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123-35-3

Basic Information
CAS No.: 123-35-3
Name: Myrcene
Article Data: 120
Molecular Structure:
Molecular Structure of 123-35-3 (Myrcene)
Formula: C10H16
Molecular Weight: 136.237
Synonyms: 1,6-Octadiene,7-methyl-3-methylene-;2-Methyl-6-methylene-2,7-octadiene;3-Methylene-7-methyl-1,6-octadiene;7-Methyl-3-methylene-1,6-octadiene;NSC 406264;b-Geraniolene;b-Myrcene;
EINECS: 204-622-5
Density: 0.769 g/cm3
Melting Point: <-10 °C
Boiling Point: 167 °C at 760 mmHg
Flash Point: 44.4 °C
Solubility: practically insoluble in water
Appearance: clear to pale yellow liquid
Hazard Symbols: IrritantXi
Risk Codes: 10-36/37/38
Safety: 16-26-36-37/39
Transport Information: UN 2319 3/PG 3
PSA: 0.00000
LogP: 3.47500
Synthetic route
71092-51-8

(2-methylene-3-butenyl)-trimethyltin

870-63-3

prenyl bromide

123-35-3

7-methyl-3-methene-1,6-octadiene

Conditions
ConditionsYield
With zinc(II) chloride In tetrahydrofuran at 65℃;94%
4075-28-9

2-chloromethyl-1,3-butadiene

35189-96-9

3-methyl-2-butenylmagnesium chloride

123-35-3

7-methyl-3-methene-1,6-octadiene

Conditions
ConditionsYield
In tetrahydrofuran at 0℃; for 10h;92%
141-12-8

neryl acetate

123-35-3

7-methyl-3-methene-1,6-octadiene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); 2-Propynylzinc bromide In tetrahydrofuran for 3h; Ambient temperature;90%
59632-99-4

geranyl 2-tetrahydropyranyl ether

123-35-3

7-methyl-3-methene-1,6-octadiene

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran for 6h; Heating;89%
With 18-crown-6 ether; potassium tert-butylate In tetrahydrofuran at 60℃; for 12h; Inert atmosphere;73.1%
72106-90-2

O-(trans-3,7-dimethylocta-2,6-dien-1-yl)trimethylsilane

123-35-3

7-methyl-3-methene-1,6-octadiene

Conditions
ConditionsYield
With tetrahydrofuran; lithium diisopropylamide at -78℃; for 5h;85%
70473-31-3

neryl 2-tetrahydropyranyl ether

123-35-3

7-methyl-3-methene-1,6-octadiene

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran for 18h; Heating;83%
123-35-3

7-methyl-3-methene-1,6-octadiene

Conditions
ConditionsYield
With potassium tert-butylate; 18-crown-6 ether In tetrahydrofuran for 2h; Heating;76%
2565-83-5

(2Z)-1-methoxy-3,7-dimethylocta-2,6-diene

LIDAKOR

LIDAKOR

123-35-3

7-methyl-3-methene-1,6-octadiene

Conditions
ConditionsYield
In tetrahydrofuran at -50℃; for 1h;76%
37586-57-5

4-methyl-3-pentenylmagnesium bromide

89228-81-9

buta-2,3-dien-1-yl diethyl phosphate

123-35-3

7-methyl-3-methene-1,6-octadiene

Conditions
ConditionsYield
In tetrahydrofuran for 0.5h; Ambient temperature;75%

A

123-35-3

7-methyl-3-methene-1,6-octadiene

B

499-97-8

pseudolimonene

C

5989-54-8

(-)-(S)-limonene

Conditions
ConditionsYield
In ethanol at 400℃; under 91206.1 Torr; for 0.0194444h; Product distribution; Further Variations:; Temperatures;A 72%
B 8%
C n/a
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    Product Name: Myrcene CAS: 123-35-3 MF: C10H16 MW: 136.23 EINECS: 204-622-5 Mol File: 123-35-3.mol Myrcene Structure Myrcene Chemical Properties Melting point <-10 °C Boiling point 167 °C (lit.) density 0.79

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    Myrcene CAS:123-35-3 Specification MELTING POINT <-10°C boiling point 167°C (Lit.) Density 0.791 g/l at 25°C (lit.) Vapor Density 4.7(vs air) vapor pressure ~ 7 MMHG (20°C) FEMA2762 | Myrcene refractive index n20/D1.469

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    MYRCENE

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Chemistry

Molecule structure of Myrcene (CAS NO.123-35-3):

IUPAC Name: 7-Methyl-3-methylideneocta-1,6-diene 
Molecular Weight: 136.23404 g/mol
Molecular Formula: C10H16 
Density: 0.769 g/cm
Melting Point: -1.00E+01 deg C
Boiling Point: 167 °C at 760 mmHg 
Flash Point: 44.4 °C
Index of Refraction: 1.45
Molar Refractivity: 47.57 cm3
Molar Volume: 177 cm3
Polarizability: 18.85×10-24 cm3
Surface Tension: 22.9 dyne/cm 
Enthalpy of Vaporization: 38.69 kJ/mol
Vapour Pressure: 2.29 mmHg at 25 °C 
Storage Temp.: 2-8 °C
Water Solubility: practically insoluble
XLogP3-AA: 4.3
Rotatable Bond Count: 4
Exact Mass: 136.125201
MonoIsotopic Mass: 136.125201
Heavy Atom Count: 10
Complexity: 145
Canonical SMILES: CC(=CCCC(=C)C=C)C
InChI: InChI=1S/C10H16/c1-5-10(4)8-6-7-9(2)3/h5,7H,1,4,6,8H2,2-3H3
InChIKey: UAHWPYUMFXYFJY-UHFFFAOYSA-N
EINECS: 204-622-5
Product Categories: Aroma Chemicals

Uses

 Myrcene is used for synthetic perfume.

Production

It is obtained from the essential oil of the plants bay, verbena, myrcia (from which is gets its name) and others. It can also be synthesized by the pyrolysis of pinene.

Toxicity Data With Reference

1.    

skn-rbt 500 mg/24H MOD

    FCTXAV    Food and Cosmetics Toxicology. 14 (1976),615.
2.    

orl-rat LD50:>5 g/kg

    FCTXAV    Food and Cosmetics Toxicology. 14 (1976),615.
3.    

skn-rbt LD50:>5 g/kg

    FCTXAV    Food and Cosmetics Toxicology. 14 (1976),615.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 10-36/37/38 
R10:Flammable. 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 16-26-36-37/39 
S16:Keep away from sources of ignition. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 
S37/39:Wear suitable gloves and eye/face protection.
RIDADR: UN 2319 3/PG 3
WGK Germany: 2
RTECS: RG5365000
F: 10-23
HazardClass: 3.2
PackingGroup: III
Hazardous Substances Data: 123-35-3(Hazardous Substances Data)
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.

Specification

 Myrcene (CAS NO.123-35-3) is also named as 1,6-Octadiene, 7-methyl-3-methylene- ; 2-Methyl-6-methylene-2,7-octadiene ; 3-Methylene-7-methyl-1,6-octadiene ; 4-01-00-01108 (Beilstein Handbook Reference) ; 7-Methyl-3-methylene-1,6-octadiene ; AI3-00738 ; BRN 1719990 ; CCRIS 3725 ; FEMA No. 2762 ; HSDB 1258 ; Myrcene (natural) ; NSC 406264 . Myrcene (CAS NO.123-35-3) is colourless viscous liquid. It is unstable and may be inhibited by the addition of ca. 400 ppm tenox GT-1 or 1000 ppm BHT. Myrcene is flammable and incompatible with strong oxidizing agents, radical initiators. It is insoluble in water. 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. It may be harmful by inhalation, ingestion or skin absorption. The vapor of Myrcene may travel considerable distance to a source of ignition and flashback.