| Glutaric acid | |
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pentanedioic acid |
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Other names
Propane-1,3-dicarboxylic acid; 1,3-propanedicarboxylic acid; pentanedioic acid; n-Pyrotartaric acid |
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| Identifiers | |
| CAS number | 110-94-1 |
| PubChem | 743 |
| ChemSpider | 723 |
| EC number | 203-817-2 |
| DrugBank | DB03553 |
| KEGG | C00489 |
| ChEBI | CHEBI:17859 |
| ChEMBL | CHEMBL1162495 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | C5H8O4 |
| Molar mass | 132.12 g/mol |
| Melting point |
95 to 98 °C |
| Boiling point |
200 °C/20 mmHg |
| (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 | |
Glutaric acid is the organic compound with the formula C3H6(COOH)2 . Although the related "linear" dicarboxylic acids adipic and succinic acids are water-soluble only to a few percent at room temperature, the water-solubility of glutaric acid is over 50%.
Contents |
Glutaric acid can be prepared by the ring-opening of butyrolactone with potassium cyanide to give the mixed potassium carboxylate-nitrile that is hydrolyzed to the diacid.[1] Alternatively hydrolysis, followed by oxidation of dihydropyran gives glutaric acid. It can also be prepared from reacting 1,3-dibromopropane with sodium or potassium cyanide to obtain the dinitrile, followed by hydrolysis.
1,5-Pentanediol, a common plasticizer and precursor to polyesters is manufactured by hydrogenation of glutaric acid and its derivatives.[2]
Glutaric acid itself has been used in the production of polymers such as polyester polyols, polyamides. The odd number of carbon atoms (i.e. 5) is useful in decreasing polymer elasticity.