化工社化工社 化学情報印刷レポート · 研究参考用
ジオキシベンゾン
2,2'-ジヒドロキシ-4-メトキシベンゾフェノン · シアソルブUV24 · シアソルブUV-24 · ジオキシベンゾン · スペクトラ-ソルブUV-24 · スペクトラ-ソルブUV24 · ベンゾフェノン8 · 2,2-ジ-ヒドロキシ-4-メトキシベンゾフェノン
識別子と物理属性
| CAS No. | 131-53-3 |
|---|---|
| 分子式 | C14H12O4 |
| 平均分子量 | 244.24 g/mol |
| 単同位体質量 | 244.07355886 g/mol |
| SMILES | COc1ccc(C(=O)c2ccccc2O)c(O)c1 |
| InChIKey | MEZZCSHVIGVWFI-UHFFFAOYSA-N |
| PubChem CID | 8569 |
| ChEMBL | CHEMBL1326877 |
| ChEBI | CHEBI:34208 |
| EC No. | 205-026-8 |
| DTXSID | DTXSID3022403 |
| 現地名 | ジオキシベンゾン |
化学・物理的性質
| XLogP | 3.3 |
|---|---|
| 極性表面積 | 66.8 |
| 水素結合供与体数 | 2 |
| 水素結合受容体数 | 4 |
| 回転可能結合数 | 3 |
| 重原子数 | 18 |
| 形式電荷 | 0 |
| 複雑度 | 292 |
| 物質分類 | UV filter |
| 医薬品 | Pharmaceuticals -> Listed in ZINC15 |
| 化粧品 | Cosmetic ingredients (Benzophenone-8) -> CIR (Cosmetic Ingredient Review)Uv absorber |
| SpringerMaterials Properties | Boiling point |
| 密度 | 1.39 g/cu cm at 22.7 °C1.2379 (rough estimate) |
| Color/Form | Yellow powder |
| 溶解度 | Practically insoluble in waterSolubility in g/100 mL at 25 °C: ethanol 21.8isopropanol 17propylene glycol6.2ethylene glycol 3.0n-hexane 1.5Freely soluble in alcohol, tolueneDMSO（微量）、メタノール（微量） |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| 沸点 | 338 to 347 °F at 1 mmHg (NTP, 1992)BP: 172 °C at 1 mm Hg170-175 °C1 mm Hg(lit.) |
| Decomposition | Hazardous decomposition products formed under fire conditions: Carbon oxidesWhen heated to decomposition it emits acrid smoke and irritating vapors. |
| 融点 | 68 °CMP: 70.6-77.2 °C73-75 °C(lit.) |
| Physical Description | 2,2'-dihydroxy-4-methoxybenzophenone is a yellow powder. (NTP, 1992)Dry Powder |
| 蒸気圧 | 0-0Pa at 20-25℃ |
| 屈折率 | 1.5389 (estimate) |
| 貯蔵条件 | Sealed in dry,Room Temperature |
| 外観・状態 | Solid |
| pKa（酸解離定数） | 7.11±0.35(Predicted) |
| 色 | オフホワイトからイエロー |
| Merck | 14,3303 |
| 安定性 | 安定。強力な酸化剤とは相容れない。 |
| 化粧品成分の機能 | 紫外線吸収剤 |
| InChI | 1S/C14H12O4/c1-18-9-6-7-11(13(16)8-9)14(17)10-4-2-3-5-12(10)15/h2-8,15-16H,1H3 |
| InChIKey | MEZZCSHVIGVWFI-UHFFFAOYSA-N |
| SMILES | COc1ccc(c(O)c1)C(=O)c2ccccc2O |
| LogP（分配係数） | 2.33 at 23.5℃ |
| CAS データベース | 131-53-3(CAS DataBase Reference) |
| NISTの化学物質情報 | Dioxybenzone(131-53-3) |
| EPAの化学物質情報 | Dioxybenzone (131-53-3) |
化学的特性
Light yellow powder. Freezing point 68℃, boiling point 170-175℃(0.133kPa), relative density 1.382(25℃).Solubility at 25℃(g/100g solvent): benzene 46.6, n-hexane 2.3, 95% ethanol 21.4, carbon tetrachloride 22.2, methylethyl ketone 55.3, plasticiser DOP 31.1, insoluble in water.
安全性と法規制
| GHS 分類 | This chemical does not meet GHS hazard criteria for 9.8% (5 of 51) of reports.WarningH315 (84.3%): 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 51 reports by companies from 8 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)(2-hydroxyphenyl)-Methanone, (2-hydroxy-4-methoxyphenyl)(2-hydroxyphenyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Methanone, (2-hydroxy-4-methoxyphenyl)(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: 29-03-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/23375Methanone, (2-hydroxy-4-methoxyphenyl)(2-hydroxyphenyl)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right. |
| 火災危険 | Flash point data for this compound are not available. It is probably combustible. (NTP, 1992) |
| FDA 要件 | Sunscreen active ingredients. The active ingredient of the product consists of any of the following, within the concentration specified for each ingredient, and the finished product provides a minimum SPF value of not less than 2 as measured by the testing procedures established in subpart D of this part. Dixoybenzone up to 3% is included on this list. |
| 反応性グループ | Ethers |
| Special Reports | Cosmetic Ingredient ReviewAnnual Review of Cosmetic Ingredient Safety Assessments - 2002-2003. Int J Toxicol 24 (Suppl 1): 1-102 (2005)[Available from, as of November 21, 2018: https://www.cir-safety.org/ingredients] |
| Reactivity Profile | An alcohol and a ketone. Flammable and/or toxic gases are generated by the combination of alcohols with alkali metals, nitrides, and strong reducing agents. They react with oxoacids and carboxylic acids to form esters plus water. Oxidizing agents convert them to aldehydes or ketones. Alcohols exhibit both weak acid and weak base behavior. They may initiate the polymerization of isocyanates and epoxides. Ketones are reactive with many acids and bases liberating heat and flammable gases (e.g., H2). The amount of heat may be sufficient to start a fire in the unreacted portion of the ketone. Ketones react with reducing agents such as hydrides, alkali metals, and nitrides to produce flammable gas (H2) and heat. Ketones are incompatible with isocyanates, aldehydes, cyanides, peroxides, and anhydrides. They react violently with aldehydes, HNO3, HNO3 + H2O2, and HClO4. |
用途
用途
紫外線吸収剤、有機合成原料。
一般的な説明
Dioxybenzone, also known as benzophenone-8, is an organic compound and a derivative of benzophenone used commercially in sunscreens. It absorbed UV-B and UV-AII rays. Dioxybenzone is an approved sunscreen ingredient in concentrations up to 3%.
製法・合成法
製造方法
preparation by condensation of salicylic acid and m-methoxyphenol.