p-アニシジン
p-アニシジン · 4-アミノアニソール · 4-メトキシベンゼン-1-アミン · 4-メトキシベンゼンアミン · 1-アミノ-4-メトキシベンゼン · p-アミノアニソール · 4-メトキシアニリン · 1,4-アニシジン
識別子と物理属性
| CAS No. | 104-94-9 |
|---|---|
| 分子式 | C7H9NO |
| 平均分子量 | 123.15 g/mol |
| 単同位体質量 | 123.06841391 g/mol |
| SMILES | COc1ccc(N)cc1 |
| InChIKey | BHAAPTBBJKJZER-UHFFFAOYSA-N |
| PubChem CID | 7732 |
| ChEMBL | CHEMBL295652 |
| ChEBI | CHEBI:82388 |
| EC No. | 203-254-2 |
| DTXSID | DTXSID7024532 |
| 現地名 | p-アニシジン |
化学・物理的性質
| XLogP | 0.9 |
|---|---|
| 極性表面積 | 35.3 |
| 水素結合供与体数 | 1 |
| 水素結合受容体数 | 2 |
| 回転可能結合数 | 1 |
| 重原子数 | 9 |
| 形式電荷 | 0 |
| 複雑度 | 77 |
| LogP（分配係数） | log Kow = 0.95 |
| 臭い | Amine-like odor |
| 密度 | 1.071 at 135 °F (NTP, 1992) - Denser than waterwill sink1.071 at 57 °C/4 °C1.07 g/cm³Relative density of the vapour/air-mixture at 20 °C (air = 1): 1.001.071 @ 57°C1.06 |
| Color/Form | White solidFused crystalline massCrystals, plates from aqueous solutionYellow to brown, crystalline solid |
| 溶解度 | less than 1 mg/mL at 68 °F (NTP, 1992)Soluble in acetone, benzenevery soluble in ether, ethanolIn water, 2.10X10+4 mg/L at 20 °C21 mg/mL at 20 °CSolubility in water, g/100ml at 20 °C: 2.2 (moderate)21g/リットル21g/L（20℃） |
| 引火点 | 41 °F (NTP, 1992)5 °C122 °C (251.6 °F) (closed cup) |
| 沸点 | 469 °F at 760 mmHg (NTP, 1992)243 °C243.00 °C. @ 760.00 mm Hg243 °C @760 [mm Hg]475 °F240-243 °C(lit.) |
| Decomposition | When heated to decomposition it emits toxic fumes of /nitrogen oxides./ |
| 融点 | 135 °F (NTP, 1992)57.2 °C57 °C56-59 °C(lit.) |
| 蒸気密度 | 4.25 (NTP, 1992) - Heavier than airwill sink (Relative to Air)4.28 (Air = 1)Relative vapor density (air = 1): 4.3 |
| 蒸気圧 | less than 0.1 mmHg at 68 °F (NTP, 1992)0.03 [mmHg]3.0X10-2 mm Hg at 20 °CVapor pressure, Pa at 20 °C: 2(77 °F): 0.006 mmHg0.02 hPa (20 °C) |
| 屈折率 | Index of refraction: 1.5559 at 60 °C/D |
| 貯蔵条件 | Store below +30°C. |
| pKa（酸解離定数） | 5.34(at 25℃) |
| 外観・状態 | 結晶性 |
| 色 | ダークグレーからブラウン |
| 比重 | 1.07 |
| pH | 7.7 (1g/l, H2O, 20℃) |
| Merck | 14,667 |
| BRN | 471556 |
| ヘンリー定数 | (x 10-8 atmm3/mol): 6.62 at 25 °C (thermodynamic method-GC/UV spectrophotometry, Altschuh et al., 1999) |
| 誘電率 | 8.8399999999999999 |
| 安定性 | Hygroscopic, Material Darkens In Storage With No Loss In Purity |
| InChI | 1S/C7H9NO/c1-9-7-4-2-6(8)3-5-7/h2-5H,8H2,1H3 |
| InChIKey | BHAAPTBBJKJZER-UHFFFAOYSA-N |
| SMILES | COc1ccc(N)cc1 |
| LogP（分配係数） | 0.950 |
| CAS データベース | 104-94-9(CAS DataBase Reference) |
| NISTの化学物質情報 | Benzenamine, 4-methoxy-(104-94-9) |
| EPAの化学物質情報 | p-Anisidine (104-94-9) |
化学的特性
Anisidine exists as ortho-, meta-, and paraisomers. They have characteristic amine (fishy) odors. releases toxic nitrogen oxides when heated to decomposition (Sax and Lewis, 1987).
安全性と法規制
| GHS 分類 | DangerH300: Fatal if swallowed [Danger Acute toxicity, oral]H310: Fatal in contact with skin [Danger Acute toxicity, dermal]H330: Fatal if inhaled [Danger Acute toxicity, inhalation]H373 **: May causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]H400: Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]P260, P262, P264, P270, P271, P273, P280, P284, P301+P316, P302+P352, P304+P340, P316, P319, P320, P321, P330, P361+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement) |
|---|---|
| 規制情報 | Chemical: Benzenamine, 4-methoxy-Status: Active Update: 18-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/17660Status: Active Update: 03-07-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/199814-Anisidine: Does not have an individual approval but may be used under an appropriate group standardThe New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.) |
| その他の安全情報 | IMAP assessments - p-Anisidine and its hydrochloride: Human health tier II assessment |
| 輸送ラベル（DOT） | Poison |
| 火災危険 | This chemical is flammable. (NTP, 1992)Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Finely dispersed particles form explosive mixtures in air. |
| 火災の可能性 | Combustible. |
| 健康有害性 | Excerpt from NIOSH Pocket Guide for p-Anisidine:Exposure Routes: Inhalation, skin absorption, ingestion, skin and/or eye contactSymptoms: Headache, dizzinesscyanosisred blood cell Heinz bodiesTarget Organs: Blood, kidneys, liver, cardiovascular system, central nervous system (NIOSH, 2024) |
| 有害性の概要 | Bladder cancer in animals observed in chronic feeding studiesMethemoglobinemia has been reported in exposed workers. Listed in the table Examples of Industrial Chemicals for Which Methemoglobin Formation is NOT the Principal Cause of Toxicity |
用途
用途
ナフトールASSG、ラピッドファストピンクLBなどの染料中間物
用途
有機合成原料(染料)。
使用
p-Anisidine is used mostly for producing dyes, and some smaller quantities are employed in making pharmaceuticals and liquid crystals.
一般的な説明
P-anisidine appears as brown crystals or dark brown solid. Characteristic amine odor. (NTP, 1992)
製法・合成法
製造方法
p-Anisidine is an important intermediate for synthesis of dye, medicine and perfume. Traditional preparation of p-Anisidine uses iron powder or sodium sulfide as reductant, which produces a large amount of waste and results in serious environment pollution problem. Liquid phase catalytic hydrogenation is not only an environmentally benign technique but also of high yield.Synthesis of p-Anisidine by Hydrogenation with Raney-RuNiC as Catalyst
純化方法
Crystallise p-anisidine from H2O or aqueous EtOH. Dry it in a vacuum oven at 35o for 6hours and store it in a dry box. [More et al. J Am Chem Soc 108 2257 1986.] Purify it also by vacuum sublimation [Guarr et al. J Am Chem Soc 107 5104 1985]. [Beilstein 13 IV 1015.]