Linolelaidic acid

From Wikipedia, the free encyclopedia
Linolelaidic acid[1][2]
Linoelaidic acid.png
Names
IUPAC name
(9E,12E)-Octadeca-9,12-dienoic acid
Other names
trans,trans-9,12-Octadecadienoic acid, Linoelaidic acid
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
UNII
  • InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10H,2-5,8,11-17H2,1H3,(H,19,20)/b7-6+,10-9+ checkY
    Key: OYHQOLUKZRVURQ-AVQMFFATSA-N checkY
  • InChI=1/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10H,2-5,8,11-17H2,1H3,(H,19,20)/b7-6+,10-9+
    Key: OYHQOLUKZRVURQ-AVQMFFATBA
  • O=C(O)CCCCCCC/C=C/C/C=C/CCCCC
Properties
C18H32O2
Molar mass 280.45 g/mol
Melting point 28–29 °C (82–84 °F; 301–302 K)[3]
Boiling point 229 to 230 °C (444 to 446 °F; 502 to 503 K) at 16 mmHg
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Linolelaidic acid is an omega-6 trans fatty acid (TFA) and is a cis–trans isomer of linoleic acid. It is found in partially hydrogenated vegetable oils. It is a white (or colourless) viscous liquid.

TFAs are classified as conjugated and nonconjugated, corresponding usually to the structural elements −CH=CH−CH=CH− and −CH=CH−CH2−CH=CH−, respectively. Nonconjugated TFAs are represented by elaidic acid and linolelaidic acid. Their presence is linked heart diseases. The TFA vaccenic acid, which is of animal origin, poses less of a health risk.[4]

References[edit]

  1. ^ Linolelaidic acid at chemexper.com
  2. ^ Linoelaidic acid at pubchem.ncbi.nlm.nih.gov
  3. ^ Kass, J.P.; Burr, G.O. (1939). "The Elaidinization of Linoleic Acid". Journal of the American Chemical Society. 61 (5): 1062. Bibcode:1939JAChS..61.2492E. doi:10.1021/ja01874a022.
  4. ^ Park, Yeonhwa "Conjugated linoleic acid (CLA): Good or bad trans fat?" Journal of Food Composition and Analysis 2009, vol. 22, S4-S12. doi:10.1016/j.jfca.2008.12.002