α-Myrcene

α-Myrcene
Names
	IUPAC name 2-Methyl-6-methylideneocta-1,7-diene
	Other names alpha-Myrcene
Identifiers
CAS Number	1686-30-2;
3D model (JSmol)	Interactive image;
CompTox Dashboard (EPA)	DTXSID50333971 ;
	InChI InChI=1S/C10H16/c1-5-10(4)8-6-7-9(2)3/h5H,1-2,4,6-8H2,3H3 Key: VYBREYKSZAROCT-UHFFFAOYSA-N;
	SMILES C=CC(=C)CCCC(=C)C;
Properties
Chemical formula	C10H16
Molar mass	136.238 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

α-Myrcene is a monoterpene that is an uncommon^[1] isomer of β-myrcene. It has been found in the essential oils of a few species, such as the Balkan Pine^[2] and lemongrass.^[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

^ Behr, Arno; Johnen, Leif (2009). "Myrcene as a Natural Base Chemical in Sustainable Chemistry: A Critical Review". ChemSusChem. 2 (12): 1072–1095. Bibcode:2009ChSCh...2.1072B. doi:10.1002/cssc.200900186. PMID 20013989.
^ 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. Bibcode:2000JAFC...48.1266K. doi:10.1021/jf991012a. PMID 10775383.
^ 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.
^ 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.

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[1] Behr, Arno; Johnen, Leif (2009). "Myrcene as a Natural Base Chemical in Sustainable Chemistry: A Critical Review". ChemSusChem. 2 (12): 1072–1095. Bibcode:2009ChSCh...2.1072B. doi:10.1002/cssc.200900186. PMID 20013989.

[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. Bibcode:2000JAFC...48.1266K. doi:10.1021/jf991012a. PMID 10775383.

[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.

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