安息香酸フェニル
安息香酸フェニル · フェニル=ベンゾアート · フェニルベンゾエ-ト · フェニルベンゾエート · フェニルベンゾエート, 99% · phenolben · Henyl Benzoate · phenol,benzoate
識別子と物理属性
| CAS No. | 93-99-2 |
|---|---|
| 分子式 | C13H10O2 |
| 平均分子量 | 198.22 g/mol |
| 単同位体質量 | 198.06807956 g/mol |
| SMILES | O=C(Oc1ccccc1)c1ccccc1 |
| InChIKey | FCJSHPDYVMKCHI-UHFFFAOYSA-N |
| PubChem CID | 7169 |
| ChEMBL | CHEMBL1885870 |
| ChEBI | CHEBI:86919 |
| EC No. | 202-293-2 |
| DTXSID | DTXSID0048210 |
| 現地名 | 安息香酸フェニル |
化学・物理的性質
| XLogP | 3.6 |
|---|---|
| 極性表面積 | 26.3 |
| 水素結合供与体数 | 0 |
| 水素結合受容体数 | 2 |
| 回転可能結合数 | 3 |
| 重原子数 | 15 |
| 形式電荷 | 0 |
| 複雑度 | 201 |
| 物質分類 | Other Classes -> Esters, Other |
| 化粧品 | Preservative |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| 香料 | Fragrance substance (Phenyl benzoate) -> IFRA amendment 43 |
| 農薬 | Biocide |
| LogP（分配係数） | 3.5 |
| Physical Description | Solid with an odor of geraniums[Merck Index] Crystalline powder[Alfa Aesar MSDS] |
| 融点 | 68-70 °C (lit.) |
| 沸点 | 298-299 °C (lit.) |
| 密度 | 1.235 |
| 屈折率 | 1.5954 (estimate) |
| 引火点 | 298-299°C |
| 貯蔵条件 | Store below +30°C. |
| 溶解度 | アルコール: 溶けやすい (ホット)エタノール、エチルエーテル、クロロホルムに可溶。水に不溶。 |
| 外観・状態 | 微結晶性粉末 |
| 色 | 白い |
| 臭い | ゼラニウム臭 |
| Merck | 14,7275 |
| BRN | 1566346 |
| 安定性 | 安定。強酸化剤、強酸、強塩基とは相容れない。 |
| 化粧品成分の機能 | 防腐剤香料 |
| InChI | 1S/C13H10O2/c14-13(11-7-3-1-4-8-11)15-12-9-5-2-6-10-12/h1-10H |
| InChIKey | FCJSHPDYVMKCHI-UHFFFAOYSA-N |
| SMILES | O=C(Oc1ccccc1)c2ccccc2 |
| LogP（分配係数） | 3.590 |
| CAS データベース | 93-99-2(CAS DataBase Reference) |
| NISTの化学物質情報 | Benzoic acid, phenyl ester(93-99-2) |
| EPAの化学物質情報 | Benzoic acid, phenyl ester (93-99-2) |
化学的特性
white crystalline powder
安全性と法規制
| GHS 分類 | WarningH302 (92%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P270, P272, P280, P301+P317, P302+P352, P321, P330, P332+P317, P333+P317, P362+P364, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 137 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.H302: Harmful if swallowed [Warning Acute toxicity, oral] |
|---|---|
| 規制情報 | Chemical: Benzoic acid, phenyl esterBenzoic acid, phenyl ester: Does not have an individual approval but may be used under an appropriate group standard |
| その他の安全情報 | IMAP assessments - Benzoic acid, phenyl ester: Environment tier I assessment |
| 有害性の概要 | An irritantToxic by ingestion[Alfa Aesar MSDS] See Phenyl salicylate. See Benzyl benzoate. |
| Hazard Classes and Categories | Acute Tox. 4 (92%)Acute toxicity - category 4 |
| 水環境危害等級（WGK） | 3 |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | DH6299500 |
| 毒性 | LD50 orl-mus: 1225 mg/kg YKKZAJ 89,1179,69 |
| 税関コード | 29163100 |
| 危険文句（R） | 22-38 |
| 化審法 | (3)-1355 |
| 危険表示 | Xn |
| 安全措置（S） | 22-24/25 |
| 危険等級 | Acute Tox. 4 OralSkin Irrit. 2 |
| 貯蔵分類 | 11 - Combustible Solids |
用途
使用
Phenyl Benzoate is a key reagent in the synthesis of soluble polyimides using dianhydride/diamine derivatives.
一般的な説明
Phenyl benzoate is a phenyl ester of benzoic acid. Crystal structure of phenyl benzoate has been determined from 844 microdensitometer-measured intensities. All bond lengths and angles were reported to be normal. Phenyl benzoate undergoes Fries rearrangement catalyzed by heteropoly acids to yield the acylated phenols and esters.
製法・合成法
製造方法
A glass tube was charged with benzoic anhydride (1.13 g, 5.00 mmol), diphenyl carbonate (1.07 g, 5.00 mmol), and either Ti(OBu)4 (0.020 g, 0.059 mmol) or Sn(OMe)2Bu2 (0.017 g, 0.059 mmol) as catalyst. The reaction mixture was heated at 300 ℃ for 30 min. After cooling to room temperature, the crude product obtained was dissolved in dichloromethane (10 mL) and the solution was filtered. The solvent was evaporated and the product obtained after column chromatography (silica gel; CH2Cl2/cyclohexane, 4:1) was recrystallized from petroleum ether; yield 95%.
純化方法
Crystallise the ester from EtOH using ca twice the volume needed for complete dissolution at 69o. [Beilstein 9 IV 303.]