化工社化工社 化学情報印刷レポート · 研究参考用
オキシベンゾン
2-ヒドロキシ-4-メトキシベンゾフェノン · ベンゾフェノン3 · ベンゾフェノン-3 · 2'-ヒドロキシ-4'-メトキシベンゾフェノン · シアソルブUV-9 · シンターゼ62 · ウビヌルM-40 · シーソルブ101
識別子と物理属性
| CAS No. | 131-57-7 |
|---|---|
| 分子式 | C14H12O3 |
| 平均分子量 | 228.24 g/mol |
| 単同位体質量 | 228.07864424 g/mol |
| SMILES | COc1ccc(C(=O)c2ccccc2)c(O)c1 |
| InChIKey | DXGLGDHPHMLXJC-UHFFFAOYSA-N |
| PubChem CID | 4632 |
| ChEMBL | CHEMBL1625 |
| ChEBI | CHEBI:34283 |
| EC No. | 205-031-5 |
| DTXSID | DTXSID3022405 |
| 現地名 | オキシベンゾン |
化学・物理的性質
| XLogP | 3.6 |
|---|---|
| 極性表面積 | 46.5 |
| 水素結合供与体数 | 1 |
| 水素結合受容体数 | 3 |
| 回転可能結合数 | 3 |
| 重原子数 | 17 |
| 形式電荷 | 0 |
| 複雑度 | 258 |
| 物質分類 | Other Uses -> SunscreensUV filter |
| 医薬品 | Pharmaceuticals -> Listed in ZINC15 |
| 化粧品 | Cosmetics ingredient -> UV InhibitorCosmetic ingredients (Benzophenone-3) -> CIR (Cosmetic Ingredient Review)Uv filterUv absorber |
| SpringerMaterials Properties | Boiling point |
| 香料 | Fragrance Ingredient (Methanone, (2-hydroxy-4-methoxyphenyl)phenyl-) -> IFRA transparency List |
| LogP（分配係数） | log Kow = 3.79 |
| 臭い | Weak odorAlmost odorless or faint characteristicイルシュ。結晶、バラのような香り |
| 密度 | 1.32 at 25 °C1,3 g/cm3 |
| Color/Form | Colorless crystalsCrystals from isopropanolWhite yellowish, cream colored powderPale yellow powder |
| 溶解度 | less than 1 mg/mL at 68 °F (NTP, 1992)In water, 3.7 mg/L at 25 °CReadily soluble in most organic solventsfreely soluble in alcohol and toluenepractically insoluble in waterSoluble in carbon tetrachlorideSolubility in various solvents (in percent): ethanol, 6%acetone, >20%chloroform, >20%glycerin,<0.01%isopropyl stearate, 9%olive oil, 9%peanut oil, 9%1.28e-01 g/L95%エタノール：可溶50mg/mL 無色透明<0.1 g/100 mL で 20 ºC |
| 引火点 | 100 °C (212 °F) - closed cup216°C |
| Human Drugs | FDA approved drugs -> Active ingredient |
| 融点 | 62-64 °C(lit.) |
| 沸点 | 150-160 °C5 mm Hg(lit.) |
| 蒸気圧 | 0.001Pa at 25℃ |
| 屈折率 | 1.5805 (estimate) |
| 貯蔵条件 | 2-8°C |
| 外観・状態 | 結晶性粉末 |
| pKa（酸解離定数） | 7.56±0.35(Predicted) |
| 色 | 白色～淡黄色 |
| Merck | 14,6954 |
| BRN | 1913145 |
| ヘンリー定数 | 6.6×102 mol/(m3Pa) at 25℃, HSDB (2015) |
| 主な用途 | 洗浄剤化粧品環境食品および飲料パーソナルケア |
| 化粧品成分の機能 | 光安定剤紫外線吸収剤UVフィルター |
| InChI | 1S/C14H12O3/c1-17-11-7-8-12(13(15)9-11)14(16)10-5-3-2-4-6-10/h2-9,15H,1H3 |
| InChIKey | DXGLGDHPHMLXJC-UHFFFAOYSA-N |
| SMILES | COc1ccc(c(O)c1)C(=O)c2ccccc2 |
| LogP（分配係数） | 3.45 at 40℃ |
| CAS データベース | 131-57-7(CAS DataBase Reference) |
| NISTの化学物質情報 | Oxybenzone(131-57-7) |
| EPAの化学物質情報 | 2-Hydroxy-4-methoxybenzophenone (131-57-7) |
化学的特性
white to light yellow crystalline powder
安全性と法規制
| GHS 分類 | This chemical does not meet GHS hazard criteria for 6% (116 of 1945) of reports.WarningH315 (70.2%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 1945 reports by companies from 26 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | Chemical: Methanone, (2-hydroxy-4-methoxyphenyl)phenyl-Methanone, (2-hydroxy-4-methoxyphenyl)phenyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Methanone, (2-hydroxy-4-methoxyphenyl)phenyl- 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: 01-02-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/5515Methanone, (2-hydroxy-4-methoxyphenyl)phenyl-: Does not have an individual approval but may be used under an appropriate group standard |
| 火災危険 | Flash point data for this chemical are not availablehowever, it is probably combustible. (NTP, 1992) |
| 健康有害性 | SYMPTOMS: Symptoms of exposure to this compound may include contact dermatitis and urticaria. It may also cause irritation. |
| 有害性の概要 | Of 7 sunscreen allergens photo-patch tested in 1990 in 355 Swedish patients, it caused the most positive reactions (15 photocontact and 1 contact)[HSDB] May cause contact dermatitis, urticaria, and irritation[CAMEO] It is tested in a 3% concentration in petrolatumIt causes both contact and photo-contact allergic reactionsPatients may also be allergic to other benzophenone sunscreens[Marks, p. 221] An irritantEffects in high-dose animal studies include effects on liver, kidneys, and reproductive systemOral LD50 (rat) = 7500 mg/kg[MSDSonline] |
| FDA 要件 | The Approved Drug Products with Therapeutic Equivalence Evaluations identifies currently marketed over-the-counter drug products, including oxybenzone, approved on the basis of safety and effectiveness by FDA under sections 505 of the Federal Food, Drug, and Cosmetic Act. |
用途
用途
有機合成原料、紫外線吸収剤。
用途
合成樹脂,合成繊維用紫外線吸収剤、有機材料の着色や劣化を促進する紫外波長の光を吸収し,素材の耐久性を高める.特にポリ塩化ピニル,ポリスチレン,セルロース系,ポリアミド等の合成樹脂に添加して効果を発揮する.[ 有機化合物辞典 (1985) ]
使用
Oxybenzone is an organic compound used in sunscreens. Oxybenzone is used as an ingredient in sunscreen and other cosmetics because it absorbs UVB and short-wave UVA (ultraviolet) rays. Oxybenzone was one of the first compounds incorporated into sunscreen formulations to offer enhanced UVA protection because its absorption spectrum extends to less than 350 nm.
一般的な説明
White to off-white or light yellow powder.
製法・合成法
製造方法
Preparation by partial methylation of 2,4- dihydroxy-benzophenone, with methyl iodide in the presence of sodium hydroxide; with a methyl halide; with dimethyl sulfate in the presence of sodium hydroxide or alkaline solution.