4-ヒドロキシフェニル酢酸
4-ヒドロキシフェニル酢酸 · 2-(4-ヒドロキシフェニル)酢酸 · p-ヒドロキシベンゼン酢酸 · p-ヒドロキシフェニル酢酸 · 4-ヒドロキシベンゼン酢酸 · (4-ヒドロキシフェニル)酢酸 · ヒドロキシフェニル酢酸 · (p-ヒドロキシフェニル)酢酸
識別子と物理属性
| CAS No. | 156-38-7 |
|---|---|
| 分子式 | C8H8O3 |
| 平均分子量 | 152.15 g/mol |
| 単同位体質量 | 152.04734412 g/mol |
| SMILES | O=C(O)Cc1ccc(O)cc1 |
| InChIKey | XQXPVVBIMDBYFF-UHFFFAOYSA-N |
| PubChem CID | 127 |
| ChEMBL | CHEMBL1772 |
| ChEBI | CHEBI:18101 |
| EC No. | 205-851-3 |
| DTXSID | DTXSID5059745 |
| 現地名 | 4-ヒドロキシフェニル酢酸 |
化学・物理的性質
| XLogP | 0.8 |
|---|---|
| 極性表面積 | 57.5 |
| 水素結合供与体数 | 2 |
| 水素結合受容体数 | 3 |
| 回転可能結合数 | 2 |
| 重原子数 | 11 |
| 形式電荷 | 0 |
| 複雑度 | 136 |
| 物質分類 | Other Classes -> Other Aromatic Compounds |
| SpringerMaterials Properties | Fusion temperature |
| LogP（分配係数） | 0.751.26 |
| 溶解度 | 60.7 mg/mL50g/リットルジメチルスルホキシド、メタノールに可溶。水にわずかに溶ける。 |
| 融点 | 148 - 150 °C148-151 °C(lit.) |
| 蒸気圧 | 0.0000555 [mmHg]0.007Pa at 25℃ |
| Physical Description | Off-white crystalline powder[Alfa Aesar MSDS]Solid |
| Collision Cross Section | 126.65 Ų [M-H]- [CCS Type: DTMethod: single field calibrated with Agilent tune mix (Agilent)]135.22 Ų [M-H]- [CCS Type: DTMethod: stepped-field]128.6 Ų [M-H]- [CCS Type: DTMethod: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]128.9 Ų [M-H]- |
| 沸点 | 234.6°C (rough estimate) |
| 密度 | 1.2143 (rough estimate) |
| 屈折率 | 1.4945 (estimate) |
| 貯蔵条件 | Inert atmosphere,Room Temperature |
| pKa（酸解離定数） | 4.50±0.10(Predicted) |
| 外観・状態 | 結晶性粉末 |
| 色 | 白からクリーム色または薄い黄褐色 |
| pH | 2.0-2.4 (30g/l, H2O, 20℃) |
| BRN | 1448766 |
| InChI | 1S/C8H8O3/c9-7-3-1-6(2-4-7)5-8(10)11/h1-4,9H,5H2,(H,10,11) |
| InChIKey | XQXPVVBIMDBYFF-UHFFFAOYSA-N |
| SMILES | OC(=O)Cc1ccc(O)cc1 |
| LogP（分配係数） | 0.75 at 25℃ |
| CAS データベース | 156-38-7(CAS DataBase Reference) |
| NISTの化学物質情報 | Benzeneacetic acid, 4-hydroxy-(156-38-7) |
| EPAの化学物質情報 | Benzeneacetic acid, 4-hydroxy- (156-38-7) |
化学的特性
4-Hydroxyphenylacetic acid is a white to cream or light tan crystalline powder. sublimation. Insoluble in cold water, soluble in hot water, ether, ethanol, ethyl acetate. In the case of ferric chloride, it is a purple-green precipitate. It is used as a pharmaceutical raw material for the synthesis of cephalosporin antibiotics, antipyretic analgesics.
安全性と法規制
| GHS 分類 | WarningH315 (97%): 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 233 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | Chemical: Benzeneacetic acid, 4-hydroxy-Status: Cease Manufacture Update: 01-03-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/22446(4-Hydroxyphenyl)-acetic acid: Does not have an individual approval but may be used under an appropriate group standard |
| その他の安全情報 | Evaluation - Chemicals that are unlikely to require further regulation to manage risks to environment |
| 有害性の概要 | Intraperitoneal LD50 (mouse) = 3,500 mg/kg[RTECS] An irritant[Alfa Aesar MSDS] See Phenylacetic acid. |
| Hazard Classes and Categories | Skin Irrit. 2 (97%) |
| 水環境危害等級（WGK） | 3 |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | AI2680000 |
| 税関コード | 29182990 |
| 危険文句（R） | 36/37/38 |
| 化審法 | (9)-1022 |
| 危険表示 | Xi |
| hazard_note | Irritant |
| 安全措置（S） | 26-36-24/25 |
| 危険等級 | Eye Irrit. 2Skin Irrit. 2STOT SE 3 |
| 貯蔵分類 | 11 - Combustible Solids |
用途
用途
有機合成原料。酵素、糖及びホルモンの定量。
使用
A compound present in olive oil. An important fine chemical intermediate with broad prospects for application development.
製法・合成法
製造方法
4-Hydroxyphenylacetic acid is synthesized by diazotization and hydrolysis of 4-aminophenylacetic acid. 4-aminophenylacetic acid and alkali solution are prepared into sodium salt, and then sulfuric acid is added. Cool to 0°C, control the temperature at 0-5°C, and add sodium nitrate solution dropwise, and the reaction is completed for 0.5h. The obtained diazonium was added dropwise to dilute sulfuric acid at 90-95°C for about 1 hour, and the reaction was continued for 1 hour. The reaction solution was decolorized and filtered, cooled and extracted with ethyl acetate, and the extract was recovered with ethyl acetate to obtain 4-Hydroxyphenylacetic acid. The yield is about 85%.
純化方法
Crystallise the acid from water or Et2O/pet ether. The p-bromophenacyl ester has m 117o (from EtOH). [Beilstein 10 II 112, 10 III 430, 10 IV 543.]