4-히드록시페닐아세트산
4-하이드록시페닐아세트산 · 4-히드록시페닐아세트산 · 2-(4-hydroxyphenyl)acetic acid · P-HYDROXYPHENYLACETIC ACID · PHPA · 4-Hydroxybenzeneacetic acid · 4-carboxymethylphenol · Benzeneacetic acid, 4-hydroxy-
식별자 및 물리적 특성
| CAS No. | 156-38-7 |
|---|---|
| 분자식 | C8H8O3 |
| 평균 분자량 | 152.15 g/mol |
| 단동위원소 질량 | 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 |
| 현지명 | 4-히드록시페닐아세트산 |
화학 및 물리적 성질
| XLogP | 0.8 |
|---|---|
| 극성 표면적 | 57.5 |
| 수소 결합 공여자 수 | 2 |
| 수소 결합 수용자 수 | 3 |
| 회전 가능 결합 수 | 2 |
| 무거운 원자 수 | 11 |
| 형식 전하 | 0 |
| 복잡도 | 136 |
| 물질 분류 | Other Classes -> Other Aromatic Compounds |
| SpringerMaterials Properties | Fusion temperature |
| LogP(분배 계수) | 0.751.26 |
| 용해도 | 60.7 mg/mL50g/L |
| 녹는점 | 148 - 150 °C148-151 °C(lit.) |
| 증기압 | 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]- |
| 끓는 점 | 234.6°C (rough estimate) |
| 밀도 | 1.2143 (rough estimate) |
| 굴절률 | 1.4945 (estimate) |
| 저장 조건 | Inert atmosphere,Room Temperature |
| pKa(산도 계수) | 4.50±0.10(Predicted) |
| 물리적 상태 | 결정성 분말 |
| 색상 | 흰색에서 크림색 또는 밝은 황갈색 |
| pH | 2.0-2.4 (30g/l, H2O, 20℃) |
| 용해도 | 디메틸설폭사이드와 메탄올에 용해됩니다. 물에 약간 용해됩니다. |
| 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(분배 계수) | 0.75 at 25℃ |
| NIST | Benzeneacetic acid, 4-hydroxy-(156-38-7) |
| EPA | Benzeneacetic acid, 4-hydroxy- (156-38-7) |
화학적 성질
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.
안전 및 규제
| GHS 분류 | 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. |
|---|---|
| 규제 정보 | 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 |
| 기타 안전 정보 | Evaluation - Chemicals that are unlikely to require further regulation to manage risks to environment |
| 유해성 요약 | Intraperitoneal LD50 (mouse) = 3,500 mg/kg[RTECS] An irritant[Alfa Aesar MSDS] See Phenylacetic acid. |
| Hazard Classes and Categories | Skin Irrit. 2 (97%) |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | AI2680000 |
| 관세 코드 | 29182990 |
| 위험 문구(R) | 36/37/38 |
| 위험 표시 | Xi |
| 안전 문구(S) | 26-36-24/25 |
| 위험 참고 사항 | Irritant |
| 위험 등급 | Eye Irrit. 2Skin Irrit. 2STOT SE 3 |
| 저장 분류 | 11 - Combustible Solids |
용도
용도
A compound present in olive oil. An important fine chemical intermediate with broad prospects for application development.
제조 및 합성 방법
제조 방법
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%.