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Myrcene

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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
  • Aroma Chemicals
  • Building Blocks
  • Chemical Synthesis
  • Organic Building Blocks
  • Aliphatics
Mol File:
123-35-3.mol
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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
Flash point:
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)
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)
NIST Chemistry Reference
Beta-myrcene(123-35-3)
IARC
2B (Vol. 119) 2019
EPA Substance Registry System
Myrcene (123-35-3)
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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
HazardClass 
3.2
PackingGroup 
III
HS Code 
29012990
Hazardous Substances Data
123-35-3(Hazardous Substances Data)
Toxicity
Both the acute oral LD50 value in rats and the acute dermal LD50 value in rabbits exceeded 5 g/kg (Moreno, 1972).

MSDS

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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

Preparation Products

Raw materials

MyrceneSupplier

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