2-hydroxyisobutyric acid
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| Surname | 2-hydroxyisobutyric acid | ||||||||||||||||||
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| Molecular formula | C 4 H 8 O 3 | ||||||||||||||||||
| Brief description |
hygroscopic prisms |
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| properties | |||||||||||||||||||
| Molar mass | 104.10 g mol −1 | ||||||||||||||||||
| Physical state |
firmly |
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| Melting point |
82.5 ° C |
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| boiling point |
212 ° C |
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| pK s value |
4.04 (18 ° C) |
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| solubility |
very soluble in water, ethanol and ether, hardly soluble in benzene |
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| As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . | |||||||||||||||||||
2-Hydroxyisobutyric acid is a derivative of isobutyric acid which is substituted in the 2-position by a hydroxyl group .
properties
With the additional hydroxyl group, α-hydroxycarboxylic acids are generally more acidic than their parent compounds. The pK s value of the 2-hydroxyisobutyric acid is 4.04, whereas it is for the isobutyric about 4.86. The acidity of 2-hydroxyisobutyric acid hardly differs from lactic acid (2-hydroxypropionic acid) at 3.90.
See also
literature
- Thore Rohwerder, Roland H. Müller: "Biosynthesis of 2-hydroxyisobutyric acid (2-HIBA) from renewable carbon", Microbial Cell Factories , 2010 , 9:13 ( doi : 10.1186 / 1475-2859-9-13 ).
Web links
- Entry for Alpha-Hydroxyisobutyric acid in the Human Metabolome Database (HMDB) , accessed December 28, 2013.
Individual evidence
- ↑ Entry on METHYL LACTIC ACID in the CosIng database of the EU Commission, accessed on August 13, 2020.
- ↑ a b c d David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-294.
- ↑ Zvi Rappoport (Ed.): CRC Handbook of Tables for Organic Compound Identification . 3 rd Edition, CRC Press / Taylor and Francis, Boca Raton, FL, 1967, ISBN 0-8493-0303-6 , Acid Dissociation Constants of Organic Acids in Aqueous Solution, S. 431st
- ↑ a b Data sheet 2-hydroxyisobutyric acid (PDF) from Merck , accessed on December 28, 2013.