n-オクタン酸
n-オクタン酸 · オクタン酸 · 2-ヘキシル酢酸 · カプリル酸 · オクチル酸 · n-カプリル酸 · n-オクチル酸 · N‐オクタン酸
識別子と物理属性
| CAS No. | 124-07-2 |
|---|---|
| 分子式 | C8H16O2 |
| 平均分子量 | 144.21 g/mol |
| 単同位体質量 | 144.11502975 g/mol |
| SMILES | CCCCCCCC(=O)O |
| InChIKey | WWZKQHOCKIZLMA-UHFFFAOYSA-N |
| PubChem CID | 379 |
| ChEMBL | CHEMBL324846 |
| ChEBI | CHEBI:28837 |
| EC No. | 204-677-5 |
| DTXSID | DTXSID3021645 |
| 現地名 | n-オクタン酸 |
化学・物理的性質
| XLogP | 3 |
|---|---|
| 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 | 6 |
| 重原子数 | 10 |
| 形式電荷 | 0 |
| 複雑度 | 89.3 |
| 物質分類 | Other Classes -> Organic Acids |
| 医薬品 | Pharmaceuticals -> Listed in ZINC15 |
| 脂質 | Fatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Straight chain fatty acids [FA0101] |
| 化粧品 | Cosmetic ingredients (Caprylic Acid) -> CIR (Cosmetic Ingredient Review)Emulsifying |
| SpringerMaterials Properties | Boiling point |
| 香料 | Fragrance Ingredient (Octanoic acid) -> IFRA transparency List |
| 農薬 | Agrochemicals -> Pesticide active substancesActive substance -> EU Pesticides database: ApprovedEnvironmental transformation -> Pesticide transformation products (metabolite, successor) |
| LogP（分配係数） | log Kow = 3.05 |
| 臭い | FAINT, FRUITY-ACID ODORUNPLEASANT AND IRRITATING ODORSlight odor不快な臭い |
| 味 | Slightly sour tasteSlightly unpleasant rancid taste |
| 食品添加物 | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| 密度 | 0.91 (USCG, 1999) - Less dense than waterwill float0.910 at 20 °C/4 °C0.91 @ 20°C0.91 g/mL at 25 °C(lit.) |
| 融点 | 16 °C |
| 沸点 | 237 °C(lit.) |
| 蒸気密度 | 5 (vs air) |
| 蒸気圧 | 1 mm Hg ( 78 °C) |
| 屈折率 | n20/D 1.428(lit.) |
| FEMA | 2799 | OCTANOIC ACID |
| 引火点 | >230 °F |
| 貯蔵条件 | 20-25°C |
| 溶解度 | 0.68g/リットル0.68g/L（20℃） |
| pKa（酸解離定数） | 4.89(at 25℃) |
| 外観・状態 | 液体 |
| 比重 | 0.910 (20/4℃) |
| 色 | 無色透明～黄色 |
| pH | 3.97(1 mM solution)3.45(10 mM solution)2.95(100 mM solution) |
| においのタイプ | 脂肪の多い |
| 由来生物 | synthetic |
| 爆発限界 | 1%(V) |
| 比熱容量 | Cp(liquid): 2.07 J/(g·K), at 25℃ |
| JECFA Number | 99 |
| Merck | 14,1765 |
| BRN | 1747180 |
| ヘンリー定数 | 1.1×101 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) |
| 誘電率 | 3.2(18℃) |
| 安定性 | 安定。塩基、還元剤、酸化剤と相容れない。可燃性。 |
| 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 | 界面活性剤 - 乳化剤香料クレンジング香料界面活性剤 - 洗浄 |
| InChI | 1S/C8H16O2/c1-2-3-4-5-6-7-8(9)10/h2-7H2,1H3,(H,9,10) |
| InChIKey | WWZKQHOCKIZLMA-UHFFFAOYSA-N |
| SMILES | CCCCCCCC(O)=O |
| LogP（分配係数） | 3.05 at 20℃ |
| CAS データベース | 124-07-2(CAS DataBase Reference) |
| NISTの化学物質情報 | Octanoic acid(124-07-2) |
| EPAの化学物質情報 | Octanoic acid (124-07-2) |
化学的特性
オクタン酸またはカプリル酸は魅力的な化学化合物で化学式はC8H16O2ですこの有機化合物は中鎖脂肪酸MCTの一種であり天然に存在する脂肪酸の一つですオクタン酸は特にココナッツオイルやパーム核油に豊富に含まれていますが乳製品などの他の天然食品にも見られます
化学的特性
Octanoic acid has a mildly unpleasant odor and a burning, rancid taste. It is also reported as having a faint, fruity–acid odor and slightly sour taste. As an eight-carbon compound, it is among the fatty acids considered to be of short or medium chain length.
安全性と法規制
| GHS 分類 | DangerH314: Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]P260, P264, P273, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501 (click each P-code to see the statement)This chemical does not meet GHS hazard criteria for 2.4% (71 of 2978) of reports.H302 (10.6%): Harmful if swallowed [Warning Acute toxicity, oral] |
|---|---|
| 規制情報 | Chemical: Octanoic acidOctanoic acid is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Octanoic acid 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)2008/127, Reg. (EU) 2017/195, Reg. (EU) 2020/1160, Reg. (EU) 2023/1446, Reg. (EU) 2024/1280, Reg. (EU) 2024/2221, Reg. (EU) No 540/2011Status: Active Update: 05-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15370Octanoic acid: 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 - Octanoic acid: Environment tier I assessment |
| 輸送ラベル（DOT） | Corrosive |
| 火災危険 | This chemical is combustible. (NTP, 1992) |
| 火災の可能性 | Combustible |
| 健康有害性 | Harmful if swallowed, inhaled, or absorbed through skin. Material is extremely destructive to tissues of mucous membrane, and upper respiratory tract, eyes and skin. Symptoms of exposure may include burning sensation, coughing, wheezing, laryngitis, shortness or breath, headache, nausea and vomiting. (USCG, 1999) |
| 有害性の概要 | Category of C7-C9 aliphatic aldehydes and carboxylic acids: Members and supporting chemicals demonstrate low acute toxicity by oral, dermal, and inhalation exposurestoxicity in repeated-dose studies only at relatively high levelsno evidence of reproductive toxicity, developmental toxicity, or mutagenicity[EPA ChAMP: Hazard Characterization] Corrosive to skin[Quick CPC] A skin, eye, and mucous membrane irritant[HSDB] An irritant[MSDSonline] |
用途
解説
C8H16O2(144.21)．CH3(CH2)6COOH．オクタン酸は，カプリル酸ともいう．グリセリドとしてバター脂ややし油などの油脂類のなかに含まれている．1-オクタノールを酸化するか，ヘキシルマロン酸を分解すると得られる．無色の葉状結晶．不快臭をもつ．融点16 ℃，沸点237 ℃，124 ℃(13.3 kPa)．d420"0.910．nD20"1.4285．水に難溶，種々の有機溶剤に可溶．香料や色素の原料として用いられる．森北出版「化学辞典（第2版）
用途
香料原料、染料
天然物の起源
It is found naturally in the milk of various mammals, and it is a minor constituent of coconut oil and palm kernel oil. Octanoic acid has also been identified in trace amounts in beer, brandy distillate, the essential oil of fermented Russian black tea leaves and raw soybeans.
使用
Octanoic acid is a flavoring agent considered to be a short or medium chain fatty acid. It occurs normally in various foods and is commercially prepared by oxidation of n-octanol or by fermentation and fractional distillation of the volatile fatty acids present. It is used in maximum levels, as served, of 0.13% for baked goods; 0.04% for cheeses; 0.005% for fats and oils, frozen dairy desserts, gelatins and puddings, meat products, and soft candy; 0.016% for snack foods; and 0.001% or less for all other food categories.
使用
Octanoic acid (Caprylic acid) is an oily liquid with a slightly unpleasant rancid taste and used commercially in the production of esters used in perfumery and also in the manufacture of dyes. Octanoic acid is also a tremor-suppressing agent.
一般的な説明
Octanoic acid appears as a colorless to light yellow liquid with a mild odor. Burns, but may be difficult to ignite. Corrosive to metals and tissue.
製法・合成法
製造方法
Octanoic acid is produced by fermentation and fractional distillation of the volatile fatty acids present in coconut oil.