5,8-ジデヒドロ-6,7-ジヒドロジピリド[1,2-a:2',1'-c]ピラジン-5,8-ジイウム
6,7-ジヒドロジピリド[1,2-a:2',1'-c]ピラジンジイウム · 6,7-ジヒドロジピリド[1,2-a:2',1'-c]ピラジン-5,8-ジイウム · 9,10-ジヒドロ-8a,10a-ジアゾニアフェナントレン · 1,1'-エチレン-2,2'-ビ[ピリジニウム] · 6,7-ジヒドロ-5,8-ジデヒドロジピリド[1,2-a:2',1'-c]ピラジン-5,8-ジイウム · ジクワット · 5,8-ジデヒドロ-6,7-ジヒドロジピリド[1,2-a:2',1'-c]ピラジン-5,8-ジイウム · 1,1'-エチレン-2,2'-ビピリジニウム
![5,8-ジデヒドロ-6,7-ジヒドロジピリド[1,2-a:2',1'-c]ピラジン-5,8-ジイウム の分子構造式](/img/chemical/6795.png)
識別子と物理属性
| CAS No. | 231-36-7 |
|---|---|
| 分子式 | C12H12N2+2 |
| 平均分子量 | 184.24 g/mol |
| 単同位体質量 | 184.09895122 g/mol |
| SMILES | c1cc[n+]2c(c1)-c1cccc[n+]1CC2 |
| InChIKey | SYJFEGQWDCRVNX-UHFFFAOYSA-N |
| PubChem CID | 6795 |
| ChEMBL | CHEMBL1625720 |
| ChEBI | CHEBI:64163 |
| EC No. | 220-433-0 |
| DTXSID | DTXSID6034554 |
| 現地名 | 5,8-ジデヒドロ-6,7-ジヒドロジピリド[1,2-a:2',1'-c]ピラジン-5,8-ジイウム |
化学・物理的性質
| XLogP | 1.4 |
|---|---|
| 極性表面積 | 7.8 |
| 水素結合供与体数 | 0 |
| 水素結合受容体数 | 0 |
| 回転可能結合数 | 0 |
| 重原子数 | 14 |
| 形式電荷 | 2 |
| 複雑度 | 182 |
| 農薬 | Pesticide -> EPA IRISDesiccants, HerbicidesActive substance -> EU Pesticides database: Not approvedPesticides -> Herbicides, BipyridylEnvironmental transformation -> Pesticides (parent, predecessor) |
| 食品添加物 | ANTIMICROBIAL AGENT -> FDA Substance added to food |
| 密度 | 1.22 to 1.27 at 68 °F (USCG, 1999)1.22-1.27 |
| 溶解度 | greater than or equal to 100 mg/mL at 68 °F (NTP, 1992) |
| Human Drugs | Pharmaceuticals |
| 沸点 | Decomposes (NIOSH, 2024) |
| 融点 | less than 608 °F (decomposes) (NTP, 1992)<608 °F (decomposes) |
| 蒸気圧 | less than 0.000010 mmHg at 68 °F (NTP, 1992)<0.000010 mmHg |
| Physical Description | Diquat is a yellow crystalline solid dissolved in a liquid carrier. It is a water emulsifiable liquid. The primary hazard is the threat to the environment. Immediate steps should be taken to limit its spread to the environment. Since it is a liquid it can easily penetrate the soil and contaminate groundwater and nearby streams. It can cause illness by inhalation, skin absorption and/or ingestion. It is used as a herbicide.Dibromide salt: Yellow crystals. Commercial product may be found in a liquid concentrate or a solution. [NIOSH]Yellow crystalline solid dissolved in a liquid carrier. |
| Collision Cross Section | 133.6 Ų [M+H]+ [CCS Type: DTBuffer gas: N2Ionization: APCI+Dataset: TOXCASTSource Identifier: DTXSID7031248] |
| ヘンリー定数 | 2.8×105 mol/(m3Pa) at 25℃, Ebert et al. (2023) |
| LogP（分配係数） | -4.710 (est) |
| CAS データベース | 2764-72-9(CAS DataBase Reference) |
| EPAの化学物質情報 | Diquat (2764-72-9) |
安全性と法規制
| GHS 分類 | DangerH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P260, P261, P264, P264+P265, P270, P271, P272, P273, P280, P284, P301+P317, P302+P352, P304+P340, P305+P351+P338, P316, P319, P320, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 28 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | Hazard Traits - Developmental ToxicityOcular ToxicityRegulation (EC) No 396/2005 (amended)01/21/EC, 2010/77/EU, Reg. (EU) 2015/1885, Reg. (EU) 2016/549, Reg. (EU) 2017/841, Reg. (EU) 2018/1532, Reg. (EU) 2018/917, Reg. (EU) No 540/2011Diquat: HSNO Approval: HSR006720 Approved with controls |
| 輸送ラベル（DOT） | Poison |
| 火災危険 | Behavior in Fire: Decomposes at high temperature, charring rather than melting or boiling. (USCG, 1999) |
| 健康有害性 | INHALATION: No appreciable vapor pressure. Prolonged contact with spray or mist may cause oral and nasal irritation. EYES: Irritation. SKIN: Irritation. INGESTION: Vomiting, diarrhea, general malaise. Possible kidney and liver damage, dyspnea, and pulmonary edema. With large doses there may be tremors or convulsions. OTHER: May be fatal if swallowed, inhaled, or absorbed through skin. (USCG, 1999) |
| 有害性の概要 | Poisoning usually occurs after toxic ingestion, e.g., attempted suicide. Symptoms of poisoning include acute renal failure, shock, convulsions, delirium, and skin burns. Diquat does not cause progressive pulmonary fibrosis as seen after paraquat poisoning. [EPA Pesticides, p. 111] Among the many herbicides in use, only the bipyridyl compounds have appeared to produce hepatic injury in humans. Even these agents have produced hepatic injury only as the result of ingestion of large amounts, not because of environmental contamination and questionably as the result of occupational exposures. [Zimmerman, p. 415] |
| 反応性グループ | Hydrocarbons, Aromatic |
| Reactivity Profile | DIQUAT is light sensitive. This compound can corrode aluminum and other metals. (NTP, 1992) |
| Air and Water Reactions |
用途
一般的な説明
Diquat ion is a yellow crystalline solid dissolved in a liquid carrier. Diquat ion is a water emulsifiable liquid. The primary hazard is the threat to the environment. Immediate steps should be taken to limit its spread to the environment. Since Diquat ion is a liquid Diquat ion can easily penetrate the soil and contaminate groundwater and nearby streams. Diquat ion can cause illness by inhalation, skin absorption and/or ingestion. Diquat ion is used as a herbicide.
製法・合成法
調製方法
Diquat is manufactured in the United Kingdom by the oxidative coupling of two molecules of pyridine over a heated Raney nickel catalyst to produce 2,20-bipyridyl, which is reacted with ethylene dibromide in water to give diquat dibromide. It is formulated worldwide in various water-soluble products and in various concentrations, typically 2 lb/gal.