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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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CHF 27.80
100 ML
CHF 40.10
500 ML
CHF 108.00

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5 ML
CHF 27.80
100 ML
CHF 40.10
500 ML
CHF 108.00

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

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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. ebollizione

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.[1] Myrcene is a constituent of the beetle′s host, ponderosapine.[2] Hydrogenation of myrcene catalyzed by Ru, Cr, Ir and Rh complexes yields a complex mixture of mono-, di- and trihydrogenated products.[3]

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.[4]

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
BCCM5222
BCCM5493
BCCH9299
BCCD2054
BCCC2662

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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.
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)
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)
Johannes Stökl et al.
Proceedings. Biological sciences, 278(1709), 1216-1222 (2010-10-15)
Most insects are dependent on chemical communication for activities such as mate finding or host location. Several plants, and especially orchids, mimic insect semiochemicals to attract insects for unrewarded pollination. Here, we present a new case of pheromone mimicry found
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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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