1-アミノ-4-ナフトール
1-アミノ-4-ナフトール · 4-アミノ-1-ナフトール · 1-Amino-4-naphthol · 4-amino-1-naphthol · 4-Amino-1-naphthalenol · 4-azanylnaphthalen-1-ol · 1-Amino-4-hydroxynaphthalene
識別子と物理属性
| CAS No. | 2834-90-4 |
|---|---|
| 分子式 | C10H9NO |
| 平均分子量 | 159.18 g/mol |
| 単同位体質量 | 159.06841391 g/mol |
| SMILES | Nc1ccc(O)c2ccccc12 |
| InChIKey | ABJQKDJOYSQVFX-UHFFFAOYSA-N |
| PubChem CID | 17815 |
| ChEMBL | CHEMBL576321 |
| EC No. | 621-191-2 |
| DTXSID | DTXSID30182580 |
| 現地名 | 1-アミノ-4-ナフトール |
化学・物理的性質
| XLogP | 2.6 |
|---|---|
| 極性表面積 | 46.3 |
| 水素結合供与体数 | 2 |
| 水素結合受容体数 | 2 |
| 回転可能結合数 | 0 |
| 重原子数 | 12 |
| 形式電荷 | 0 |
| 複雑度 | 160 |
化学的特性
Acicular crystals. Soluble in water.
安全性と法規制
| GHS 分類 | DangerH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (100%) |
| 危険有害性情報 | コード 危険有害性情報 危険有害性クラス 区分 注意喚起語 シンボル P コード H302 |
用途
解説
4-アミノ-1-ナフトール．1-ナフトールをジアゾ化後，還元すると得られる．不安定で，湿気により紫色に変色する．1,4-ナフトキノンに酸化されやすい．融点は不明であるが，塩酸塩は針状晶．分解点273 ℃．重合防止剤．ナフトキノンなどの合成原料に用いられる．
使用
Inhibitor of polymerization, chemical intermediate. Must be kept dry during storage to avoid oxidation and discoloration.
製法・合成法
調製方法
Orange I in aqueous alkaline solution is treated with sodium dithionite at 40 – 50℃, and the resulting suspension is heated to 70℃ to complete the reaction. The crude product is collected by filtration and dissolved in hot aqueous hydrochloric acid in the presence of a reducing agent. On cooling, needles of the hydrochloride salt crystallize and can be isolated in 70 % yield. Alternatively, the crude paste may be dissolved in dilute alkali in the presence of a reducing agent and acylated with acetic anhydride or acryloyl chloride, for example, to give 4- acetylamino-1-naphthol or 4-acryloylamino-1- naphthol, which have been used as azo coupling components.