フェンバレレート
フェンバレレート · 2-(4-クロロフェニル)-3-メチル酪酸α-シアノ-3-フェノキシベンジル · サンマルトン-9 · 4-クロロ-α-イソプロピルベンゼン酢酸シアノ(3-フェノキシフェニル)メチル · フェンバレラート · エバーサイド2362 · ベルマルク · エクトリン
識別子と物理属性
| CAS No. | 51630-58-1 |
|---|---|
| 分子式 | C25H22ClNO3 |
| 平均分子量 | 419.9 g/mol |
| 単同位体質量 | 419.12882124 g/mol |
| SMILES | CC(C)C(C(=O)OC(C#N)c1cccc(Oc2ccccc2)c1)c1ccc(Cl)cc1 |
| InChIKey | NYPJDWWKZLNGGM-UHFFFAOYSA-N |
| PubChem CID | 3347 |
| ChEMBL | CHEMBL492491 |
| ChEBI | CHEBI:5014 |
| EC No. | 257-326-3 |
| DTXSID | DTXSID101017940 |
| 現地名 | フェンバレレート |
化学・物理的性質
| XLogP | 6.2 |
|---|---|
| 極性表面積 | 59.3 |
| 水素結合供与体数 | 0 |
| 水素結合受容体数 | 4 |
| 回転可能結合数 | 8 |
| 重原子数 | 30 |
| 形式電荷 | 0 |
| 複雑度 | 586 |
| 農薬 | PesticidesPesticide -> EPA IRISAcaricides, InsecticidesActive substance -> EU Pesticides database: Not approvedPesticides -> Pyrethrins/PyrethroidsPesticide (Fenvalerate) -> USDA PDB |
| LogP（分配係数） | log Kow = 6.204.4/6.2 |
| 臭い | Mild odor |
| 密度 | 1.17 at 23 °C/4 °CRelative density (water = 1): 1.2d23 1.17 |
| Color/Form | Clear yellow viscous liquid |
| 溶解度 | Solubility at 20 °C (g/L): acetone >450chloroform >450methanol >450hexane 77Moderately soluble in a range of organic solvents.In water, 2.4X10-2 mg/L at 22 °C (seawater)Solubility in water: noneDMSO:1.0(Max Conc. mg/mL)2.38(Max Conc. mM)DMF:30.0(Max Conc. mg/mL)71.44(Max Conc. mM)Ethanol:5.0(Max Conc. mg/mL)11.91(Max Conc. mM)100% エタノール (>25mg/ml)、20°C の水 (0.001g/L)、DMSO に可溶。 |
| Corrosivity | Non-corrosive to metals. |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| 沸点 | Decomposes300°C |
| Decomposition | When heated to decomposition it emits toxic fumes of /hydrogen chloride, nitrogen oxides and hydrogen cyanide/. |
| 融点 | 39.5 - 53.7 °C54-59℃ |
| 蒸気圧 | 1.5X10-9 mm Hg at 25 °CVapor pressure at 20 °C: negligible1.92×10-5 Pa (20 °C) |
| 屈折率 | nD20 1.5533 |
| 貯蔵条件 | Sealed in dry,2-8°C |
| 外観・状態 | Solid |
| 色 | Off-white to light yellow |
| Merck | 13,4038 |
| BRN | 2025982 |
| ヘンリー定数 | 2.9×102 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) |
| 主な用途 | 農業環境 |
| InChI | 1S/C25H22ClNO3/c1-17(2)24(18-11-13-20(26)14-12-18)25(28)30-23(16-27)19-7-6-10-22(15-19)29-21-8-4-3-5-9-21/h3-15,17,23-24H,1-2H3 |
| InChIKey | NYPJDWWKZLNGGM-UHFFFAOYSA-N |
| SMILES | CC(C)C(C(=O)OC(C#N)c1cccc(Oc2ccccc2)c1)c3ccc(Cl)cc3 |
| NISTの化学物質情報 | Benzeneacetic acid, 4-chloro-«alpha»-(1-methylethyl)-, cyano(3-phenoxyphenyl)methyl ester(51630-58-1) |
| EPAの化学物質情報 | Fenvalerate (51630-58-1) |
化学的特性
It is an ester of 2-(4-chlorophenyl)-3-methylbutyric acid and alpha-cyano-3-phenoxybenzyl alcohol but lacks a cyclopropane ring. However, in terms of its insecticidal behaviour, it belongs to the pyrethroid insecticides. Technical grade fenvalerate is a yellow or brown viscous liquid having a specific gravity of 1.175 at 25°C. The vapour pressure is 0.037 mPa at 25°C, and it is relatively non-volatile. It is practically insoluble in water (approximately 2 μg/L) but soluble in organic solvents such as acetone, xylene, and kerosene. It is stable to light, heat, and moisture but unstable in alkaline media.
安全性と法規制
| GHS 分類 | This chemical does not meet GHS hazard criteria for 2.5% (5 of 198) of reports.DangerH301 (89.9%): Toxic if swallowed [Danger Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P273, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 198 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Warning |
|---|---|
| 規制情報 | 98/270/ECFenvalerate: HSNO Approval: HSR002851 Approved with controlsThe New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.) |
| その他の安全情報 | IMAP assessments - Benzeneacetic acid, 4-chloro-.alpha.-(1-methylethyl)-, cyano(3-phenoxyphenyl)methyl ester: Human health tier I assessment |
| 輸送ラベル（DOT） | Poison |
| 火災危険 | Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:Combustible. Liquid formulations containing organic solvents may be flammable. Gives off irritating or toxic fumes (or gases) in a fire. |
| 火災の可能性 | /Pyrethrins/ ... burn with difficulty. /Pyrethrins/ |
| 健康有害性 | Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: |
| 有害性の概要 | Allergic contact dermatitis reported in farmers[Kanerva, p. 1796] Pyrethroids have low toxicity to humans after dermal exposure. Of 573 dermal or ingestion poisoning cases in China, 51 patients had disturbed consciousness and 34 had seizures. Of those, only five were occupationally exposed. Seizures are more commonly related to exposures to fenvalerate, flucythrinate, cypermethrin, deltapermethrin, and fluvalinate. Seizures have not been reported after exposure to permethrin. Pyrethroids may also cause paresthesias after skin contact. Paresthesias (stinging and numbness) usually begin 1-2 hours after contact and resolve within 24 hours. [EPA Pesticides, p. 87-8] Pyrethrins cause liver injury when fed to animals at high doses. [EXTOXNET] A skin, eye, and respiratory tract irritant |
用途
解説
フェンバレレート,黄褐色の粘ちゅうな液体．沸点300 ℃(4.9 kPa)．水溶解度10 μg L－1(25 ℃)以下．フェンバレレートは，ピレスロイドと同様に神経細胞Naチャンネルのブロッカーで，速効的な殺虫効果を示す．天然ピレスロイドの欠点であった光に対する不安定性を克服して，本格的な農薬として使用可能となった最初の合成ピレスロイドである．LD50 451 mg/kg(ラット，経口)．森北出版「化学辞典（第2版）
用途
合成ピレスロイド農業用殺虫剤
説明
Fenvalerate is a yellow-brown viscous liquid that is practically soluble in water. It is stable to moderate heat and light and is rapidly hydrolysed in basic environments (above pH 8). Fenvalerate is a racemic mixture of four stereoisomers in equal proportions owing to the presence of two chiral centres. It is a synthetic type II pyrethroid. Fenvalerate is registered as an insecticide for a wide array of crop uses, as well as a termiticide and insect repellent.
使用
Fenvalerate controls a wide range of insect pests in fruit, vines, olives, hops, nuts, vegetables, cotton, oilseed rape, sunflowers, alfalfa, cereals, maize, sorghum, potatoes, beets, soyabeans, tobacco, sugar cane and ornamentals. It is also used in public health situations and in animal houses.
一般的な説明
A clear viscious yellow liquid with a mild odor. Used as broad spectrum insecticide.