4-ニトロアニソール
4-ニトロアニソール · 4-メトキシ-1-ニトロベンゼン · 4-ニトロ-1-メトキシベンゼン · p-ニトロアニソール · 1-メトキシ-4-ニトロベンゼン · メチル(4-ニトロフェニル)エーテル · 1-ニトロ-4-メトキシベンゼン · p-ニトロフェニルメチルエーテル
識別子と物理属性
| CAS No. | 100-17-4 |
|---|---|
| 分子式 | C7H7NO3 |
| 平均分子量 | 153.14 g/mol |
| 単同位体質量 | 153.04259308 g/mol |
| SMILES | COc1ccc([N+](=O)[O-])cc1 |
| InChIKey | BNUHAJGCKIQFGE-UHFFFAOYSA-N |
| PubChem CID | 7485 |
| ChEMBL | CHEMBL57537 |
| ChEBI | CHEBI:1911 |
| EC No. | 202-825-3 |
| DTXSID | DTXSID9059208 |
| 現地名 | 4-ニトロアニソール |
化学・物理的性質
| XLogP | 2 |
|---|---|
| 極性表面積 | 55.1 |
| 水素結合供与体数 | 0 |
| 水素結合受容体数 | 3 |
| 回転可能結合数 | 1 |
| 重原子数 | 11 |
| 形式電荷 | 0 |
| 複雑度 | 135 |
| 物質分類 | Nitrogen Compounds -> Other Aromatics (Nitrogen) |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| LogP（分配係数） | 2.05 |
| 蒸気圧 | 0.01 [mmHg] |
| Physical Description | Solid[Merck Index] Beige crystalline solid[Sigma-Aldrich MSDS] |
| 融点 | 51-53 °C |
| 沸点 | 260 °C |
| 密度 | 1.233 g/mL at 25 °C(lit.) |
| 屈折率 | 1.5030 (estimate) |
| 引火点 | 130 °C |
| 外観・状態 | クリスタル |
| 比重 | 1.233 |
| 色 | 緑から茶色 |
| 溶解度 | 0.468g/L (20℃) |
| Merck | 14,6584 |
| BRN | 1865361 |
| ヘンリー定数 | 5.0×100 mol/(m3Pa) at 25℃, Ebert et al. (2023) |
| 誘電率 | 24.0(20℃) |
| 安定性 | 安定。強酸化剤、強塩基とは相容れない。 |
| InChI | 1S/C7H7NO3/c1-11-7-4-2-6(3-5-7)8(9)10/h2-5H,1H3 |
| InChIKey | BNUHAJGCKIQFGE-UHFFFAOYSA-N |
| SMILES | COc1ccc(cc1)[N+]([O-])=O |
| CAS データベース | 100-17-4(CAS DataBase Reference) |
| NISTの化学物質情報 | Benzene, 1-methoxy-4-nitro-(100-17-4) |
| EPAの化学物質情報 | p-Nitroanisole (100-17-4) |
化学的特性
beige crystalline solid. soluble in alcohol, ether and boiling petroleum ether, slightly soluble in cold petroleum ether, insoluble in water.
安全性と法規制
| GHS 分類 | This chemical does not meet GHS hazard criteria for 25% (3 of 12) of reports.WarningH341 (66.7%): Suspected of causing genetic defects [Warning Germ cell mutagenicity]P203, P273, P280, P318, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 12 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Danger |
|---|---|
| 規制情報 | Chemical: Benzene, 1-methoxy-4-nitro-Hazard Traits - Carcinogenicity |
| その他の安全情報 | Evaluation - Benzene, 1-methoxy-4-nitro- |
| 有害性の概要 | Causes fatty liver degeneration in oral lethal-dose studies of mice[RTECS] A strong oxidizing agentMay cause skin, eye, and mucous membrane irritation[CAMEO] May cause irritationMay induce methemoglobinemia[Sigma-Aldrich MSDS] See o-Nitroanisole. |
| DOT Hazard Classification | Nitroanisole, liquidUN2730Div 6.1 Poisonous materials (49 eCFR § 173.132)PG III: the degree of danger presented by the material is minor |
| Hazard Classes and Categories | Muta. 2 (66.7%)Self-reactive substances and mixtures - Type GCarcinogenicity - Category 1B |
| 有害作用 | Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation. |
| Carcinogen Classification | para-NitroanisoleGroup 2B: Possibly carcinogenic to humansVolume 123: (2020) Some Nitrobenzenes and Other Industrial Chemicals2020 online2018 |
| 水環境危害等級（WGK） | 1 |
| TSCA 収載状態 | TSCA listed |
用途
用途
有機合成の中間体、染料、医薬品の中間体
使用
4-Nitroanisole is an intermediate in the manufacture of azo dyes. A toxic organic pollutant and a risk factor for urinary bladder cancer in humans.
一般的な説明
A light red or amber-colored liquid or crystals. Insoluble in water and denser than water. Contact may irritate skin, eyes and mucous membranes. May be toxic by ingestion, inhalation or skin absorption. Used to make other chemicals.
製法・合成法
製造方法
Produced from p-nitrochlorobenzene by methoxylation.
純化方法
Crystallise it from pet ether or hexane and dry it in vacuo. [Beilstein 6 IV 1282.]