Α-Myrcene

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| Name = α-Myrcene

| ImageFile = α-Myrcene.svg

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| IUPACName = 2-Methyl-6-methylideneocta-1,7-diene

| OtherNames = alpha-Myrcene

| Section1 = {{Chembox Identifiers

| CASNo = 1686-30-2

| ChemSpiderID = 452986

| PubChem = 519324

| SMILES = C=CC(=C)CCCC(=C)C

| InChI = 1S/C10H16/c1-5-10(4)8-6-7-9(2)3/h5H,1-2,4,6-8H2,3H3

| InChIKey = VYBREYKSZAROCT-UHFFFAOYSA-N

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| Section2 = {{Chembox Properties

| C = 10 | H = 16

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α-Myrcene is a monoterpene that is an uncommon{{cite journal |doi=10.1002/cssc.200900186 |title=Myrcene as a Natural Base Chemical in Sustainable Chemistry: A Critical Review |date=2009 |last1=Behr |first1=Arno |last2=Johnen |first2=Leif |journal=ChemSusChem |volume=2 |issue=12 |pages=1072–1095 |pmid=20013989 |bibcode=2009ChSCh...2.1072B }} isomer of β-myrcene. It has been found in the essential oils of a few species, such as the Balkan Pine{{cite journal |doi= 10.1021/jf991012a|title= Chemical Composition of Essential Oils from Needles and Twigs of Balkan Pine ( Pinus peuce Grisebach) Grown in Northern Greece|date= 2000|last1= Koukos|first1= P. K.|last2= Papadopoulou|first2= K. I.|last3= Patiaka|first3= D. Th.|last4= Papagiannopoulos|first4= A. D.|journal= Journal of Agricultural and Food Chemistry|volume= 48|issue= 4|pages= 1266–1268|pmid= 10775383|bibcode= 2000JAFC...48.1266K}} and lemongrass.{{cite journal |doi=10.1021/sc500562a |title=Extraction of Essential Oil from Leaves of Lemongrass Using Microwave Radiation: Optimization, Comparative, Kinetic, and Biological Studies |date=2015 |last1=Desai |first1=Meghal A. |last2=Parikh |first2=Jigisha |journal=ACS Sustainable Chemistry & Engineering |volume=3 |issue=3 |pages=421–431 }}

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.{{cite journal |doi=10.1021/jo01013a505 |title=α-Myrcene (2-Methyl-6-methylene-1,7-octadiene) |date=1965 |last1=Mitzner |first1=B. M. |last2=Theimer |first2=E. T. |last3=Steinbach |first3=L. |last4=Wolt |first4=J. |journal=The Journal of Organic Chemistry |volume=30 |issue=2 |pages=646–648 }}

References

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Category:Polyenes

Category:Monoterpenes