헵틸릭 산
헵탄산 · 헵틸릭산 · N-HEPTANOIC ACID · C7 · ENANTHIC ACID · OENANTHIC ACID · heptanoic · FEMA 3348
식별자 및 물리적 특성
| CAS No. | 111-14-8 |
|---|---|
| 분자식 | C7H14O2 |
| 평균 분자량 | 130.18 g/mol |
| 단동위원소 질량 | 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 |
| 현지명 | 헵틸릭 산 |
화학 및 물리적 성질
| XLogP | 2.5 |
|---|---|
| 극성 표면적 | 37.3 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 5 |
| 무거운 원자 수 | 9 |
| 형식 전하 | 0 |
| 복잡도 | 79 |
| 물질 분류 | Other Classes -> Organic Acids |
| 의약품 | Pharmaceuticals -> Listed in ZINC15 |
| 지질 | Fatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Straight chain fatty acids [FA0101] |
| SpringerMaterials Properties | Boiling point |
| 향료 | Fragrance Ingredient (Heptanoic acid) -> IFRA transparency List |
| LogP(분배 계수) | log Kow = 2.422.42 (estimated) |
| 냄새 | Disagreeable, rancid odorfaint tallow-like odor when spectroscopically pure.프로필렌 글리콜 중 1.00%. 썩은 신맛이 나는 치즈 땀 |
| 식품 첨가물 | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| 밀도 | 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.) |
| 향미제 | 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 |
| 녹는점 | -10.5 °C (lit.) |
| 끓는 점 | 223 °C (lit.) |
| 증기 밀도 | 4.5 (vs air) |
| 증기압 | <0.1 mm Hg ( 20 °C) |
| 굴절률 | n20/D 1.4221(lit.) |
| FEMA | 3348 | HEPTANOIC ACID |
| 인화점 | >230 °F |
| 저장 조건 | Store below +30°C. |
| 용해도 | 물: 15°C에서 용해성0.2419g/100ml |
| 물리적 상태 | 가루 |
| pKa(산도 계수) | 4.89(at 25℃) |
| 색상 | 흰색에서 황백색까지 |
| 향취 유형 | 치즈맛이 나는 |
| 생물학적 소스 | synthetic |
| 폭발한계 | 10.1% |
| 용해도 | 0.24g/100mL(15℃) |
| 비열 | Cp(liquid): 2.04 J/(g·K), at 25℃ |
| JECFA Number | 96 |
| Merck | 14,4660 |
| BRN | 1744723 |
| 헨리 상수 | 1.5×101 mol/(m3Pa) at 25℃, Kim and Kim (2016) |
| 유전율 | 2.5(22℃) |
| 안정성 | 안정적인. 강한 산화제, 염기, 환원제와 호환되지 않습니다. 타기 쉬운. 빛으로부터 보호하십시오. |
| 화장품 원료 기능 | 향수 |
| 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(분배 계수) | 2.54 at 20℃ |
| NIST | Heptanoic acid(111-14-8) |
| EPA | Heptanoic acid (111-14-8) |
화학적 성질
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.
안전 및 규제
| GHS 분류 | 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) |
|---|---|
| 규제 정보 | 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 |
| 운송 라벨(DOT) | Corrosive |
| 화재 위험 | This chemical is probably combustible. (NTP, 1992) |
| 화재 가능성 | Combustible |
| 건강 유해성 | 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) |
| 유해성 요약 | 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 |
용도
개요
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.
출처
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
용도
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.
일반 설명
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.
제조 및 합성 방법
제조 방법
By oxidation of heptaldehyde with potassium permanganate in diluted sulfuric acid.
생산 방법
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.