Pimelic acid

Pimelic acid
Skeletal formula of pimelic acid
Ball-and-stick model of the pimelic acid molecule
Names
Preferred IUPAC name
Heptanedioic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
DrugBank
ECHA InfoCard 100.003.492 Edit this at Wikidata
EC Number
  • 203-840-8
UNII
  • InChI=1S/C7H12O4/c8-6(9)4-2-1-3-5-7(10)11/h1-5H2,(H,8,9)(H,10,11) ☒N
    Key: WLJVNTCWHIRURA-UHFFFAOYSA-N ☒N
  • InChI=1/C7H12O4/c8-6(9)4-2-1-3-5-7(10)11/h1-5H2,(H,8,9)(H,10,11)
    Key: WLJVNTCWHIRURA-UHFFFAOYAR
  • OC(=O)CCCCCC(=O)O
Properties
C7H12O4
Molar mass 160.17 g/mol
Appearance colorless or white solid
Density 1.28 g/cm3
Melting point 103 to 105 °C (217 to 221 °F; 376 to 378 K)
Boiling point decomposes
Acidity (pKa) 4.71 pKa2 = 5.58 [1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Pimelic acid is the organic compound with the formula HO2C(CH2)5CO2H. Pimelic acid is one CH
2 unit longer than a related dicarboxylic acid, adipic acid, a precursor to many polyesters and polyamides. However compared to adipic acid, pimelic acid is relatively small in importance industrially.[2] Derivatives of pimelic acid are involved in the biosynthesis of the amino acid lysine and the vitamin biotin.

  1. ^ CRC Handbook of Chemistry and Physics 83rd ed. p.8-52
  2. ^ Cite error: The named reference Ullmann was invoked but never defined (see the help page).