히드록시아세토페논
히드록시아세토페논 · 2-HYDROXYACETOPHENONE · 2-HYDROXYACETAMIDE · O-HYDROXYACETOPHENONE · 1-(2-HYDROXYPHENYL)ETHANONE · 2-ACETYLPHENOL · FEMA 3548 · usafke-20
식별자 및 물리적 특성
| CAS No. | 118-93-4 |
|---|---|
| 분자식 | C8H8O2 |
| 평균 분자량 | 136.15 g/mol |
| 단동위원소 질량 | 136.0524295 g/mol |
| SMILES | CC(=O)c1ccccc1O |
| InChIKey | JECYUBVRTQDVAT-UHFFFAOYSA-N |
| PubChem CID | 8375 |
| ChEMBL | CHEMBL3187012 |
| ChEBI | CHEBI:145716 |
| EC No. | 204-288-0 |
| DTXSID | DTXSID7040285 |
| 현지명 | 히드록시아세토페논 |
화학 및 물리적 성질
| XLogP | 1.9 |
|---|---|
| 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 | 131 |
| 물질 분류 | Other Classes -> Aromatic Ketones |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| 향료 | Fragrance Ingredient (2-Hydroxyacetophenone) -> IFRA transparency List |
| LogP(분배 계수) | 1.92 |
| 식품 첨가물 | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| 밀도 | 1.127-1.1331.131 g/mL at 25 °C(lit.) |
| 향미제 | EU Flavoring substances |
| 용해도 | slightly soluble in watersoluble in fatmiscible (in ethanol)0.2g/L |
| 끓는 점 | 213.00 °C. @ 717.00 mm Hg215-220 °C213 °C717 mm Hg(lit.) |
| 녹는점 | 4 - 6 °C3-6 °C(lit.) |
| 증기압 | 0.00748 [mmHg]~0.2 mm Hg ( 20 °C) |
| 굴절률 | 1.556-1.560n20/D 1.558(lit.) |
| 증기 밀도 | 4.7 (vs air) |
| FEMA | 3548 | 2-HYDROXYACETOPHENONE |
| 인화점 | >230 °F |
| 저장 조건 | Store below +30°C. |
| 물리적 상태 | 액체 |
| pKa(산도 계수) | 10.06(at 25℃) |
| 색상 | 투명한 노란색에서 갈색까지 |
| 냄새 | 디프로필렌 글리콜 중 10.00%. 페놀 달콤한 산사나무속 담배 꿀 허브 |
| 향취 유형 | 페놀성 |
| 생물학적 소스 | synthetic |
| 폭발한계 | 0.98-11.8%(V) |
| 용해도 | 약간 용해됨 |
| JECFA Number | 727 |
| BRN | 386123 |
| 헨리 상수 | 1.0×100 mol/(m3Pa) at 25℃, Ji et al. (2008) |
| 주요 응용 | 향료 및 향 |
| InChI | 1S/C8H8O2/c1-6(9)7-4-2-3-5-8(7)10/h2-5,10H,1H3 |
| InChIKey | JECYUBVRTQDVAT-UHFFFAOYSA-N |
| SMILES | CC(=O)c1ccccc1O |
| LogP(분배 계수) | 1.92-1.97 at 25℃ |
| NIST | Ethanone, 1-(2-hydroxyphenyl)-(118-93-4) |
| EPA | 2'-Hydroxyacetophenone (118-93-4) |
화학적 성질
2-Hydroxyacetophenone is a clear yellow to brown liquid that has a sweet, heavy floral, herbaceous odor, reminiscent of mown hay or hawthorn.
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 70.5% (177 of 251) of all reports.WarningH302 (10.4%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, 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 251 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Chemical: Ethanone, 1-(2-hydroxyphenyl)-Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Ethanone, 1-(2-hydroxyphenyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethanone, 1-(2-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: 11-05-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/19594Ethanone, 1-(2-hydroxyphenyl)-: Does not have an individual approval but may be used under an appropriate group standard |
| 유해성 요약 | Intraperitoneal LD50 (mouse) = 100 mg/kg[RTECS] Safe when used as a flavoring agent in food[EFSA] A skin and strong eye irritantDepending on severity of exposure, effects range from mild irritation to destruction of tissue[Sigma-Aldrich MSDS] See Acetophenone. |
| Hazard Classes and Categories | Acute Tox. 4 (10.4%) |
| 유해 작용 | Dermatotoxin - Skin burns. |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | AM8575000 |
| 독성 | LD50 orally in Rabbit: 2127 mg/kg LD50 dermal Rat > 2000 mg/kg |
| 관세 코드 | 29145000 |
| 위험 문구(R) | 36/37/38-36/38 |
| 위험 표시 | Xi |
| 안전 문구(S) | 26-36-37/39 |
| 기존화학 물질 | KE-20802 |
| F 고인화성물질 | 8 |
| 위험 참고 사항 | Harmful/Irritant |
| 저장 분류 | 10 - Combustible liquids |
용도
출처
Reported found in beef, cassia oil, cocoa, cocoa powder, coffee, Jamaican rum, tomato, Scotch whiskey, sherry, tea, mountain papaya, papaya, roasted almond and black choke berry
용도
2'-Hydroxyacetophenone is used as pharmaceutical intermediate.
일반 설명
2'-Hydroxyacetophenone, also known as O-acetylphenol, belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. 2'-Hydroxyacetophenone is a sweet, hawthorne, and herbal tasting compound. 2'-Hydroxyacetophenone has been detected, but not quantified in, several different foods, such as green tea, arabica coffees (Coffea arabica), chinese cinnamons (Cinnamomum aromaticum), cocoa beans (Theobroma cacao), and cocoa and cocoa products. This could make 2'-hydroxyacetophenone a potential biomarker for the consumption of these foods.
제조 및 합성 방법
제조 방법
Preparation by Fries rearrangement of phenyl acetate, with Lewis acids aluminium chloride.