Chemistry:Α-Myrcene

From HandWiki

α-Myrcene is an organic compound with the formula CH
2
=C(CH
3
)CH
2
CH
2
CH
2
C(=CH
2
)CH=CH
2
. It is an uncommon monoterpene.[1] It is isomeric with β-myrcene, both being trienes.

α-Myrcene has been found in the essential oils of a few species, such as the Balkan pine (Pinus peuce)[2] and lemongrass (Cymbopogon).[3]

It differs from the β isomer by the position of one of the three alkene units. The two chemicals can be synthesized in a 3:1 α:β isomeric ratio by pyrolysis of the acetate ester of myrcenol.[4]

References

  1. Behr, Arno; Johnen, Leif (2009). "Myrcene as a Natural Base Chemical in Sustainable Chemistry: A Critical Review". ChemSusChem 2 (12): 1072–1095. doi:10.1002/cssc.200900186. PMID 20013989. Bibcode2009ChSCh...2.1072B. 
  2. Koukos, P. K.; Papadopoulou, K. I.; Patiaka, D. Th.; Papagiannopoulos, A. D. (2000). "Chemical Composition of Essential Oils from Needles and Twigs of Balkan Pine ( Pinus peuce Grisebach) Grown in Northern Greece". Journal of Agricultural and Food Chemistry 48 (4): 1266–1268. doi:10.1021/jf991012a. PMID 10775383. Bibcode2000JAFC...48.1266K. 
  3. Desai, Meghal A.; Parikh, Jigisha (2015). "Extraction of Essential Oil from Leaves of Lemongrass Using Microwave Radiation: Optimization, Comparative, Kinetic, and Biological Studies". ACS Sustainable Chemistry & Engineering 3 (3): 421–431. doi:10.1021/sc500562a. 
  4. Mitzner, B. M.; Theimer, E. T.; Steinbach, L.; Wolt, J. (1965). "α-Myrcene (2-Methyl-6-methylene-1,7-octadiene)". The Journal of Organic Chemistry 30 (2): 646–648. doi:10.1021/jo01013a505.