2,3-ジアミノナフタレン
2,3-ジアミノナフタレン · 2,3-ナフタレンジアミン · ナフチレンジアミン-(2,3) · 2,3-ナフチレンジアミン · ナフタレン-2,3-ジアミン · 2,3-ジアミノナフタレン [生化学用] · 2,3‐ジアミノナフタレン · 2,3-ジアミノナフタレン, NO測定用
識別子と物理属性
| CAS No. | 771-97-1 |
|---|---|
| 分子式 | C10H10N2 |
| 平均分子量 | 158.2 g/mol |
| 単同位体質量 | 158.08439832 g/mol |
| SMILES | Nc1cc2ccccc2cc1N |
| InChIKey | XTBLDMQMUSHDEN-UHFFFAOYSA-N |
| PubChem CID | 69872 |
| EC No. | 212-241-0 |
| DTXSID | DTXSID4061121 |
| 現地名 | 2,3-ジアミノナフタレン |
化学・物理的性質
| XLogP | 1.9 |
|---|---|
| 極性表面積 | 52 |
| 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 | 140 |
| 物質分類 | Other Classes -> Naphthalenes |
| LogP（分配係数） | 1.54 |
| 蒸気圧 | 0.0000293 [mmHg] |
| Physical Description | Powder[Aldrich MSDS] |
| 融点 | 197-203 °C |
| 沸点 | 273.29°C (rough estimate) |
| 密度 | 1.0968 |
| 屈折率 | 1.6392 (estimate) |
| 貯蔵条件 | Keep in dark place,Inert atmosphere,2-8°C |
| 溶解度 | ピリジン：可溶50mg/mL水にわずかに溶ける。ピリジン、ジメチルスルホキシド、ジメチルホルムアミド、希塩酸、エタノール、エーテル、熱メタノールに可溶。 |
| pKa（酸解離定数） | 5.36±0.10(Predicted) |
| 外観・状態 | 結晶性粉末 |
| 色 | 緑褐色から褐色 |
| BRN | 2206394 |
| 安定性 | 安定。可燃性。強力な酸化剤とは相容れない。 |
| InChI | InChI=1S/C10H10N2/c11-9-5-7-3-1-2-4-8(7)6-10(9)12/h1-6H,11-12H2 |
| InChIKey | XTBLDMQMUSHDEN-UHFFFAOYSA-N |
| SMILES | C1=C2C(C=CC=C2)=CC(N)=C1N |
| CAS データベース | 771-97-1(CAS DataBase Reference) |
| EPAの化学物質情報 | 2,3-Naphthalenediamine (771-97-1) |
化学的特性
colourless to white crystalline powder
安全性と法規制
| GHS 分類 | WarningH302 (97.9%): Harmful if swallowed [Warning Acute toxicity, oral]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 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | Chemical: 2,3-Naphthalenediamine |
| 有害性の概要 | An irritantHarmful by ingestionTargets the bladder[Aldrich MSDS] See 1,5-Naphthalenediamine. See beta-Naphthylamine and alpha-Naphthylamine. |
| Hazard Classes and Categories | Acute Tox. 4 (97.9%) |
| F | 8-10-23 |
| 水環境危害等級（WGK） | 3 |
| TSCA 収載状態 | TSCA listed |
| 輸送番号（UN） | 2811 |
| 税関コード | 29215900 |
| 危険文句（R） | 22-36/37/38-45 |
| 危険表示 | Xn,T |
| 安全措置（S） | 26-45-53 |
| 危険等級 | Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3 |
| 貯蔵分類 | 11 - Combustible Solids |
用途
説明
2,3-Diaminonaphthalene is a highly selective colorimetric and fluorometric reagent for selenium detection and also used for the fluorometric determination of nitrite. It is also useful for detection of ketones and alpha-keto acids.2,3-Diaminonaphthalene reacts with nitrosonium, which is formed from nitrite at low pH, to form the fluorescent dye 1 H-naphthotriazole. This method can be used to detect 10 nM to 10 uM of nitrite (NO2-) and is compatible with 96-well format.Fluorometric probe for nitriteQuantify 10 nM to 10 uM of nitriteYellow orange solid soluble in DMSO
使用
In a reaction similar to that of DAF-FM , 2,3- diaminonaphthalene (D-7918) reacts with the nitrosonium cation that forms spontaneously from NO to form the fluorescent product 1H-naphthotriazole.Using 2,3-diaminonaphthalene, researchers have developed a rapid, quantitative fluorometric assay that can detect from 10 nM to 10 μM nitrite and is compatible with a 96-well microplate format.
製法・合成法
純化方法
Crystallise the diamine from water, or dissolve it in 0.1M HCl, by heating to 50o. After cooling, the solution is extracted with decalin to remove fluorescent impurities and centrifuged. [Beilstein 13 IV 346.]