 | |
| Names | |
|---|---|
| Preferred IUPAC name Heptanoic acid | |
| Other names Enthanoic acid; Enthanylic acid; Heptoic acid; Heptylic acid; Oenanthic acid; Oenanthylic acid; 1-Hexanecarboxylic acid; C7:0 (lipid numbers) | |
| Identifiers | |
| |
3D model (JSmol) | |
| ChEBI | |
| ChEMBL | |
| ChemSpider |
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| DrugBank |
|
| ECHA InfoCard | 100.003.490 |
| KEGG |
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| UNII | |
| |
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| Properties | |
| C7H14O2 | |
| Molar mass | 130.187 g·mol−1 |
| Appearance | colorless oily liquid |
| Density | 0.9181 g/cm3 (20 °C) |
| Melting point | −7.5 °C (18.5 °F; 265.6 K) |
| Boiling point | 223 °C (433 °F; 496 K) |
| 0.2419 g/100 mL (15 °C) | |
| −88.60·10−6 cm3/mol | |
| Hazards | |
| GHS labelling: | |
 [2] | |
| Danger[2] | |
| H314[2] | |
| P261,P271,P280,P303+P361+P353,P304+P340+P310,P305+P351+P338[3] | |
| NFPA 704 (fire diamond) | |
| Lethal dose or concentration (LD, LC): | |
LD50 (median dose) | 6400 mg/kg (oral, rat) |
| Related compounds | |
Related compounds | Hexanoic acid,Octanoic acid |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Enanthic acid, also calledheptanoic acid, is anorganic compound composed of a seven-carbon chain terminating in acarboxylic acid functional group. It is a colorless oily liquid with an unpleasant,rancid odor.[1] It contributes to the odor of some rancid oils. It is slightly soluble in water, but very soluble inethanol and ether.Salts andesters of enanthic acid are calledenanthates orheptanoates.
Its name derives from theLatinoenanthe which is in turn derived from theAncient Greekoinos "wine" andanthos "blossom."
The methyl ester ofricinoleic acid, obtained fromcastor bean oil, is the main commercial precursor to enanthic acid. It is pyrolyzed to the methyl ester of10-undecenoic acid andheptanal, which is then air-oxidized to the carboxylic acid. Approximately 20,000 tons were consumed in Europe and US in 1980.[4]
Laboratory preparations of enanthic acid include permanganate oxidation ofheptanal[5] and1-octene.[6]
Enanthic acid is used in the preparation of esters, such asethyl enanthate, which are used as artificial flavors. Enanthic acid is used toesterify anabolic steroids in the preparation of drugs such astestosterone enanthate,trenbolone enanthate,drostanolone enanthate, andmethenolone enanthate.
Thetriglyceride of enanthic acid is known astriheptanoin, which is amedical food.
Enanthic acid is corrosive.[2]
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