Misplaced Pages

Pimelic acid: Difference between revisions

Article snapshot taken from Wikipedia with creative commons attribution-sharealike license. Give it a read and then ask your questions in the chat. We can research this topic together.
Browse history interactively← Previous editNext edit →Content deleted Content addedVisualWikitext
Revision as of 08:31, 7 December 2010 editDiego Grez Bot (talk | contribs)2,406 editsm r2.5.2) (robot Adding: es:Ácido pimélico← Previous edit Revision as of 08:43, 7 December 2010 edit undoCheMoBot (talk | contribs)Bots141,565 edits Updating {{chembox}} (changes to watched fields - updated 'UNII_Ref', 'ChemSpiderID_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref') per Chem/Drugbox validation (report [[Wikipedia_talk:WikiProject_ChemiNext edit →
Line 1: Line 1:
{{chembox {{chembox
| Watchedfields = changed
| verifiedrevid = 292788055 | verifiedrevid = 292788055
| Name = Pimelic acid | Name = Pimelic acid

Revision as of 08:43, 7 December 2010

Pimelic acid
Pimelic acid
Names
IUPAC name heptanedioic acid
Identifiers
CAS Number
3D model (JSmol)
ECHA InfoCard 100.003.492 Edit this at Wikidata
CompTox Dashboard (EPA)
SMILES
  • OC(=O)CCCCCC(=O)O
Properties
Chemical formula C7H12O4
Molar mass 160.17 g/mol
Density 1.28 g/cm
Melting point 103-105 °C
Boiling point Decomposes
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

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 methylene 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

Pimelic acid has been synthesized from cyclohexanone and from salicylic acid. In the former route, the additional carbon is supplied by dimethyloxalate, which reacts with the enolate.

See also

References

  1. Snyder, H. R.; Brooks, A. L.; Shapiro, S. H. "Pimelic Acid from Cyclohexanone" and Müller, A. "Pimelic Acid from Salicylic Acid" Organic Syntheses, Collected Volume 2, p.531 (1943).http://www.orgsyn.org/orgsyn/pdfs/CV2P0531.pdf
Category: