Linolelaidic acid : Wikipedia, the free encyclopedia

Linolelaidic acid

Linolelaidic acid^[1]^[2]
Names

IUPAC name (9E,12E)-Octadeca-9,12-dienoic acid
Other names trans,trans-9,12-Octadecadienoic acid, Linoelaidic acid
Identifiers
CAS Number	506-21-8^Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL93204^Y
ChemSpider	4445609^Y
PubChem CID	5282457
UNII	7552P0K6PN^Y
CompTox Dashboard (EPA)	DTXSID50897508
InChI 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+^Y Key: OYHQOLUKZRVURQ-AVQMFFATSA-N^Y 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
SMILES O=C(O)CCCCCCC/C=C/C/C=C/CCCCC
Properties
Chemical formula	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 ^YN ?) Infobox references

Chemical compound

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

^ Linolelaidic acid at chemexper.com
^ Linoelaidic acid at pubchem.ncbi.nlm.nih.gov
^ 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.
^ 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