3D model (Jmol)
|Molar mass||160.17 g/mol|
|Melting point||103 to 105 °C (217 to 221 °F; 376 to 378 K)|
|Acidity (pKa)||4.71 pKa2 = 5.58 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|what is ?)(|
Pimelic acid is the organic compound with the formula HO2C(CH2)5CO2H. Derivatives of pimelic acid are involved in the biosynthesis of the amino acid called lysine. Pimelic acid is one CH
2 unit longer than a related dicarboxylic acid, adipic acid, a precursor to many polyesters and polyamides. It is the final member of the mnemonic used to aid recollection of the order of the first six dicarboxylic acids using their common (not IUPAC) nomenclature: Dicarboxylic acid
In the former route, the additional carbon is supplied by dimethyloxalate, which reacts with the enolate.
- CRC Handbook of Chemistry and Physics 83rd ed. p.8-52
- "Pimelic Acid". Organic Syntheses. 11: 42. 1931. doi:10.15227/orgsyn.011.0042.
- Werber, Frank X.; Jansen, J. E.; Gresham, T. L. (1952). "The Synthesis of Pimelic Acid from Cyclohexene-4-carboxylic Acid and its Derivatives". Journal of the American Chemical Society. 74 (2): 532. doi:10.1021/ja01122a075.
- Warner, Donald T.; Moe, Owen A. (1952). "Synthesis of Pimelic Acid and α-Substituted Pimelic Acid and Intermediates1". Journal of the American Chemical Society. 74 (2): 371. doi:10.1021/ja01122a024.
- U.S. Patent 2,826,609
- U.S. Patent 2,800,507
- U.S. Patent 2,698,339
- U.S. Patent 3,468,927
- U.S. Patent 4,888,443
- U.S. Patent 2,673,219