| Decanoic acid | |
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Decanoic acid |
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Other names
Capric acid[1] |
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| Identifiers | |
| CAS number | 334-48-5 |
| PubChem | 2969 |
| ChemSpider | 2863 |
| UNII | 4G9EDB6V73 |
| DrugBank | DB03838 |
| KEGG | C01571 |
| ChEBI | CHEBI:30813 |
| ChEMBL | CHEMBL107498 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | C10H20O2 |
| Molar mass | 172.26 g/mol |
| Appearance | White crystals with strong smell |
| Density | 0.893 g/cm3, ? |
| Melting point |
31.6 °C (304.8 K) [2] |
| Boiling point |
269 °C (542 K) |
| Solubility in water | immiscible |
| Hazards | |
| MSDS | External MSDS |
| R-phrases | R36 R38 |
| S-phrases | S24 S25 S26 S36 S37 S39 |
| Main hazards | Medium toxicity May cause respiratory irritation May be toxic on ingestion May be toxic on skin contact |
| Related compounds | |
| Related fatty acids | Caprylic acid Lauric acid |
| Related compounds | Decanol Decanal |
| (verify) (what is: /?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
Decanoic acid, or capric acid, is a saturated fatty acid. Its formula is CH3(CH2)8COOH. Salts and esters of decanoic acid are called decanoates. The term capric acid arises from the Latin "capric" which pertains to goats due to their olfactory similarities.[3]
Capric acid occurs naturally in coconut oil and palm kernel oil, as well as in the milk of various mammals and to a lesser extent in other animal fats.[2]
It is used in organic synthesis and industrially in the manufacture of perfumes, lubricants, greases, rubber, dyes, plastics, food additives and pharmaceuticals.[4]
Two other acids are named after goats: caproic (C6) and caprylic (C8). Along with decanoic acid, these total 15% in goat milk fat.
Contents |
Decanoic acid can be prepared from oxidation of primary alcohol decanol, by using chromium trioxide (CrO3) oxidant under acidic conditions in an acetone solvent. This will give decanoic acid in up to 93% yield.[5]
Decanoate salts and esters of various drugs are available. Since decanoic acid is a fatty acid, forming a salt or ester with a drug will increase its lipophilicity and its affinity for fatty tissue. Since distribution of a drug from fatty tissue is usually slow, one may develop a long-acting injectable form of a drug (called a Depot injection) by using its decanoate form. Some examples of drugs available as a decanoate ester or salt include nandrolone, fluphenazine, bromperidol, haloperidol and vanoxerine.
Manufacturing of esters for artificial fruit flavors and perfumes. Also as an intermediate in chemical syntheses.
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