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M100005

Sigma-Aldrich

Myrcene

technical grade

Sinonimo/i:

β-Myrcene, 7-Methyl-3-methylene-1,6-octadiene

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About This Item

Formula condensata:
H2C=CHC(=CH2)CH2CH2CH=C(CH3)2
Numero CAS:
123-35-3
Peso molecolare:
136.23
Beilstein:
1719990
Numero CE:
204-622-5
Numero MDL:
MFCD00008908
Codice UNSPSC:
12352100
ID PubChem:
24896464
NACRES:
NA.22

Grado

technical grade

Livello qualitativo

200

Densità del vapore

4.7 (vs air)

Tensione di vapore

~7 mmHg ( 20 °C)

contiene

0.1% alpha-tocopherol

Indice di rifrazione

n20/D 1.469 (lit.)

P. eboll.

167 °C (lit.)

Solubilità

water: soluble 0.00109 g/L at 20 °C

Densità

0.791 g/mL at 25 °C (lit.)

Temperatura di conservazione

−20°C

Stringa SMILE

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
UAHWPYUMFXYFJY-UHFFFAOYSA-N

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Descrizione generale

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.

Applicazioni

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.

Avvertenze

Danger

Indicazioni di pericolo

H226,H304,H315,H319,H410

Classi di pericolo

Aquatic Acute 1 - Aquatic Chronic 1 - Asp. Tox. 1 - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

111.2 °F - closed cup

Punto d’infiammabilità (°C)

44 °C - closed cup

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificati d'analisi (COA)

Lot/Batch Number
BCCD2054
BCCC2662
BCBV9226
BCCB4872
BCBW6706

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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)
Selective hydrogenation of myrcene catalyzed by complexes of ruthenium, chromium, iridium and rhodium.
Speziali MG, et al.
J. Mol. Catal. A: Chem., 239(1), 10-14 (2005)
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.
Flavia Bonamin et al.
Chemico-biological interactions, 212, 11-19 (2014-02-01)
The monoterpene β-myrcene has been widely used in cosmetics, food and beverages, and it is normally found in essential oil from citrus fruit. The aim of this study was to investigate the anti-ulcer effects of β-myrcene on experimental models of
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