4-ブロモ-2-ニトロフェノール
4-ブロモ-2-ニトロフェノール · 2-ニトロ-4-ブロモフェノール · 2-ニトロ-4-ブロモフェノ-ル · 4-ブロモ-1-ヒドロキシ-2-ニトロベンゼン · 4-ジブロモ-2-ニトロフェノール · nsc402972 · 4-Bromo-nitrophenol · 4-Bromo-2-nitrophel
識別子と物理属性
| CAS No. | 7693-52-9 |
|---|---|
| 分子式 | C6H4BrNO3 |
| 平均分子量 | 218 g/mol |
| 単同位体質量 | 216.93745509 g/mol |
| SMILES | O=[N+]([O-])c1cc(Br)ccc1O |
| InChIKey | CUTFAPGINUFNQM-UHFFFAOYSA-N |
| PubChem CID | 24364 |
| EC No. | 231-707-4 |
| DTXSID | DTXSID20227717 |
| 現地名 | 4-ブロモ-2-ニトロフェノール |
化学・物理的性質
| XLogP | 2.5 |
|---|---|
| 極性表面積 | 66.1 |
| 水素結合供与体数 | 1 |
| 水素結合受容体数 | 3 |
| 回転可能結合数 | 0 |
| 重原子数 | 11 |
| 形式電荷 | 0 |
| 複雑度 | 158 |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| 融点 | 90-94 °C (lit.) |
| 沸点 | 259.4±20.0 °C(Predicted) |
| 密度 | 1.8994 (rough estimate) |
| 屈折率 | 1.6090 (estimate) |
| 貯蔵条件 | Sealed in dry,Room Temperature |
| pKa（酸解離定数） | 6.28±0.14(Predicted) |
| 外観・状態 | 結晶性粉末または結晶 |
| 色 | 黄色 |
| 溶解度 | わずかに溶ける |
| InChI | InChI=1S/C6H4BrNO3/c7-4-1-2-6(9)5(3-4)8(10)11/h1-3,9H |
| InChIKey | CUTFAPGINUFNQM-UHFFFAOYSA-N |
| SMILES | C1(O)=CC=C(Br)C=C1[N+]([O-])=O |
| CAS データベース | 7693-52-9(CAS DataBase Reference) |
化学的特性
yellow crystalline powder or crystals
安全性と法規制
| GHS 分類 | WarningH302+H332 (85.1%): Harmful if swallowed or if inhaled [Warning Acute toxicity, oralacute toxicity, inhalation]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, 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 47 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (89.4%) |
| 水環境危害等級（WGK） | 3 |
| RTECS 番号 | SJ8370000 |
| 税関コード | 29089990 |
| 危険文句（R） | 20/21/22-36/37/38-20/22 |
| 安衛法 | 変異原性物質 |
| 危険表示 | Xn |
| hazard_note | Harmful |
| 安全措置（S） | 26-36-36/37/39 |
| 危険等級 | Acute Tox. 4 InhalationAcute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3 |
| 貯蔵分類 | 11 - Combustible Solids |
用途
用途
有機合成原料。
説明
4-bromo-2-nitrophenol is an essential intermediate for fine chemical engineering. It can be used to synthesize derivatives with biological activity, such as heterocyclic compounds as peptidase inhibitors for treating diabetes, introducing fluorine-containing groups as pesticides, and aminic compounds as Btk inhibitors for treating immune diseases.
使用
4-Bromo-2-nitrophenol serves as a precursor for synthesizing ether derivatives. It reacts with 1,2-dibromoethane in the presence of NaOH to form 4-bromo-1-(2-bromoethoxy)-2-nitrobenzene, and couples with 1-(2-bromoethoxy)-2-nitrobenzene using K2CO3 in DMF to yield 4-bromo-2-nitro-1-[2-(2-nitrophenoxy)ethoxy]benzene[1-2].
一般的な説明
The Suzuki coupling of 4-bromo-2-nitrophenol with boronic acid was studied.