ヘプタン酸
ヘプタン酸 · オエナンチル酸 · n-ヘプト酸 · エナンチル酸 · エナント酸 · ヘプチル酸 · オエナント酸 · アミル酢酸
識別子と物理属性
| CAS No. | 111-14-8 |
|---|---|
| 分子式 | C7H14O2 |
| 平均分子量 | 130.18 g/mol |
| 単同位体質量 | 130.09937969 g/mol |
| SMILES | CCCCCCC(=O)O |
| InChIKey | MNWFXJYAOYHMED-UHFFFAOYSA-N |
| PubChem CID | 8094 |
| ChEBI | CHEBI:45571 |
| EC No. | 203-838-7 |
| DTXSID | DTXSID2021600 |
| 現地名 | ヘプタン酸 |
化学・物理的性質
| XLogP | 2.5 |
|---|---|
| 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 | 5 |
| 重原子数 | 9 |
| 形式電荷 | 0 |
| 複雑度 | 79 |
| 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] |
| SpringerMaterials Properties | Boiling point |
| 香料 | Fragrance Ingredient (Heptanoic acid) -> IFRA transparency List |
| LogP（分配係数） | log Kow = 2.422.42 (estimated) |
| 臭い | Disagreeable, rancid odorfaint tallow-like odor when spectroscopically pure.プロピレングリコール中1.00%。悪臭を放つ酸っぱいチーズのような汗 |
| 食品添加物 | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| 密度 | 0.92 at 68 °F (USCG, 1999) - Less dense than waterwill float0.9181 at 20 °C/4 °CRelative density (water = 1): 0.90.915-0.920 (20 °C/20 °C)0.918 @25 °C0.918 g/mL at 25 °C (lit.) |
| 香味料 | EU Flavoring substances |
| Viscosity | 3.40 cP at 30 °C0.82 cP at 120 °C4.8 mm²/s at 20 °C |
| Color/Form | CLEAR OILY LIQUID |
| 融点 | -10.5 °C (lit.) |
| 沸点 | 223 °C (lit.) |
| 蒸気密度 | 4.5 (vs air) |
| 蒸気圧 | <0.1 mm Hg ( 20 °C) |
| 屈折率 | n20/D 1.4221(lit.) |
| FEMA | 3348 | HEPTANOIC ACID |
| 引火点 | >230 °F |
| 貯蔵条件 | Store below +30°C. |
| 溶解度 | 水: 可溶0.2419 g/100ml at 15°C0.24g/100mL(15℃) |
| 外観・状態 | 粉 |
| pKa（酸解離定数） | 4.89(at 25℃) |
| 色 | ホワイトからオフホワイト |
| においのタイプ | 俗っぽいです |
| 由来生物 | synthetic |
| 爆発限界 | 10.1% |
| 比熱容量 | Cp(liquid): 2.04 J/(g·K), at 25℃ |
| JECFA Number | 96 |
| Merck | 14,4660 |
| BRN | 1744723 |
| ヘンリー定数 | 1.5×101 mol/(m3Pa) at 25℃, Kim and Kim (2016) |
| 誘電率 | 2.5(22℃) |
| 安定性 | 安定。強力な酸化剤、塩基、還元剤とは相容れない。可燃性。光から保護します。 |
| 化粧品成分の機能 | 香料 |
| InChI | 1S/C7H14O2/c1-2-3-4-5-6-7(8)9/h2-6H2,1H3,(H,8,9) |
| InChIKey | MNWFXJYAOYHMED-UHFFFAOYSA-N |
| SMILES | CCCCCCC(O)=O |
| LogP（分配係数） | 2.54 at 20℃ |
| CAS データベース | 111-14-8(CAS DataBase Reference) |
| NISTの化学物質情報 | Heptanoic acid(111-14-8) |
| EPAの化学物質情報 | Heptanoic acid (111-14-8) |
化学的特性
ヘプタン酸英Heptanoicacidまたはエノン酸とも呼ばれるは無色で油性の有機化合物です化学式はC7H14O2で表され脂肪族カルボン酸の一種に分類されますこの物質は天然に存在することもあり一部の植物や動物の油脂成分として見られます
化学的特性
Heptanoic acid has a disagreeable rancid odor. The spectroscopically pure acid exhibits a faint tallow-like odor. Heptanoic acid may be prepared by oxidation of heptaldehyde with potassium permanganate in diluted sulfuric acid.
安全性と法規制
| GHS 分類 | DangerH314: Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]P260, P264, 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)H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]P260, P261, P264, P264+P265, P271, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P319, P321, P363, P403+P233, P405, and P501 (click each P-code to see the statement) |
|---|---|
| 規制情報 | Chemical: Heptanoic acidHeptanoic acid is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Heptanoic 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)Status: Active Update: 14-11-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/15829Heptanoic acid: Does not have an individual approval but may be used under an appropriate group standard |
| 輸送ラベル（DOT） | Corrosive |
| 火災危険 | This chemical is probably combustible. (NTP, 1992) |
| 火災の可能性 | Combustible |
| 健康有害性 | Harmful if swallowed, inhaled, or absorbed through skin. Extremely destructive to mucous membranes, upper respiratory tract, skin, and eyes. Inhalation may be fatal as a result of spasm, inflammation and edema of the larynx and bronchi, chemical pneumonitis, and pulmonary edema. Symptoms of exposure may include burning sensation, coughing, wheezing, laryngitis, shortness of 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] A corrosive substance that can cause injury to the skin, eyes, and respiratory tractInhalation may cause pulmonary edema[ICSC] Emergency treatment: Irritants |
用途
解説
ヘプタン酸，透明の液体．融点－9.4 ℃，沸点223 ℃，115～116 ℃(1.5 kPa)．d2020 0.919．n20D 1.4216．水，有機溶媒に可溶．エステルは香料やアルキド樹脂原料，アミドはゴム添加剤，コンクリート防食助剤として用いられる．森北出版「化学辞典（第2版）
用途
エステル化によるアルキッド樹脂、金属セッケン、そのアミドはゴム添加剤、コンクリート防食助剤、潤滑油原料
用途
有機合成原料。
説明
Heptanoic acid, also called enanthic acid, is an organic compound composed of a seven - carbon chain terminating in a carboxylic acid. It is an oily liquid with an unpleasant, rancid odor. It contributes to the odor of some rancid oils. It is slightly soluble in water, but very soluble in ethanol and ether.
天然物の起源
Reported as occurring naturally in calamus, hops, Acacia dealbata, and Japanese peppermint and violet leaves; its presence in rancid oils has been observed Also reported found in passion fruit, mandarin orange peel oil, guava, apple, banana, grapes, papaya, raspberry, strawberry, kiwi, baked potato, sauerkraut, tomato, breads, cheeses, butter, milk, fsh, fsh oil, meats, chicken fat, pork fat, hop oil, beer, cognac, brandy, rum, grape wines, sherry, whiskies, sake, peated malt, cocoa, coffee, tea, soy protein, peanuts, pecans, coconut, beans, mushroom, fenugreek, mango, fgs, licorice, corn oil, shrimps, scallops and other sources
使用
There are two major uses for heptanoic acid. One is in vinyl plasticizers that are used primarily in the automotive market.This market is expected to grow 3 to 4% per year with GNP.The second is in synthetic lubricants, where heptanoic acid is used in polyol esters.The market for polyol esters is primarily for use in commercial and military jet turbine lubricants.There is a small market for these esters in the automotive lubricant area, but there has been limited acceptance of these products by automakers and the public.The growth of the polyol ester market is expected to track GNP, unless automakers change to support synthetics or unless there is an elevation of military activity. The use of heptanoic acid in high-water metalworking fluids has grown in excess of 20% over the last several years.The amount of acid used in these products is small; therefore, a dramatic change from the traditional oil-based fluids would be required before there would be significant market impact.
一般的な説明
A colorless liquid with a pungent odor. Less dense than water and poorly soluble in water. Hence floats on water. Very corrosive. Contact may likely burn skin, eyes, and mucous membranes. May be toxic by ingestion, inhalation and skin absorption. Flash point near 200°F.
製法・合成法
製造方法
By oxidation of heptaldehyde with potassium permanganate in diluted sulfuric acid.
調製方法
The methyl ester of ricinoleic acid, obtained from castor bean oil is the main commercial precursor to heptanoic acid. It is hydrolyzed to the methyl ester of [[undecenoic acid]] and heptanal, which is then air oxidized to the carboxylic acid. Approximately 20,000 tons were consumed in Europe and US in 1980. Ricinoleic acid is the main precursor to heptanoic acid. Heptanoic acid is used in the preparation of esters, such as ethyl heptanoate, which are used in fragrances and as artificial flavors. Heptanoic acid is used to esterify steroids in the preparation of drugs such as as testosterone enanthate, trenbolone enanthate, drostanolone enanthate and methenolone enanthate (Primobolan). It is also one of many additives in cigarettes.