Valeric acid
Names | |
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IUPAC name
Pentanoic acid | |
Other names
Valeric acid Butane-1-carboxylic acid Valerianic acid | |
Identifiers | |
3D model (JSmol) |
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ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.003.344 |
PubChem CID |
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RTECS number | YV6100000 |
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Properties | |
C5H10O2 | |
Molar mass | 102.13 g·mol−1 |
Appearance | Colorless liquid |
Density | 0.930 g/cm3 |
Melting point | −34.5 °C (−30.1 °F; 238.7 K) |
Boiling point | 186 to 187 °C (367 to 369 °F; 459 to 460 K) |
4.97 g/100 mL | |
Acidity (pKa) | 4.82 |
-66.85·10−6 cm3/mol | |
Hazards | |
Main hazards | irritant |
R-phrases (outdated) | R34 R52/53 |
S-phrases (outdated) | S26 S36 S45 S61 |
NFPA 704 | |
Flash point | 86 °C (187 °F; 359 K) |
Related compounds | |
Related compounds |
Butyric acid, Hexanoic acid |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
Infobox references | |
Valeric acid, or pentanoic acid, is a straight-chain alkyl carboxylic acid with the chemical formula CH
3(CH
2)
3COOH. Like other low-molecular-weight carboxylic acids, it has a very unpleasant odor. It is found naturally in the perennial flowering plant valerian (Valeriana officinalis), from which it gets its name. Its primary use is in the synthesis of its esters. Volatile esters of valeric acid tend to have pleasant odors and are used in perfumes and cosmetics. Ethyl valerate and pentyl valerate are used as food additives because of their fruity flavors.
Valeric acid appears similar in structure to GHB and the neurotransmitter GABA in that it is a short-chain carboxylic acid, although it lacks the alcohol and amine functional groups that contribute to the biological activities of GHB and GABA, respectively. It differs from valproic acid simply by lacking a 3-carbon side-chain. Mevalonic acid is derived from valeric acid by methylation and hydroxylation.
Safety
Valeric acid can cause irritation if it comes into contact with the skin, eyes, or mucous membranes.
See also
Look up valeric acid in Wiktionary, the free dictionary. |
- 4-Hydroxy-4-methylpentanoic acid
- Pivalic acid (2,2-dimethylpropanoic acid)
- 3-Methylbutanoic acid, also called isovaleric acid
References
- ↑ Merck Index, 12th Edition, 10042.