme Carboxylase stops the synthesis of fatty acids, the growth and division of cells cannot proceed normally, the membrane system and other lipid-containing structures are destroyed, and finally the plant dies. It takes a week to get rid of weeds from being absorbed. When applied alone, small grain crops do not have sufficient drug resistance, and special crop safety agents are required. |
| introduction | Chinese name: oxalic acid English name: Clodinafop-propargyl chemical name: 2-propynyl-(R)-2-[4-(5-chloro-3-fluoro-2-pyridinyloxy) phenoxy] propionate; 2-propyyl-(R)-2-[4-(5-chloro-3-fluoro-2-pyridyloxy)phenoxyl]-prpionate CAS number: 105511-96-4;105512-06-9 molecular formula: C17H13ClFNO3 molecular weight: 349.8 structural formula: fig. 1 is the molecular structural formula of oxalic acid. physical and chemical properties: tasteless crystal, melting point 59.3 ℃, vapor pressure 0.0053 MPa(20 ℃). The solubility in water at 20 ℃ is 2.5 mg/L, which is soluble in most organic solutions. |
| synthesis route | there are roughly two methods for synthesizing oxalic acid: the first is (R)-2-(4-hydroxyphenoxy) propionic acid, 5-chloro-2, 3-difluoropyridine and 3-chloropropyne as the main raw materials, and the reaction is completed by a "one-pot cooking" process. the reaction formula is shown in figure 2.1. The main process is as follows: (R)-2-(4-hydroxyphenoxy) propionic acid is dissolved in DMF, K2C03 powder is added at 70 ℃, stirred for 1~2 h, then an appropriate amount of K2C03 is added and 5-chloro -2,3-difluoropyridine is slowly added dropwise. After 4 hours of reaction, toluene solution of 3-chloropropyne is added for cooling reaction. After the reaction, the product is filtered, washed and evaporated by rotation. The crude product is washed with ethanol/aqueous solution to obtain acetylene ester with a yield of 80-85%. Figure 2 is a synthetic route 1 for the synthesis of TMP by cross-carnitzaro condensation. the significant advantage of the synthesis process is that there is no need to replace the solvent, and all the reaction processes are directly completed in one reactor, which is conducive to reducing the cost of equipment investment, avoiding complicated separation and distillation steps, saving time, and the purity and output of the product are relatively high, which is easy to be used for industrial production. The second type is based on 5-chloro-2, 3-difluoropyridine, hydroquinone, S-(-) a pair of toluene sulfonyl lactate methyl ester and propargyl alcohol as the main raw materials, and the synthesis of alkyne oxalic acid is carried out in five steps. The reaction steps are shown in Figure 3. Figure 3 is a synthetic route 2 for the synthesis of TMP by cross-carnitzaro condensation. The advantage of this route is that the conditions of each reaction step are relatively mild, and the purity and yield of the product are relatively high. The disadvantage of this method is that each step of the reaction product must be purified before it can be used for the next reaction, which increases the difficulty of the reaction, and increases the reaction time as a whole, the reaction process is complicated, the production efficiency is reduced, and it is not easy to realize industrial production. |
| toxicity | acute oral LD50 1829 mg/kg in rats, acute inhalation LD50>2000 mg/kg in rats and acute inhalation LC50(4 hours)> 2325 mg/m3 in rats have no irritating effect on rabbit skin and eyes. |
| characteristics | oxalic acid is harmful to monocotyledonous crops when used alone, so a special safety agent has been developed. the ratio of the two is 4:1, and twice the recommended dose after mixing is also very safe to control wheat and weeds. Within 1 to 2 days of use of this agent, sensitive plants will stop growing, young leaves will die first, and then the old leaves will return to green and die; when the dose is sufficient to kill, the leaves will gradually deform and the leaves will stretch out of balance. |
| control object | rat tail watch wheat Niang, wild oats, false oats, arm grass, horse Tang, barnyard grass, cricket grass, multi-flowered ryegrass, millet, spikelet grass, strange araweed, common bluegrass, golden bristlegrass, bristlegrass, bristlegrass, stone grass and false sorghum, etc. |
| meaning | oxalic acid is a new and efficient chiral fluorophenoxypropionic acid herbicide newly developed at the end of the 20th century, and has achieved good weeding effect abroad. However, there is no large-scale production of acetylene grass and its intermediates in China, only a few research units have similar synthesis technology, and the cost is high, which seriously restricts its promotion and application in the agricultural field. Therefore, it is of great economic value and practical significance to find an industrialization suitable for China's national conditions. |
| References | [1] Qian Lanjuan. Study on the safety of alkynetic acid herbicide on wheat [D]. Yangzhou University, 2014. [2] Zhu Ling. Study on Synthesis Technology of Herbicide Alkynic Acid [D]. Xiangtan University, 2009. [3] Tan Chengxia, Du Yihui, Li Jilie, Wang Xuesheng, Chen Guanghai. Synthesis and Characterization of Herbicide Alkynic Acid [J]. Pesticide, 2008,(09):650-652. [4] Wang Zhenrong, edited by Li Buqing. A complete collection of pesticide commodities. Beijing: China Business Publishing House. 1996. Page 793. |
| use | has excellent control effect on mousetail, oats, ryegrass and Setaria |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 02:00:05
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Multiple Specifications
Product Name: Clodinafop-Propargyl Visit Supplier Webpage Request for quotationCAS: 105512-06-9
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
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