5-ニトロバニリン
5-ニトロバニリン · 5‐ニトロバニリン · 3-ニトロ-4-ヒドロキシ-5-メトキシベンズアルデヒド · 4-ヒドロキシ-3-メトキシ-5-ニトロベンズアルデヒド · 3-メトキシ-4-ヒドロキシ-5-ニトロベンズアルデヒド · 5-ニトロ-4-ヒドロキシ-3-メトキシベンズアルデヒド · 3-ニトロ-5-メトキシ-4-ヒドロキシベンズアルデヒド · 4-HYDROXY-3-METHOXY-5-NITROBENZALDEHYDE
識別子と物理属性
| CAS No. | 6635-20-7 |
|---|---|
| 分子式 | C8H7NO5 |
| 平均分子量 | 197.14 g/mol |
| 単同位体質量 | 197.03242232 g/mol |
| SMILES | COc1cc(C=O)cc([N+](=O)[O-])c1O |
| InChIKey | ZEHYRTJBFMZHCY-UHFFFAOYSA-N |
| PubChem CID | 81134 |
| ChEBI | CHEBI:48385 |
| EC No. | 229-633-2 |
| DTXSID | DTXSID2075344 |
| 現地名 | 5-ニトロバニリン |
化学・物理的性質
| XLogP | 1.4 |
|---|---|
| 極性表面積 | 92.4 |
| 水素結合供与体数 | 1 |
| 水素結合受容体数 | 5 |
| 回転可能結合数 | 2 |
| 重原子数 | 14 |
| 形式電荷 | 0 |
| 複雑度 | 226 |
| 物質分類 | Nitrogen Compounds -> Other Aromatics (Nitrogen) |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| Physical Description | Yellow powder[Alfa Aesar MSDS] |
| 融点 | 172-175 °C (lit.) |
| 沸点 | 334.23°C (rough estimate) |
| 密度 | 1.5023 (rough estimate) |
| 蒸気圧 | 0.001Pa at 25℃ |
| 屈折率 | 1.5700 (estimate) |
| 引火点 | 97℃ |
| 貯蔵条件 | Inert atmosphere,2-8°C |
| 溶解度 | 2.1g/L in organic solvents at 20 ℃700mg/L at 23℃ |
| 外観・状態 | powder to crystal |
| pKa（酸解離定数） | 4.97±0.38(Predicted) |
| 色 | Yellow to Brown to Dark green |
| BRN | 1973746 |
| InChI | 1S/C8H7NO5/c1-14-7-3-5(4-10)2-6(8(7)11)9(12)13/h2-4,11H,1H3 |
| InChIKey | ZEHYRTJBFMZHCY-UHFFFAOYSA-N |
| SMILES | [H]C(=O)c1cc(OC)c(O)c(c1)[N+]([O-])=O |
| LogP（分配係数） | 0.301 at 23℃ |
| CAS データベース | 6635-20-7(CAS DataBase Reference) |
| EPAの化学物質情報 | 5-Nitrovanillin (6635-20-7) |
化学的特性
yellow-green fine crystalline powder
安全性と法規制
| GHS 分類 | WarningH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 48 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | Status: Cease Manufacture Update: 04-08-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/10954Benzaldehyde, 4-hydroxy-3-methoxy-5-nitro-: 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 irritant[Alfa Aesar MSDS] See Vanillin. |
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| 水環境危害等級（WGK） | 3 |
| 税関コード | 29130000 |
| 危険文句（R） | 36/37/38 |
| 危険表示 | Xi |
| 安全措置（S） | 26-36-24/25 |
| 危険等級 | Eye Irrit. 2Skin Irrit. 2 |
| 貯蔵分類 | 11 - Combustible Solids |
用途
使用
5-Nitrovanillin is a reagent used in the synthesis of feruloyl and caffeoyl which have antitumor properties.
製法・合成法
純化方法
It forms yellow plates from AcOH and needles from EtOH [Slotta & Szyszke Chem Ber 68 184 1935]. With diazomethane, 5-nitro-3,4-dimethoxyacetophenone is formed [Brady & Manjunath J Chem Soc 125 1067 1924]. The methyl ether crystallises from EtOAc or AcOH, m 88o, 90-91o, and the phenylhydrazone has m 108-110o (from aqueous EtOH). [Finger & Schott J Prakt Chem [2] 115 288 1927.] The oxime has m 216o (from EtOH or AcOH), and the oxime acetate has m 147o (from aqueous EtOH) [Vogel Monatsh Chem 20 384 1899, Brady & Dunn J Chem Soc 107 1861 1915]. [Beilstein 8 III 2064.]