3,5-ジニトロ安息香酸
3,5-ジニトロ安息香酸 · 3,5-ジニトロ安息香酸 溶液 · 3,5-ジニトロベンゾアート · 3,5-ジニトロ安息香酸アニオン · 3,5‐ジニトロ安息香酸 · ジニトロ安息香酸,3,5- · 3,5-DINITROBENZOATE · 3,5-DNBA
識別子と物理属性
| CAS No. | 99-34-3 |
|---|---|
| 分子式 | C7H4N2O6 |
| 平均分子量 | 212.12 g/mol |
| 単同位体質量 | 212.00693585 g/mol |
| SMILES | O=C(O)c1cc([N+](=O)[O-])cc([N+](=O)[O-])c1 |
| InChIKey | VYWYYJYRVSBHJQ-UHFFFAOYSA-N |
| PubChem CID | 7433 |
| ChEMBL | CHEMBL118713 |
| ChEBI | CHEBI:73914 |
| EC No. | 202-751-1 |
| DTXSID | DTXSID7059195 |
| 現地名 | 3,5-ジニトロ安息香酸 |
化学・物理的性質
| XLogP | 1.5 |
|---|---|
| 極性表面積 | 129 |
| 水素結合供与体数 | 1 |
| 水素結合受容体数 | 6 |
| 回転可能結合数 | 1 |
| 重原子数 | 15 |
| 形式電荷 | 0 |
| 複雑度 | 271 |
| 物質分類 | Nitrogen Compounds -> Nitrobenzoic Acids |
| SpringerMaterials Properties | Crystal structure |
| LogP（分配係数） | 1.75 |
| 蒸気圧 | 0.00000141 [mmHg] |
| Physical Description | Solid[Merck Index] Light yellow crystalline solid[Sigma-Aldrich MSDS] |
| Ionization Efficiency | Negative0.7910.5Agilent XCTElectrospray ionizationammonia (10nM) |
| 融点 | 204-206 °C (lit.) |
| 沸点 | 351.93°C (rough estimate) |
| 密度 | 1.683 |
| 屈折率 | 1.5300 (estimate) |
| 貯蔵条件 | Sealed in dry,Room Temperature |
| 溶解度 | エタノール: 可溶0.5g/10 mL、透明、黄色から非常に濃い緑がかった黄色1350mg/L（25℃） |
| 外観・状態 | 個体 |
| pKa（酸解離定数） | pK1:2.85 (25°C) |
| 色 | 黄色の結晶 |
| Merck | 14,3276 |
| BRN | 1914286 |
| ヘンリー定数 | 8.0×104 mol/(m3Pa) at 25℃, Abraham and Jr. (2019) |
| 安定性 | 安定。強塩基と接触すると、火災の原因となることがあります。強塩基および強酸化剤とは相容れない。 |
| InChI | 1S/C7H4N2O6/c10-7(11)4-1-5(8(12)13)3-6(2-4)9(14)15/h1-3H,(H,10,11) |
| InChIKey | VYWYYJYRVSBHJQ-UHFFFAOYSA-N |
| SMILES | OC(=O)c1cc(cc(c1)[N+]([O-])=O)[N+]([O-])=O |
| LogP（分配係数） | 1.51 at 20℃ |
| CAS データベース | 99-34-3(CAS DataBase Reference) |
| NISTの化学物質情報 | Benzoic acid, 3,5-dinitro-(99-34-3) |
| EPAの化学物質情報 | 3,5-Dinitrobenzoic acid (99-34-3) |
化学的特性
White to pale yellow monoclinic prismatic crystal. Soluble in alcohol and glacial acetic acid, slightly soluble in water, ether and carbon disulfide. Can be volatile with water vapor.
安全性と法規制
| GHS 分類 | WarningH302 (99.1%): 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 111 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral] |
|---|---|
| 規制情報 | Chemical: Benzoic acid, 3,5-dinitro-Status: Active Update: 09-04-2013 https://echa.europa.eu/registration-dossier/-/registered-dossier/58213,5-Dinitrobenzoic acid: Does not have an individual approval but may be used under an appropriate group standard |
| 有害性の概要 | A skin and strong eye irritantHarmful by ingestion[Sigma-Aldrich MSDS] See 3-Nitrobenzoic acid. |
| Hazard Classes and Categories | Acute Tox. 4 (99.1%) |
| 水環境危害等級（WGK） | 3 |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | DG9140700 |
| 輸送番号（UN） | UN1325 |
| 税関コード | 29163900 |
| 危険文句（R） | 22-36/37/38-68-11 |
| 化審法 | (3)-1505, (3)-1511 |
| 安衛法 | 変異原性物質 |
| 消防法 | 危-5-II |
| 危険表示 | Xn,F |
| 安全措置（S） | 26-36/37/39-16 |
| 危険等級 | 4.1Acute Tox. 4 OralAquatic Chronic 4Eye Irrit. 2Skin Irrit. 2STOT SE 3 |
| 包装等級 | III |
| 貯蔵分類 |
用途
用途
有機合成原料。
使用
3,5-Dinitrobenzoic acid, is used as a reagent used in the derivatization of resins and the determination of ampicillin.
一般的な説明
3,5-Dinitrobenzoic acid forms an adduct with 3,5-dimethylpyridine and the crystal structure of adduct has been studied at room temperature and 80K for both undeuterated and deuterated compounds. It forms 1:1 cocrystal with analgesic drug, ethenzamide and exists in two polymorphic forms.
製法・合成法
製造方法
3,5-Dinitrobenzoic acid is synthesized by nitration of benzoic acid. Sulfuric acid was added to the dry reaction pot, and benzoic acid was added under stirring. Heat to 60°C, add fuming nitric acid dropwise, and complete the dropwise addition below 85°C. React at 80-85°C for 1 h, 100°C for 0.5-1h, and then heat up to 135°C for 2h. Leave overnight. The reaction solution was put into ice water to separate out crystals, filtered, washed with water and then washed with 50% ethanol to obtain 3,5-dinitrobenzoic acid. Yield 70%.
純化方法
Crystallise the acid from distilled H2O or 50% EtOH (4mL/g). Dry it in a vacuum desiccator or at 70o over BaO under a vacuum for 6hours. [Beilstein 9 II 279, 9 III 1779, 9 IV 1242.]