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| | Myrcene Basic information |
| | 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 | | PH | 7 (H2O, 20℃)(saturated aqueous solution) | | Odor | at 5.00 % in dipropylene glycol. peppery terpene spicy balsam plastic | | Odor Type | spicy | | Water Solubility | practically insoluble | | Merck | 14,6331 | | JECFA Number | 1327 | | BRN | 1719990 | | 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. | | LogP | 4.82 at 30℃ | | CAS DataBase Reference | 123-35-3(CAS DataBase Reference) | | IARC | 2B (Vol. 119) 2019 | | NIST Chemistry Reference | Beta-myrcene(123-35-3) | | EPA Substance Registry System | Myrcene (123-35-3) |
| | Myrcene Usage And Synthesis |
| Description | Myrcene has a pleasant odor. Prepared from linalool. | | Description | β-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 Properties | Myrcene has a pleasant, sweet, balsamic, plastic odor. | | Chemical Properties | colourless viscous liquid | | Occurrence | Reported 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 | | Uses | Found in oil of bay, verbena, hop, etc. Used as an intermediate in the manufacturing of perfume chemicals. | | Uses | 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. | | Preparation | From linalool | | Definition | ChEBI: A monoterpene that is octa-1,6-diene bearing methylene and methyl substituents at positions 3 and 7 respectively. | | Aroma threshold values | Aroma characteristics at 10%: terpy, herbaceous, woody with a rosy celery and carrot nuance | | Taste threshold values | Taste 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 Description | A yellow oily liquid with a pleasant odor. Flash point below 200°F. Insoluble in water and less dense than water. | | Air & Water Reactions | Insoluble in water. | | Reactivity Profile | The 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 Hazard | May be harmful by inhalation, ingestion or skin absorption. | | Fire Hazard | Special Hazards of Combustion Products: Vapor may travel considerable distance to a source of ignition and flashback. | | Biochem/physiol Actions | Odor at 1% | | Safety Profile | Low 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. |
| | Myrcene Preparation Products And Raw materials |
| Raw materials | Linalool-->ALPHA-PINENE-->Hops Oil-->2,6-Octadiene, 1-iodo-3,7-dimethyl-, (Z)--->Benzene, [[(2E)-3,7-dimethyl-2,6-octadien-1-yl]thio]--->(2E)-3,7-Dimethyl-2,6-octadienyl methyl carbonate-->Terpinolene-->3,8-p-Menthadiene-->Bromomethanesulphonylbromide-->2,6-dimethylhepta-1,5-diene-->ALPHA-TERPINENE-->Linalyl acetate-->DL-Limonene-->(S)-(-)-LIMONENE | | Preparation Products | Linalool-->Geraniol-->1-methylene-4-(1-methylvinyl)cyclohexane-->2,6-DIMETHYL-2-OCTENE-->2,6-DIMETHYLOCTANE |
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