4-ヒドロキシベンズアルデヒド
4-ヒドロキシベンズアルデヒド · p-ヒドロキシベンズアルデヒド · 4-ヒドロキシベンゼンカルボアルデヒド · 4-ホルミルフェノール · p-ホルミルフェノール · 4-ヒトロキシベンズアルデヒド · pヒドロキシベンズアルデヒド · P‐ヒドロキシベンズアルデヒド
識別子と物理属性
| CAS No. | 123-08-0 |
|---|---|
| 分子式 | C7H6O2 |
| 平均分子量 | 122.12 g/mol |
| 単同位体質量 | 122.03677943 g/mol |
| SMILES | O=Cc1ccc(O)cc1 |
| InChIKey | RGHHSNMVTDWUBI-UHFFFAOYSA-N |
| PubChem CID | 126 |
| ChEMBL | CHEMBL14193 |
| ChEBI | CHEBI:17597 |
| EC No. | 204-599-1 |
| DTXSID | DTXSID8059552 |
| 現地名 | 4-ヒドロキシベンズアルデヒド |
化学・物理的性質
| XLogP | 1.4 |
|---|---|
| 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 | 9 |
| 形式電荷 | 0 |
| 複雑度 | 93 |
| LogP（分配係数） | 1.35 |
| LogS | -0.96 |
| 溶解度 | 84508.45 mg/mL at 25 °Cslightly soluble in watersoluble in organic solventsfreely soluble (in ethanol)13.8g/リットル13g/L（30℃） |
| 沸点 | 310310.00 to 311.00 °C. @ 760.00 mm Hg191°C 50mm |
| 融点 | 117117 °C112-116 °C (lit.) |
| Physical Description | Dry PowderSolidSublimes at atmospheric pressure without decomposition[Merck Index] Light brown crystalline solid[Aldrich MSDS]Beige powdervanillic/nutty odour |
| Ionization Efficiency | Positive1.132.7Agilent XCTElectrospray ionizationformic acid (5.3nM) |
| Dissociation Constants | 7.61 (at 25 °C) |
| Kovats Retention Index | 131113171308131813241318.61320.8130213231313.52958 |
| Collision Cross Section | 122.34 Ų [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]118.2 Ų [M-H]- [CCS Type: DTMethod: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]121.6 Ų [M-H]- |
| 密度 | 1,129 g/cm3 |
| 蒸気圧 | 0.004Pa at 25℃ |
| 屈折率 | 1.5105 (estimate) |
| FEMA | 3984 | 4-HYDROXYBENZALDEHYDE |
| 引火点 | 174°C |
| 貯蔵条件 | Store below +30°C. |
| 外観・状態 | 結晶性粉末 |
| pKa（酸解離定数） | 7.61(at 25℃) |
| 色 | ライトイエロー～ライトブラウン |
| 臭い | 100.00%で。スイートナッツ アーモンド バルサム ウッディ |
| においのタイプ | 木質の |
| 由来生物 | synthetic |
| Merck | 14,4811 |
| JECFA Number | 956 |
| BRN | 471352 |
| ヘンリー定数 | 1.9×104 mol/(m3Pa) at 25℃, Parsons et al. (1971) |
| 安定性 | 吸湿性 |
| 主な用途 | 洗浄剤化粧品フレーバーそして香料食品および飲料パーソナルケア |
| 化粧品成分の機能 | 香料香料 |
| InChI | 1S/C7H6O2/c8-5-6-1-3-7(9)4-2-6/h1-5,9H |
| InChIKey | RGHHSNMVTDWUBI-UHFFFAOYSA-N |
| SMILES | [H]C(=O)c1ccc(O)cc1 |
| LogP（分配係数） | 1.3 at 23℃ |
| CAS データベース | 123-08-0(CAS DataBase Reference) |
| NISTの化学物質情報 | Benzaldehyde, 4-hydroxy-(123-08-0) |
| EPAの化学物質情報 | p-Hydroxybenzaldehyde (123-08-0) |
化学的特性
4-Hydroxybenzaldehyde is a yellow to light brown crystalline powder that has a very faint, sweet-woody-balsamic odor and a sweet taste with little or no other flavor impression. The odor is also reported as vanillic/nutty.
安全性と法規制
| GHS 分類 | Not ClassifiedReported as not meeting GHS hazard criteria by 1430 of 1647 companiesAggregated GHS information provided per 1647 reports by companies from 13 notifications to the ECHA C&L Inventory.Reported as not meeting GHS hazard criteria per 1430 of 1647 reports by companies.There are 12 notifications provided by 217 of 1647 reports by companies with hazard statement code(s).Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| 規制情報 | Chemical: Benzaldehyde, 4-hydroxy-Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Benzaldehyde, 4-hydroxy- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzaldehyde, 4-hydroxy- 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: 23-10-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/26915Status: Active Update: 13-09-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/187404-Hydroxybenzaldehyde: Does not have an individual approval but may be used under an appropriate group standard |
| その他の安全情報 | Evaluation - Chemicals that are unlikely to require further regulation to manage risks to environment |
| 有害性の概要 | Safe when used as a flavoring agent in food[JECFA] A skin and strong eye irritant[Aldrich MSDS] |
| Hazard Classes and Categories | Not Classified |
| 水環境危害等級（WGK） | 2 |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | CU6475000 |
| 毒性 | LD50 orally in Rabbit: 2250 mg/kg |
| 税関コード | 29124900 |
| 危険文句（R） | 36/37/38-R36/37/38 |
| 化審法 | (3)-1183, (3)-2660 |
| 危険表示 | Xi |
| hazard_note | Irritant/Air Sensitive |
| 安全措置（S） | 26-36-24/25-37/39-S24/25 |
| 自然発火温度 | 450 °C |
| 危険等級 | Eye Dam. 1STOT SE 3 |
| 貯蔵分類 | 11 - Combustible Solids |
用途
用途
有機合成原料、香料材料。
天然物の起源
It is found as a volatile in several food products, including cherries, grapes, papayas, tomatoes, cheese, beer, rum, brandy, wine, tea and peanuts. Occurs in the form of esters in several plants, notably in wintergreen leaves and the bark of sweet birch.
使用
4-Hydroxybenzaldehyde maintains bactericidal activity when tested against certain bacteria strains. It also displays antioxidant potential when analyzed through assay. It is widely used starting material for polymers and pharmaceuticals.
一般的な説明
4-hydroxybenzaldehyde occurs naturally in vanilla beans and is one of the keys contributors to the vanilla flavor.
製法・合成法
製造方法
p-Hydroxybenzaldehyde is prepared by heating sodium phenolate with carbon dioxide under pressure.
純化方法
Crystallise it from water (containing some H2SO4). Dry it over P2O5 under vacuum. [Beilstein 8 H 64, 8 IV 251.]