2'-ヒドロキシアセトフェノン
2'-ヒドロキシアセトフェノン · o-ヒドロキシアセトフェノン · オキシアセトフェノン · アセチルフェノール · 2-アセチルフェノール · アセトフェノール · o-アセトフェノール · o-アセチルフェノール
識別子と物理属性
| CAS No. | 118-93-4 |
|---|---|
| 分子式 | C8H8O2 |
| 平均分子量 | 136.15 g/mol |
| 単同位体質量 | 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 |
| 現地名 | 2'-ヒドロキシアセトフェノン |
化学・物理的性質
| XLogP | 1.9 |
|---|---|
| 極性表面積 | 37.3 |
| 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 | 10 |
| 形式電荷 | 0 |
| 複雑度 | 131 |
| 物質分類 | Other Classes -> Aromatic Ketones |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| 香料 | Fragrance Ingredient (2-Hydroxyacetophenone) -> IFRA transparency List |
| LogP（分配係数） | 1.92 |
| 食品添加物 | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| 密度 | 1.127-1.1331.131 g/mL at 25 °C(lit.) |
| 香味料 | EU Flavoring substances |
| 溶解度 | slightly soluble in watersoluble in fatmiscible (in ethanol)0.2g/リットルわずかに溶ける |
| 沸点 | 213.00 °C. @ 717.00 mm Hg215-220 °C213 °C717 mm Hg(lit.) |
| 融点 | 4 - 6 °C3-6 °C(lit.) |
| 蒸気圧 | 0.00748 [mmHg]~0.2 mm Hg ( 20 °C) |
| 屈折率 | 1.556-1.560n20/D 1.558(lit.) |
| 蒸気密度 | 4.7 (vs air) |
| FEMA | 3548 | 2-HYDROXYACETOPHENONE |
| 引火点 | >230 °F |
| 貯蔵条件 | Store below +30°C. |
| 外観・状態 | 液体 |
| pKa（酸解離定数） | 10.06(at 25℃) |
| 色 | クリアイエロー～ブラウン |
| 臭い | ジプロピレングリコール中10.00%。フェノールスイートサンザシタバコハニーハーブ |
| においのタイプ | フェノール系 |
| 由来生物 | synthetic |
| 爆発限界 | 0.98-11.8%(V) |
| JECFA Number | 727 |
| BRN | 386123 |
| ヘンリー定数 | 1.0×100 mol/(m3Pa) at 25℃, Ji et al. (2008) |
| 主な用途 | フレーバーそして香料 |
| 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（分配係数） | 1.92-1.97 at 25℃ |
| CAS データベース | 118-93-4(CAS DataBase Reference) |
| NISTの化学物質情報 | Ethanone, 1-(2-hydroxyphenyl)-(118-93-4) |
| EPAの化学物質情報 | 2'-Hydroxyacetophenone (118-93-4) |
化学的特性
2-Hydroxyacetophenone is a clear yellow to brown liquid that has a sweet, heavy floral, herbaceous odor, reminiscent of mown hay or hawthorn.
安全性と法規制
| GHS 分類 | 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. |
|---|---|
| 規制情報 | 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 |
| 有害性の概要 | 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%) |
| 有害作用 | Dermatotoxin - Skin burns. |
| F | 8 |
| 水環境危害等級（WGK） | 3 |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | AM8575000 |
| 毒性 | LD50 orally in Rabbit: 2127 mg/kg LD50 dermal Rat > 2000 mg/kg |
| 税関コード | 29145000 |
用途
用途
医薬中間体。
天然物の起源
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
使用
2'-Hydroxyacetophenone is used as pharmaceutical intermediate.
一般的な説明
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.
製法・合成法
製造方法
Preparation by Fries rearrangement of phenyl acetate, with Lewis acids aluminium chloride.