p-アニス酸
p-アニス酸 · アニス酸 · 4-メトキシ安息香酸 · p-メトキシ安息香酸 · ドラコン酸 · pアニス酸 · アニス酸(p-〃) · メトキシ安息香酸
識別子と物理属性
| CAS No. | 100-09-4 |
|---|---|
| 分子式 | C8H8O3 |
| 平均分子量 | 152.15 g/mol |
| 単同位体質量 | 152.04734412 g/mol |
| SMILES | COc1ccc(C(=O)O)cc1 |
| InChIKey | ZEYHEAKUIGZSGI-UHFFFAOYSA-N |
| PubChem CID | 7478 |
| ChEMBL | CHEMBL21932 |
| ChEBI | CHEBI:40813 |
| EC No. | 202-818-5 |
| DTXSID | DTXSID4059205 |
| 現地名 | p-アニス酸 |
化学・物理的性質
| XLogP | 2 |
|---|---|
| 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 | 2 |
| 重原子数 | 11 |
| 形式電荷 | 0 |
| 複雑度 | 136 |
| 物質分類 | Other Classes -> Benzoic Acid Derivatives |
| 医薬品 | Pharmaceuticals -> Listed in ZINC15 |
| 化粧品 | Masking |
| SpringerMaterials Properties | Boiling point |
| LogP（分配係数） | 1.96 |
| 食品添加物 | FLAVOR ENHANCER, FLAVORING AGENT OR ADJUVANT -> FDA Substance added to foodFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| 香味料 | EU Flavoring substances |
| 溶解度 | 0.53 mg/mL at 37 °Csoluble in boiling water, organic solventsfreely soluble (in ethanol)H2O：ソリュブル2500部20℃の水に0.3g/Lで溶けます。アルコール、酢酸エチル、エーテルに可溶。 |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| 沸点 | 275-280 °C275 °C |
| 融点 | 185 °C182-185 °C(lit.) |
| 蒸気圧 | 0.0015 [mmHg]0.001Pa at 25℃ |
| 密度 | 1.385 |
| 屈折率 | 1.571-1.576 |
| FEMA | 3945 | 4-METHOXYBENZOIC ACID |
| 引火点 | 185 °C |
| 貯蔵条件 | Store below +30°C. |
| 外観・状態 | 粉 |
| pKa（酸解離定数） | 4.50(at 25℃) |
| 色 | 白～ややグレーベージュ |
| pH | 3-4 (0.3g/l, H2O, 20℃) |
| 臭い | ジプロピレングリコール中10.00%。かすかな腐敗臭。 |
| においのタイプ | 動物 |
| 由来生物 | synthetic |
| Merck | 14,666 |
| JECFA Number | 883 |
| BRN | 508910 |
| ヘンリー定数 | 1.8×103 mol/(m3Pa) at 25℃, Abraham and Jr. (2019) |
| 安定性 | 安定。強力な酸化剤とは相容れない。 |
| 主な用途 | 食品および飲料医薬品 |
| 化粧品成分の機能 | 香料 |
| InChI | 1S/C8H8O3/c1-11-7-4-2-6(3-5-7)8(9)10/h2-5H,1H3,(H,9,10) |
| InChIKey | ZEYHEAKUIGZSGI-UHFFFAOYSA-N |
| SMILES | COc1ccc(cc1)C(O)=O |
| LogP（分配係数） | 1.96 |
| CAS データベース | 100-09-4(CAS DataBase Reference) |
| NISTの化学物質情報 | Benzoic acid, 4-methoxy-(100-09-4) |
| EPAの化学物質情報 | Benzoic acid, 4-methoxy- (100-09-4) |
化学的特性
It appears as a colorless needle crystal at room temperature. It is soluble in ethanol, ether, and chloroform, and only slightly soluble in hot water. It remains insoluble in cold water. It is used as an intermediate for aniracetam, as well as a preservative and fragrance.
安全性と法規制
| GHS 分類 | This chemical does not meet GHS hazard criteria for 57% (172 of 302) of all reports.WarningH302 (38.4%): 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 302 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | Chemical: Benzoic acid, 4-methoxy-Chemical: Benzoic acid, methoxy-Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Status: Active Update: 28-01-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/24279Benzoic acid, 4-methoxy-: 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 not considered for in depth evaluation - Not commercially active in AustraliaIMAP assessments - Benzoic acid, 4-methoxy-: Environment tier I assessment |
| 有害性の概要 | Safe when used as a flavoring agent in food[JECFA] A skin and strong eye irritantHarmful by ingestion[Sigma-Aldrich MSDS] |
| Hazard Classes and Categories | Acute Tox. 4 (38.4%) |
| 水環境危害等級（WGK） | 1 |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | BZ4395000 |
| 毒性 | LD50 orally in Rabbit: > 5000 mg/kg |
| 税関コード | 29189090 |
| 危険文句（R） | 36/37/38-22 |
| 化審法 | (3)-1659 |
| 危険表示 | Xi,Xn |
| hazard_note | Irritant |
用途
解説
p-アニス酸，アニスサン．ういきょう油のなかに存在するが，p-メトキシトルエンの接触酸化やp-ヒドロキシ安息香酸のメチル化で合成できる．結晶．融点184 ℃，沸点275～280 ℃．熱水に可溶．香料の調合に保留剤として用いられる．
用途
1) 保留剤として香料の調合 2) セッケンのアルカリ中和剤として用いる。
説明
P-Anisic acid, also known as 4-Methoxybenzoic acid or draconic acid, is an organic acid that has a sweet flavor. It is one of the isomers of anisic acid, including m-anisic acid and o-anisic acid. The term "anisic acid" often refers to this form specifically. P-anisic acid is produced through the oxidation of p-cresyl-methyl ether.
使用
4-Methoxybenzoic acid (p-Anisic acid) is used in oxidation and reduction of cytochrome c in solution through different self-assembled monolayers on gold electrodes using cyclic voltammetry. p-Anisic acid has antiseptic properties. It is also used as an intermediate in the preparation of more complex organic compounds.
一般的な説明
4-Methoxybenzoic acid is the sole source of carbon and energy for growth in the cultures of Nocardia sp. DSM 1069. It is effective in clearing congestion in the lungs and the respiratory tracts in conditions like asthma or bronchitis.
製法・合成法
製造方法
To obtain 4-Methoxybenzoic acid, the mole ratio of cobalt and manganese is modified and p-methoxy toluene is reacted with oxygen or an oxygen-containing gas in the presence of acetic acid. The following is the experimental procedure:1. Using n-hexyl bromide, tri (n-hexyl) amine, para-methoxy toluene with cobalt chloride hexahydrate in about 9h;2. By a catalytic oxidation process using p-methoxy toluene and propionic acid over a catalyst comprising of CoBr2.6H2O and MnBr2.4H2O with a reaction time of 20h;3. Through changing the mole ratio of cobalt and manganese, using p-methoxy toluene with oxygen or oxygen containing gas in the presence of acetic acid to obtain the product.
純化方法
Crystallise p-anisic acid from EtOH, water, EtOH/water or toluene. The S-benzylisothiuronium salt has m 189o (from EtOH). [Beilstein 10 II 91, 10 III 280, 10 IV 346.]