2,3-ジクロロ安息香酸
2,3-ジクロロ安息香酸 · 2,3-ジクロロ安息香酸 塩化物 · 2,3‐ジクロロ安息香酸 · 2,3-Dichlorobenzoic · 2,3-Dichlorbenzoesure · 2,3-dichloro-benzoicaci · 2,3-DICHLOROBENZOIC ACID pure · 2,3-Dichlorobe
識別子と物理属性
| CAS No. | 35915-19-6 |
|---|---|
| 分子式 | C7H4Cl2O2 |
| 平均分子量 | 191.01 g/mol |
| 単同位体質量 | 189.95883473 g/mol |
| SMILES | O=C(O)c1cccc(Cl)c1Cl |
| InChIKey | QAOJBHRZQQDFHA-UHFFFAOYSA-N |
| PubChem CID | 5765 |
| ChEMBL | CHEMBL1353833 |
| ChEBI | CHEBI:166845 |
| EC No. | 200-039-5 |
| DTXSID | DTXSID5024976 |
| 現地名 | 2,3-ジクロロ安息香酸 |
化学・物理的性質
| XLogP | 2.7 |
|---|---|
| 極性表面積 | 37.3 |
| 水素結合供与体数 | 1 |
| 水素結合受容体数 | 2 |
| 回転可能結合数 | 1 |
| 重原子数 | 11 |
| 形式電荷 | 0 |
| 複雑度 | 161 |
| 融点 | 168-170 °C (lit.) |
| 沸点 | 273.68°C (rough estimate) |
| 密度 | 1.4410 (rough estimate) |
| 屈折率 | 1.4590 (estimate) |
| 貯蔵条件 | Sealed in dry,Room Temperature |
| 溶解度 | クロロホルム（微量）、DMSO（微量）、メタノール（微量）わずかに溶ける |
| pKa（酸解離定数） | 2.53±0.25(Predicted) |
| 外観・状態 | solid |
| 色 | ホワイトからオフホワイト |
| BRN | 1946217 |
| InChI | InChI=1S/C7H4Cl2O2/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3H,(H,10,11) |
| InChIKey | QAOJBHRZQQDFHA-UHFFFAOYSA-N |
| SMILES | C(O)(=O)C1=CC=CC(Cl)=C1Cl |
| CAS データベース | 50-45-3(CAS DataBase Reference) |
| EPAの化学物質情報 | 2,3-Dichlorobenzoic acid (50-45-3) |
化学的特性
white to light yellow crystal powder
安全性と法規制
| GHS 分類 | WarningH302 (42.4%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 85 reports by companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | Chemical: Benzoic acid, 2,3-dichloro-PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.Status: Active Update: 17-04-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/11938 |
| Hazard Classes and Categories | Acute Tox. 4 (42.4%) |
| 水環境危害等級（WGK） | 2 |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | DG6475000 |
| 税関コード | 29163990 |
| 危険文句（R） | 36/37/38 |
| 化審法 | (3)-62, (3)-1410, (3)-1424 |
| 危険表示 | Xi |
| 安全措置（S） | 26-37/39-36-24/25 |
| 危険等級 | IRRITANTEye Irrit. 2Skin Irrit. 2STOT SE 3 |
| 貯蔵分類 | 11 - Combustible Solids |
用途
使用
2,3-Dichlorobenzoic acid is the key intermediate for antiepileptic drug Lamotrigine (L173250) and other pharmaceuticals for the treatment of central nervous system (CNS) disorders and disease.
一般的な説明
2,3-Dichlorobenzoic acid is an intermediate metabolite of polychlorinated biphenyls (PCBs).
製法・合成法
純化方法
Aromatic acid impurities (to <0.05%) can be removed via the (±)--methylbenzylamine salt as described for 2,4-dichlorobenzoic acid [Ley & Yates Organic Process Research & Development 12 120 2008.] Crystallise the acid from H2O, aqueous EtOH, or 30% aqueous AcOH and several times from *C6H6, then dry it in vacuo at 40o overnight. The methyl ester has m 35-39o . [Hope & Riley J Chem Soc 123 2478 1923, Lock Monatsh Chem 90 687 1959, Shorter & Mather J Chem Soc 4744 1961, Beilstein 9 II 228, 9 IV 998.]