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Myrcene

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CAS:123-35-3
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Related articles

Myrcene Basic information
Product Name:Myrcene
Synonyms:Myrcene technical grade;Myrcene CAS;BETA-MYRCENE;FEMA 2762;7-METHYL-3-METHYLEN-1,6-OCTADIENE;7-METHYL-3-METHYLENE-1,6-OCTADIENE;1,6-Octadiene, 7-methyl-3-methylene-;2-Methyl-6-methylene-2,7-octadiene
CAS:123-35-3
MF:C10H16
MW:136.23
EINECS:204-622-5
Product Categories:Acyclic;Alkenes;Building Blocks;Chemical Synthesis;Organic Building Blocks;Aroma Chemicals;Aliphatics
Mol File:123-35-3.mol
Myrcene Structure
Myrcene Chemical Properties
Melting point <-10 °C
Boiling point 167 °C (lit.)
density 0.791 g/mL at 25 °C (lit.)
vapor density 4.7 (vs air)
vapor pressure ~7 mm Hg ( 20 °C)
refractive index n20/D 1.469(lit.)
FEMA 2762 | MYRCENE
Fp 103 °F
storage temp. 2-8°C
solubility water: soluble0.00109g/L at 20°C
form Viscous Liquid
color Clear light yellow
PH7 (H2O, 20℃)(saturated aqueous solution)
Odorat 5.00 % in dipropylene glycol. peppery terpene spicy balsam plastic
Odor Typespicy
biological sourcesynthetic
Water Solubility practically insoluble
Merck 14,6331
JECFA Number1327
BRN 1719990
Dielectric constant2.0(Ambient)
Stability:Unstable - may be inhibited by the addition of ca. 400 ppm tenox GT-1 or 1000 ppm BHT. Flammable. Incompatible with strong oxidizing agents, radical initiators.
Cosmetics Ingredients FunctionsSKIN PROTECTING
FLAVOURING
SKIN CONDITIONING - MISCELLANEOUS
LogP4.82 at 30℃
CAS DataBase Reference123-35-3(CAS DataBase Reference)
NIST Chemistry ReferenceBeta-myrcene(123-35-3)
IARC2B (Vol. 119) 2019
EPA Substance Registry SystemMyrcene (123-35-3)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 10-36/37/38-R36/37/38-R10-65-38
Safety Statements 16-26-36-37/39-S37/39-S26-S16-62
RIDADR UN 2319 3/PG 3
WGK Germany 2
RTECS RG5365000
10-23
TSCA TSCA listed
HazardClass 3.2
PackingGroup III
HS Code 29012990
Hazardous Substances Data123-35-3(Hazardous Substances Data)
toxicityBoth the acute oral LD50 value in rats and the acute dermal LD50 value in rabbits exceeded 5 g/kg (Moreno, 1972).
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
Myrcene Usage And Synthesis
DescriptionMyrcene has a pleasant odor. Prepared from linalool.
Descriptionβ-Myrcene is a terpene that has been found in Cannabis and has antioxidative properties. It reduces thiobarbituric acid reactive substance (TBARS) and increases glutathione (GSH), catalase, GSH peroxidase, and CuZn superoxide dismutase levels in a rat model of persistent environmental pollutant-induced oxidative stress when administered at a dose of 200 mg/kg per day.
Chemical PropertiesMyrcene has a pleasant, sweet, balsamic, plastic odor.
Chemical Propertiescolourless viscous liquid
OccurrenceReported found in Mircia acris D.C.; in the distillates from leaves of Rhus cotinus and Barosma venustum (52 and 43%, respectively); in lemongrass, cypress, artemisia; in the fruits of Phellodendron amurense (92%) and Phellodendron japonicum; in the oils of Picea balsamea, Tsuga canadenis, Abies balsamea, clary sage and others. Also reported in over 200 foods and beverages including citrus peel oils and juices, apricot, sweet and sour cherry, berries, guava, pineapple, carrot, celery, potato, bell pepper, black currants, anise, anise seed, cardamom, cinnamon, cassia, clove, capsicum varities, ginger, mentha oils, mace, parsley, thyme, cheeses, cream, pork, hop oil, beer, white wine, rum, cocoa, coffee, tea, mango, tamarind, coriander, gin, sweet bay, prickly pear, calamus, dill, lovage, caraway, buckwheat, corn, basil, fennel, kiwifruit, rosemary, myrtle berry, turmeric, lemon balm, sage, pimento, angelica oil, Roman and German chamomile oil, eucalyptus and mastic gum oil
UsesFound in oil of bay, verbena, hop, etc. Used as an intermediate in the manufacturing of perfume chemicals.
UsesMyrcene 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.
DefinitionChEBI: A monoterpene that is octa-1,6-diene bearing methylene and methyl substituents at positions 3 and 7 respectively.
PreparationFrom linalool
Aroma threshold valuesAroma characteristics at 10%: terpy, herbaceous, woody with a rosy celery and carrot nuance
Taste threshold valuesTaste characteristics at 5 to 100 ppm: woody, vegetative, citrus fruity with a tropical mango and slight, leafy, minty nuance
Synthesis Reference(s)Journal of the American Chemical Society, 97, p. 3252, 1975 DOI: 10.1021/ja00844a073
The Journal of Organic Chemistry, 47, p. 4161, 1982 DOI: 10.1021/jo00142a031
Tetrahedron Letters, 25, p. 5193, 1984 DOI: 10.1016/S0040-4039(01)81561-6
General DescriptionA yellow oily liquid with a pleasant odor. Flash point below 200°F. Insoluble in water and less dense than water.
Air & Water ReactionsInsoluble in water.
Reactivity ProfileThe unsaturated aliphatic hydrocarbons, such as MYRCENE, are generally much more reactive than the alkanes. Strong oxidizers may react vigorously with them. Reducing agents can react exothermically to release gaseous hydrogen. In the presence of various catalysts (such as acids) or initiators, compounds in this class can undergo very exothermic addition polymerization reactions. Many of these compounds undergo autoxidation upon exposure to the air to form explosive peroxides. Violent explosions have occurred at low temperatures in ammonia synthesis gas units. These explosions have been traced to the addition products of dienes and oxides of nitrogen, produced from the interaction of nitrogen oxide and oxygen [Bretherick, 1995].
Health HazardMay be harmful by inhalation, ingestion or skin absorption.
Fire HazardSpecial Hazards of Combustion Products: Vapor may travel considerable distance to a source of ignition and flashback.
Biochem/physiol ActionsOdor at 1%
Safety ProfileLow toxicity by ingestion and skin contact. Experimental reproductive effects. A moderate skin and eye irritant. A flammable liquid. When heated to decomposition it emits acrid smoke and irritating fumes.
SynthesisMyrcene occurs naturally in many organisms, but its extraction is uneconomic; it is produced industrially by pyrolysis of b-pinene. The fragmentation of linalool and linalyl acetate and the catalytic dimerization of isoprene have been described as laboratory synthesis methods of myrcene.
References[1] MARK A LEWIS  Kevin M S  Ethan B Russo. Pharmacological Foundations of Cannabis Chemovars.[J]. Planta medica, 2018, 84 4: 225-233. DOI: 10.1055/s-0043-122240
[2] OSMAN CIFTCI. Antioxidative effects of curcumin, β-myrcene and 1,8-cineole against 2,3,7,8-tetrachlorodibenzo-p-dioxin-induced oxidative stress in rats liver.[J]. Toxicology and Industrial Health, 2011, 27 5: 447-453. DOI: 10.1177/0748233710388452
Tag:Myrcene(123-35-3) Related Product Information
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