4'-히드록시아세토페논
4'-하이드록시아세토페논 · 4'-히드록시아세토페논 · 4-하이드록시아케토페논 · 하이드록시아세토페논 · 4-HYDROXYACETOPHENONE · P-HYDROXYACETOPHENONE · Piceol · POB
식별자 및 물리적 특성
| CAS No. | 99-93-4 |
|---|---|
| 분자식 | C8H8O2 |
| 평균 분자량 | 136.15 g/mol |
| 단동위원소 질량 | 136.0524295 g/mol |
| SMILES | CC(=O)c1ccc(O)cc1 |
| InChIKey | TXFPEBPIARQUIG-UHFFFAOYSA-N |
| PubChem CID | 7469 |
| ChEMBL | CHEMBL201083 |
| ChEBI | CHEBI:28032 |
| EC No. | 202-802-8 |
| DTXSID | DTXSID0029133 |
| 현지명 | 4'-히드록시아세토페논 |
화학 및 물리적 성질
| XLogP | 1.4 |
|---|---|
| 극성 표면적 | 37.3 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 1 |
| 무거운 원자 수 | 10 |
| 형식 전하 | 0 |
| 복잡도 | 123 |
| 물질 분류 | Other Classes -> Aromatic Ketones |
| 화장품 | Cosmetic ingredients (Hydroxyacetophenone) -> CIR (Cosmetic Ingredient Review) |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| 향료 | Fragrance Ingredient (4-Hydroxyacetophenone) -> IFRA transparency List |
| LogP(분배 계수) | 1.45 |
| 식품 첨가물 | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| 향미제 | EU Flavoring substances |
| 용해도 | Practically insoluble or insoluble in waterSoluble (in ethanol)메탄올: 0.1 g/mL, 투명 |
| 증기압 | 0.00748 [mmHg]0.002Pa at 20℃ |
| Physical Description | Other SolidLiquidWhite or off-white powder[Alfa Aesar MSDS]White to off-white crystals, chips or chunksSlight berry to sweet balsam aroma |
| Collision Cross Section | 125.5 Ų [M-H]- [CCS Type: DTBuffer gas: N2Ionization: ESI-Dataset: TOXCASTSource Identifier: DTXSID0029133] |
| 녹는점 | 132-135 °C(lit.) |
| 끓는 점 | 147-148 °C3 mm Hg(lit.) |
| 밀도 | 1.109 |
| 굴절률 | 1.5577 (estimate) |
| FEMA | 4330 | 4-HYDROXYACETOPHENONE |
| 인화점 | 166 °C |
| 저장 조건 | Store below +30°C. |
| 물리적 상태 | 결정성 분말 |
| pKa(산도 계수) | 8.05(at 25℃) |
| 색상 | 거의 흰색~베이지색 |
| 비중 | 1.109 |
| 냄새 | 디프로필렌 글리콜 중 10.00%. 순하고 달콤한 산사나무 발삼 미모사 |
| 향취 유형 | 꽃향기 |
| 용해도 | 10g/L(22℃) |
| JECFA Number | 2040 |
| BRN | 774355 |
| 화장품 원료 기능 | 항산화제 |
| InChI | 1S/C8H8O2/c1-6(9)7-2-4-8(10)5-3-7/h2-5,10H,1H3 |
| InChIKey | TXFPEBPIARQUIG-UHFFFAOYSA-N |
| SMILES | CC(=O)c1ccc(O)cc1 |
| LogP(분배 계수) | 1.35 at 25℃ |
| NIST | Acetophenone, 4'-hydroxy-(99-93-4) |
| EPA | 4-Hydroxyacetophenone (99-93-4) |
화학적 성질
almost white to beige crystalline powder
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 3.9% (11 of 279) of reports.WarningH302 (45.2%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, 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 279 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Chemical: Ethanone, 1-(4-hydroxyphenyl)-Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Ethanone, 1-(4-hydroxyphenyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethanone, 1-(4-hydroxyphenyl)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 12-01-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/11354Ethanone, 1-(4-hydroxyphenyl)-: Does not have an individual approval but may be used under an appropriate group standard |
| 유해성 요약 | Safe when used as a flavoring agent in food[EFSA] A skin and strong eye irritantToxic by ingestion[Alfa Aesar MSDS] See 2'-Hydroxyacetophenone, 3'-Hydroxyacetophenone, and Acetophenone. |
| EPA Safer Chemical | Chemical: 4-Hydroxyacetophenone |
| Hazard Classes and Categories | Acute Tox. 4 (45.2%) |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | PC4959775 |
| 관세 코드 | 29145000 |
| 위험 문구(R) | 36/37/38-22 |
| 위험 표시 | Xn,Xi |
| 안전 문구(S) | 26-36/37-37/39-24/25-22-36 |
용도
용도
제약 중간체.
출처
Reported found in cloudberry, coffee, cranberry, mango, sherry, and wort.
용도
4-Hydroxyacetophenone has been used as ketone component in the preparation of 1-aryl-3-phenethylamino-1-propanone hydrochlorides, potential cytotoxic agents, via Mannich reactions.
일반 설명
Pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards
제조 및 합성 방법
제조 방법
Preparation by Fries rearrangement of phenyl acetate with Lewis acidsaluminium chloridein nitrobenzene at 20–25° or at 50–60°in chlorobenzene between 45° and 65°, sealed tube and subjected to high power microwave irradiation for 2 min only (36%) in nitroethane at 60° (44%)in carbon disulfide at 45° (40%)in petroleum ether at 50° (20%) but between 130° and 175° (40–60%)aluminium chloride–sodium chloride mixture at 240–250° (10%) boron trifluoride at 90° (56%) scandium tris(trifluoromethanesulfonate), in nitromethane, at 50° (39%)titanium tetrachloride at 90–100° (34%)ferric chloride at 65° (25%)zinc chloride at 125° (8%) hydrofluoric acid, between 20° and 100° (94%) polyphosphoric acid, between 20° and 100° (69%) (50–53%)(44%)Nafion-XR 500, sulfonic acid type at 100°ZSM-5, in sulfolane, at 180° (28%)H-ZSM-5 at 400° or at 210° (6%) H-Nu-2 at 170° (15%)HY (Si/Al = 3) or fluorided alumina (Al2O3-F; 3 % wt. F), at 400°.