6,7,8,9,10,10-ヘキサクロロ-1,5,5a,6,9,9a-ヘキサヒドロ-6,9-メタノ-2,4,3-ベンゾジオキサチエピン3-オキシド
マリックス · 6,7,8,9,10,10-ヘキサクロロ-1,5,5a,6,9,9a-ヘキサヒドロ-6,9-メタノ-2,4,3-ベンゾジオキサチエピン3-オキシド · チオリックス · 1,5,5a,6,9,9a-ヘキサヒドロ-6,9-メタノ-6,7,8,9,10,10-ヘキサクロロ-2,4,3-ベンゾジオキサチエピン3-オキシド · ベンゾエピン · エンドサルファン · エンドスルファン · チオダン
識別子と物理属性
| CAS No. | 115-29-7 |
|---|---|
| 分子式 | C9H6Cl6O3S |
| 平均分子量 | 406.9 g/mol |
| 単同位体質量 | 403.816881 g/mol |
| SMILES | O=S1OCC2C(CO1)C1(Cl)C(Cl)=C(Cl)C2(Cl)C1(Cl)Cl |
| InChIKey | RDYMFSUJUZBWLH-UHFFFAOYSA-N |
| PubChem CID | 3224 |
| ChEMBL | CHEMBL194399 |
| ChEBI | CHEBI:4791 |
| EC No. | 204-079-4 |
| DTXSID | DTXSID1020560 |
| 現地名 | 6,7,8,9,10,10-ヘキサクロロ-1,5,5a,6,9,9a-ヘキサヒドロ-6,9-メタノ-2,4,3-ベンゾジオキサチエピン3-オキシド |
化学・物理的性質
| XLogP | 3.8 |
|---|---|
| 極性表面積 | 54.7 |
| 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 | 0 |
| 重原子数 | 19 |
| 形式電荷 | 0 |
| 複雑度 | 470 |
| pH | pH 7.2 in tap water |
| LogP（分配係数） | log Kow = 3.83 (alpha)log Kow = 3.62 (beta)3.55/3.62 |
| 臭い | Similar to terpene.... Slight, sulfur dioxide odor ... |
| 密度 | 1.745 at 68 °F (EPA, 1998) - Denser than waterwill sink1.745 at 20 °C1.7 g/cm³1.745 @ 20°C1.7450 |
| Color/Form | Brown crystals ... [Note: Technical product is a tan, waxy, isomer mixture]. |
| 溶解度 | less than 1 mg/mL at 73 °F (NTP, 1992)Solubility at 22 °C and a pH 7.2 in tap wateralpha-Endosulfan: 0.15 mg/l.beta-Endosulfan: 0.06 mg/l.Sol in xylene, kerosene, chloroform, acetone, and alcoholIn ethyl acetate 200, dichloromethane 200, toluene 200, ethanol 65, hexane 24 (all in g/L, 20 °C)In water, alpha-form = 0.32:, beta-form = 0.33 mg/L at 22 °CChloroform (Slightly), DMSO (Slightly), Methanol (Sparingly)<0.1 g/100 mL で 23 ºC |
| Corrosivity | Corrosive to iron |
| 沸点 | Decomposes (NIOSH, 2024)106 °C at 0.7 mm Hg (with partial decomposition)106 °C(Press: 0.70 Torr) |
| Decomposition | When heated to decomposition it emits toxic fumes of /hydrogen chloride and sulfoxides/. |
| 融点 | 158 to 212 °F Range of values given is for a mixture of isomers (a isomer 228.7 °Fb isomer 415.9 °F). (EPA, 1998)106 °C (pure)MP: 70-100 °Cstable toward dil mineral acidshydrolyzed rapidly by alkaliescommercial product is a mixture of alpha-isomer, MP: 108-110 °C, and beta-isomer, MP: 208-210 °C /Technical/106 °C (pure), 70-100 °C (technical)223 °F106°C |
| 蒸気圧 | 1e-05 mmHg at 77 °F (EPA, 1998)0.00001 [mmHg]VP: 6.2X10-6 mm Hg at 20 °C1.73X10-7 at 25 °CVapor pressure, Pa at 80 °C: 1.20.00001 mmHg8.3 x 10-4 Pa (25 °C) for 2:l mixture of α- and β-isomers |
| ヘンリー定数 | Henry's Law constant = 6.5X10-5 atm-cu m/mole at 20 °C |
| 引火点 | -26 °C |
| 貯蔵条件 | APPROX 4°C |
| Merck | 13,3608 |
| BRN | 2062338 |
| ヘンリー定数 | 9.4×10-1 mol/(m3Pa) at 25℃, Mackay et al. (2006) |
| CAS データベース | 115-29-7(CAS DataBase Reference) |
| NISTの化学物質情報 | Endosulfan(115-29-7) |
| EPAの化学物質情報 | Endosulfan (115-29-7) |
化学的特性
(commercial product): Brown crystals. Mixture of two isomers.
安全性と法規制
| GHS 分類 | DangerH300: Fatal if swallowed [Danger Acute toxicity, oral]H312: Harmful in contact with skin [Warning Acute toxicity, dermal]H330: Fatal if inhaled [Danger Acute toxicity, inhalation]H400: Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]H410: Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]P260, P264, P270, P271, P273, P280, P284, P301+P316, P302+P352, P304+P340, P316, P317, P320, P321, P330, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement) |
|---|---|
| 規制情報 | Hazard Traits - BioaccumulationEnvironmental PersistenceEnvironmental toxNeurotoxicityAuthoritative List - ATSDR NeurotoxicantsCWA 303(d)EC PBTsOSPAR Priority Action Part AReport - if used as a fragrance or flavor ingredientRegulation (EC) No 1107/2009 (amended)Endosulfan is listed in the dataset of EPA Human Health Benchmarks for Pesticides under the Safe Drinking Water Act (40 eCFR 141)05/864/ECSubstance: EndosulfanEC: 204-079-4Date of inclusion in the POPs Regulation: 19-Jun-2012POPs Regulation Annex: Annex I, part AAnnex IVThe 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 - 6,9-Methano-2,4,3-benzodioxathiepin, 6,7,8,9,10,10-hexachloro-1,5,5a,6,9,9a-hexahydro-, 3-oxide: Environment tier I assessmentIMAP assessments - 6,9-Methano-2,4,3-benzodioxathiepin, 6,7,8,9,10,10-hexachloro-1,5,5a,6,9,9a-hexahydro-, 3-oxide: Human health tier I assessment |
| 輸送ラベル（DOT） | Poison |
| 火災危険 | Container may explode in heat of fire. Fire or run off from fire control water may release irritating or poisonous gases. Slowly oxidizes in air. Do not store at temperature below 20F. (EPA, 1998) |
用途
説明
Endosulfan (70) [115-29-7], 6,7,8,9,10,10- hexachloro-1,5,5a,6,9,9a-hexahydro-6,9-methano-2,4,3,- benzo-dioxathiepine 3-oxide (IUPAC) [The technical product is a mixture of two isomers: α-endosulfan: 3α,5αβ,6α, 9α,9αβ (64–67%) (70a) and β-endosulfan 3α,5aα,6β,9β, 9aα, (29–32%) (70b)]; [959-98-8] (formerly [33213-66- 0]) (β-endosulfan);[33213-65-9] (formerly [891-86-1] and [19670-15-6]) (β-endosulfan) is the adduct of hexachlorocyclopentadiene and 1,4-dihydroxy-2-butene reacted further with SOCl2 to produce 6,7,8,9,10,10-hexachloro- 1,5,5a,6,9,9a-hexahydro-6,9-methano-2,4,3-benzodioxa thiepin-3-oxide. The technical product is a brownish solid, mp 70–100 C, vapor pressure 1.3 mPa at 25 C, soluble in petroleum solvents but having low solubility in water. It consists of about four parts of α-isomer (mp 108 C, cis with regard to the sulfite group) and one part of the β-isomer (mp 206 C, trans with regard to the sulfite group). The α-isomer, which is somewhat more insecticidal, is slowly converted to the more stable β-isomer at high temperature, and both isomers are oxidized slowly to endosulfan sulfate [1031-07-8] (mp 181 C). In acid media, both isomers form endosulfan diol [2157-19-9] (mp 203 C).
使用
Insecticide.
一般的な説明
Endosulfan is a pesticide. It is a cream- to brown-coloured solid that may appear in the form of crystals or flakes. It has a smell like turpentine, but does not burn. It does not occur naturally in the environment. It is a restricted use pesticide, meaning that it can only be used by professional applicators.