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3-(3,5-ジクロロフェニル)-5-メチル-5-ビニルオキサゾリジン-2,4-ジオン
ロニラン · ビンクロゾリン · (RS)-3-(3,5-ジクロロフェニル)-5-メチル-5-ビニル-1,3-オキサゾリジン-2,4-ジオン · 3-(3,5-ジクロロフェニル)-5-メチル-5-ビニルオキサゾリジン-2,4-ジオン · ３－（３，５－ジクロロフェニル）－５－メチル－５－ビニル－２，４－オキサゾリジンジオン · ビンクロゾリン標準品 · ３（３，５ジクロロフェニル）５メチル５ビニル２，４オキサゾリジンジオン · (RS)-3-(3,5-ジクロロフェニル)-5-メチル-5-ビニル1,3-オキサゾリジン-2,4-ジオン (別名 ビンクロゾリン)
識別子と物理属性
| CAS No. | 50471-44-8 |
|---|---|
| 分子式 | C12H9Cl2NO3 |
| 平均分子量 | 286.11 g/mol |
| 単同位体質量 | 284.99594851 g/mol |
| SMILES | C=CC1(C)OC(=O)N(c2cc(Cl)cc(Cl)c2)C1=O |
| InChIKey | FSCWZHGZWWDELK-UHFFFAOYSA-N |
| PubChem CID | 39676 |
| ChEMBL | CHEMBL513221 |
| ChEBI | CHEBI:83732 |
| EC No. | 256-599-6 |
| DTXSID | DTXSID4022361 |
| 現地名 | 3-(3,5-ジクロロフェニル)-5-メチル-5-ビニルオキサゾリジン-2,4-ジオン |
化学・物理的性質
| XLogP | 3.1 |
|---|---|
| 極性表面積 | 46.6 |
| 水素結合供与体数 | 0 |
| 水素結合受容体数 | 3 |
| 回転可能結合数 | 2 |
| 重原子数 | 18 |
| 形式電荷 | 0 |
| 複雑度 | 391 |
| SpringerMaterials Properties | Fusion temperature |
| 農薬 | Pesticide -> EPA IRISFungicidesActive substance -> EU Pesticides database: Not approvedPesticides -> FungicidesEnvironmental transformation -> Pesticides (parent, predecessor) |
| LogP（分配係数） | log Kow = 3.10 |
| 臭い | Slight aromatic odor |
| 密度 | 1.51 g/cu cm1.51 g/cm3 |
| Color/Form | Colorless crystalsCrystalline solidColorless to white crystalline solid |
| 溶解度 | White solid. MP 106-109 °C. Solubility in toluene 10.9acetone33.4, methanol 1.54 (mg/L, 20 °C) (technical)In water, 2.6 mg/L at 20 °CIn acetone = 435benzene = 146chloroform = 319ethyl acetate = 253 (g/kg)In methanol 1.54, acetone 33.4, ethyl acetate 23.3, n-heptane 0.45, toluene 10.9, dichloromethane 47.5 (all in g/100 mL at 20 °C).DMF: 30 mg/ml,DMSO: 30 mg/ml,Ethanol: 30 mg/ml,Ethanol:PBS(pH 7.2) (1:1): 0.5 mg/ml3.4 mg l-1 (20 °C) |
| Corrosivity | Corrosiveness: none |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| 沸点 | BP: 131 °C at 0.05 mm Hg131℃ (0.05mmHg) |
| Decomposition | When heated to decomposition it emits very toxic fumes of /hydrogen chloride/ and nitrous oxides. |
| 融点 | 108 °C108℃ |
| 蒸気圧 | 1.3 x 10-4 Pa (20 °C) |
| 屈折率 | 1.6100 (estimate) |
| 引火点 | 2 °C |
| 貯蔵条件 | APPROX 4°C |
| pKa（酸解離定数） | -3.43±0.40(Predicted) |
| Merck | 13,10046 |
| BRN | 8331312 |
| ヘンリー定数 | 5.8×102 mol/(m3Pa) at 25℃, HSDB (2015) |
| 主な用途 | 農業洗浄剤化粧品環境食品および飲料パーソナルケア |
| InChI | 1S/C12H9Cl2NO3/c1-3-12(2)10(16)15(11(17)18-12)9-5-7(13)4-8(14)6-9/h3-6H,1H2,2H3 |
| InChIKey | FSCWZHGZWWDELK-UHFFFAOYSA-N |
| SMILES | CC1(OC(=O)N(C1=O)c2cc(Cl)cc(Cl)c2)C=C |
| EPAの化学物質情報 | Vinclozolin (50471-44-8) |
安全性と法規制
| GHS 分類 | DangerH317: May cause an allergic skin reaction [Warning Sensitization, Skin]P203, P261, P272, P273, P280, P302+P352, P318, P321, P333+P317, P362+P364, P391, P405, and P501 (click each P-code to see the statement)H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin] |
|---|---|
| 規制情報 | Hazard Traits - CarcinogenicityDevelopmental ToxicityReproductive ToxicityRegulation (EC) No 1107/2009 (amended)Vinclozolin is listed in the dataset of EPA Human Health Benchmarks for Pesticides under the Safe Drinking Water Act (40 eCFR 141)The 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 - 2,4-Oxazolidinedione, 3-(3,5-dichlorophenyl)-5-ethenyl-5-methyl-: Environment tier I assessment |
| 輸送ラベル（DOT） | Class 9 |
| 火災危険 | Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: |
| 健康有害性 | Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: |
| 有害性の概要 | A skin sensitizerHas antiandrogenic activityA metabolite is a potential carcinogen[EPA REDs] A skin and eye irritantPossible skin sensitizer[Merck Index] A moderate skin and mild mucous membrane irritant, based on animal studies[HSDB] Causes adverse effects on testis and genital tract development after pregnant animals fed >100 mg/kg/dayNo human data[REPROTOX] May cause skin sensitization[eChemPortal: ESIS] |
| 反応性グループ | Amides and Imides |
| Special Reports | USEPA/Office of Prevention, Pesticides and Toxic SubstancesReregistration Eligibility Decision Document - Vinclozolin EPA 738-R-00-023 (October 2000). The RED summarizes the risk assessment conclusions and outlines any risk reduction measures necessary for the pesticide to continue to be registered in the USA.[Available from, as of January 31, 2017: http://www.epa.gov/pesticides/reregistration/status.htm] |
用途
用途
農薬(殺菌剤)
使用
Vinclozolin is a non-systemic, contact fungicide that controls fruit rot, brown rot, mould and blight caused by Botrytis spp., Sclerotinia spp., Monilia spp., etc. in vines, fruits, vegetables, oilseed rape, ornamentals, hops, turf and strawberries. Vinclozolin exhibits both preventive and curative activities.
一般的な説明
Colorless crystals with slight aromatic odor. Used as a fungicide.
製法・合成法
純化方法
Crystallise the fungicide from Me2CO/H2O. Its solubility at 20o (w/w%) is 44 (Me2CO), 32 (CHCl3), 25 (EtOAc) and 10 (H2O). It irritates the eyes and skin. [GP 2,207,576 1973, Chem Abstr 79 137120 1973.]