Terpinolene

Terpinolene
Compound Structure:
Synonyms: TERPINOLENE;586-62-9;Isoterpinene;Terpinolen;alpha-Terpinolene;4-Isopropylidene-1-methylcyclohexene;p-Mentha-1,4(8)-diene;1,4(8)-p-Menthadiene;Nofmer TP;Tereben;p-Menth-1,4(8)-diene;1,4(8)-Terpadiene;Cyclohexene, 1-methyl-4-(1-methylethylidene)-
Compound ID: NMPC-605
PubChem ID:

11463

Molecular Formula: C10H16
Canonical SMILES: CC1=CCC(=C(C)C)CC1
InChIKey: MOYAFQVGZZPNRA-UHFFFAOYSA-N
About the compound:

Terpinolene is a p-menthadiene compound with specific double bonds at positions 1 and 4(8) within its structure. It is known for its various roles and characteristics. Here are some key points about terpinolene:

Physical Characteristics: Terpinolene is typically a water-white to light amber colored liquid. It is insoluble in water, and its density is lower than that of water.

Industrial Uses: Terpinolene is used in industrial applications to manufacture plastics and resins. It contributes to the production of various materials.

Chemical Structure: Terpinolene is classified as a p-menthadiene due to the arrangement of its double bonds at positions 1 and 4(8). This structural configuration is characteristic of terpinolene.

Roles and Properties:

Sedative: Terpinolene is known for its sedative properties, which means it can have a calming or tranquilizing effect.

Insect Repellent: It also serves as an insect repellent, helping to deter insects.

Plant Metabolite: Terpinolene is found in various plants and is considered a natural metabolite in these organisms.

Volatile Oil Component: It is a component of volatile oils, contributing to the aromatic properties of certain plants and essential oils.

GHS Hazard Statements

H226 (76.35%): Flammable liquid and vapor [Warning Flammable liquids]

H304 (98.07%): May be fatal if swallowed and enters airways [Danger Aspiration hazard]

H315 (57.08%): Causes skin irritation [Warning Skin corrosion/irritation]

H317 (76.39%): May cause an allergic skin reaction [Warning Sensitization, Skin]

H400 (20.21%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]

H410 (20.34%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]

H411 (79.74%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]


Properties:

Chemical and Physical Properties

Property Name

Property Value

Molecular Weight

136.23 g/mol

XLogP3-AA

2.8

Hydrogen Bond Donor Count

0

Hydrogen Bond Acceptor Count

0

Rotatable Bond Count

0

Exact Mass

136.125200510 g/mol

Monoisotopic Mass

136.125200510 g/mol

Topological Polar Surface Area

0Ų

Heavy Atom Count

10

Formal Charge

0

Complexity

178

Isotope Atom Count

0

Defined Atom Stereocenter Count

0

Undefined Atom Stereocenter Count

0

Defined Bond Stereocenter Count

0

Undefined Bond Stereocenter Count

0

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Physical Description

Terpinolene appears as a water-white to light amber colored liquid. Insoluble in water and less dense than water. Used to make plastics and resins.

Boiling Point

187 °C

Melting Point

< 25 °C

Density

0.8632 g/cu cm at 15 °C

Solubility 

Miscible with ethanol, diethyl ether; soluble in benzene, carbon tetrachloride

Vapor Pressure

0.74 [mmHg]

Source: PubChem

Source Species: Chenopodium ambrosioides
Chrysophyllum albidum
Heeria insignis
Monodora myristica
Tetrapleura tetraptera
Tithonia diversifolia
Strychnos innocua
Eucalyptus cloeziana
Brachystegia eurycoma
Hyparrhenia rufa
Taxodium distichum
Acalypha segetalis
Eugenia uniflora
Morinda lucida
Tecoma stans
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