(E)-β-Ocimene

(E)-β-Ocimene
Compound Structure:
Synonyms: OCIMENE;(E)-beta-ocimene;3779-61-1;(E)-3,7-Dimethylocta-1,3,6-triene;(3E)-3,7-dimethylocta-1,3,6-triene;trans-beta-Ocimene;1,3,6-Octatriene, 3,7-dimethyl-;13877-91-3;beta-Ocimene;trans-Ocimene
Compound ID: NMPC-050
PubChem ID:

5281553

Molecular Formula: C10H16
Canonical SMILES: CC(=CCC=C(C)C=C)C
InChIKey: IHPKGUQCSIINRJ-CSKARUKUSA-N
About the compound:

(E)-beta-ocimene is a specific type of beta-ocimene, characterized by its octa-1,3,6-triene structure with two methyl substituents at positions 3 and 7, in the 3E configuration. This compound serves as a plant metabolite and is a natural product found in various organisms, including Nepeta nepetella and Xylopia aromatica. Ocimenes are a group of isomeric hydrocarbons classified as monoterpenes, and they are commonly found in various plants and fruits. Within the ocimene group, there are three primary isomers: α-Ocimene (cis-3,7-dimethyl-1,3,7-octatriene): It features a terminal double bond. β-Ocimene (trans-3,7-dimethyl-1,3,6-octatriene): It has a double bond in a non-terminal position. β-Ocimene itself exists in two stereoisomeric forms, cis and trans, concerning the central double bond. The ocimenes are often found naturally as mixtures of these various forms. They are typically oily substances with a pleasant odor and are known for their sweet herbal scent. Ocimenes are used in perfumery for their fragrance and are believed to serve as a defense mechanism in plants, as well as possessing anti-fungal properties. However, like many terpenes, ocimenes are unstable in the presence of air. The name "ocimene" is derived from the plant genus name "Ocimum," which comes from the Ancient Greek word for basil, "ὤκιμον" (ṓkimon).

GHS Hazard Statements

H226 (97.67%): Flammable liquid and vapor [Warning Flammable liquids]

H304 (30.23%): May be fatal if swallowed and enters airways [Danger Aspiration hazard]

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

H319 (67.44%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

H335 (67.44%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

H400 (32.56%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]

H410 (30.23%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]

H411 (32.56%): 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

4.3

Hydrogen Bond Donor Count

0

Hydrogen Bond Acceptor Count

0

Rotatable Bond Count

3

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

155

Isotope Atom Count

0

Defined Atom Stereocenter Count

0

Undefined Atom Stereocenter Count

0

Defined Bond Stereocenter Count

1

Undefined Bond Stereocenter Count

0

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Physical Description

Colourless to straw-coloured mobile liquid; warm herbaceous aroma

Boiling Point

174.00 to 175.00 °C. @ 760.00 mm Hg

Density

0.801-0.805

Solubility 

Insoluble in water; soluble in oils

Source: PubChem
Source Species: Gmelina arborea
Greenwayodendron suaveolens
Heeria insignis
Monodora tenuifolia
Ocimum basilicum
Tithonia diversifolia
Cymbopogon citratus
Araucaria cunninghamii
Brachystegia eurycoma
Eucalyptus tereticornis
Tagetes erecta
Centratherum punctatum
Murraya Koenigii
Plumeria alba
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