M100005
Myrcene
technical grade
Synonym(s):
β-Myrcene, 7-Methyl-3-methylene-1,6-octadiene
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About This Item
Linear Formula:
H2C=CHC(=CH2)CH2CH2CH=C(CH3)2
CAS Number:
Molecular Weight:
136.23
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
204-622-5
Beilstein/REAXYS Number:
1719990
MDL number:
grade
technical grade
vapor density
4.7 (vs air)
vapor pressure
~7 mmHg ( 20 °C)
contains
0.1% alpha-tocopherol
refractive index
n20/D 1.469 (lit.)
bp
167 °C (lit.)
solubility
water: soluble 0.00109 g/L at 20 °C
density
0.791 g/mL at 25 °C (lit.)
storage temp.
−20°C
SMILES string
C\C(C)=C/CCC(=C)C=C
InChI
1S/C10H16/c1-5-10(4)8-6-7-9(2)3/h5,7H,1,4,6,8H2,2-3H3
InChI key
UAHWPYUMFXYFJY-UHFFFAOYSA-N
General description
Myrcene is a monoterpene. Males of Ips spp. produced the pheromones ipsdienol (2-methyl-6-methylene-2,7-octadien-4-ol) and/or ipsenol (2-methyl-6-methylene-7-octen-4-ol) on exposure to the vapours of myrcene. Myrcene serves as a precursor for terpene alcohols. Myrcene is a constituent of the beetle′s host, ponderosapine. Hydrogenation of myrcene catalyzed by Ru, Cr, Ir and Rh complexes yields a complex mixture of mono-, di- and trihydrogenated products.
Application
Myrcene is the suitable synthetic standard used in the identification of E-myrcenol (2-methyl-6-methylene-E-2,7-octadien-1-01) as a major hindgut constituent in Eurasian bark beetle Ips duplicatus by GC-MS.
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signalword
Danger
hcodes
Hazard Classifications
Aquatic Acute 1 - Aquatic Chronic 1 - Asp. Tox. 1 - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
111.2 °F - closed cup
flash_point_c
44 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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W D Bedard et al.
Science (New York, N.Y.), 164(3885), 1284-1285 (1969-06-13)
In the field, both sexes of the western pine beetle, Dendroctonus brevicomis, are attracted by the female-produced bicyclic ketal exo-brevicomin; this response is enhanced by myrcene (a constituent of the beetle's host, ponderosapine), which is not an attractant by itself.
Myrcene: a precursor of pheromones in Ips beetles.
P R Hughes
Journal of insect physiology, 20(7), 1274-1275 (1974-07-01)
E-myrcenol inIps duplicatus: An aggregation pheromone component new for bark beetles.
Byers JA, et al.
Experientia, 46(11-12), 1209-1211 (1990)