Basic information
- CAS
13877-91-3- Standard SMILES
C=CC(C)=CCC=C(C)C- InChIKey
IHPKGUQCSIINRJ-UHFFFAOYSA-N- Molecular formula
- C10H16
- Average molar mass
- 136.23 g/mol
- Monoisotopic mass
- 136.12520051
Overview
beta-ocimene has been reported in Pilocarpus microphyllus, Humulus lupulus, and other organisms with data available.
Names & identifiers
- Preferred name
- beta-Ocimene
- IUPAC
- 3,7-dimethylocta-1,3,6-triene
- English name
- Ocimene
- Molecular formula
- C10H16
- Molecular weight
- 136.23
Names & synonyms
beta-Ocimene13877-91-31,3,6-Octatriene, 3,7-dimethyl-DTXSID70274135Ocimene, beta-FEMA No. 3539V96I2PX4L5CHEBI:10436RefChem:487733DTXCID1027051237-641-23,7-Dimethyl-1,3,6-octatriene
Show more names
β-Ocimene(E)-β-ocimenep-Ocimeneb-OciMenecis-Ocimene3,7-dimethylocta-1,3,6-trieneFEMA 3539beta-Ocimene Solution
DSSTox_CID_27051DSSTox_RID_82069DSSTox_GSID_47051beta-Ocimene (>90per cent)b-Ocimene (>90%)1,3,6-Octatriene, 3,7-dimethyl-; ss-Ocimene (6CI); 3,7-Dimethyl-1,3,6-octatrieneSCHEMBL23589orb1908968
Database identifiers
- CAS
13877-91-3- PubChem CID
- 18756
- DTXSID
DTXSID70274135- ChEMBL
CHEMBL3187449- EC Number
- 237-641-2
Properties
Computed structural properties
- XLogP
- 4.3
- Topological polar surface area
- 0 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 0
- Rotatable bonds
- 3
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 155
Experimental & physicochemical properties
FragrancesFragrance Ingredient (3,7-Dimethyl-1,3,6-octatriene) -> IFRA transparency List
Density0.801-0.805
Flavoring AgentsEU Flavoring substances
Solubility
Insoluble in water; soluble in oils
Soluble (in ethanol)
Boiling Point177 °C
Refractive Index1.478-1.491
Physical DescriptionColourless to straw-coloured mobile liquid; warm herbaceous aroma
Physicochemical properties
- Melting point
- -27.17 °C · -27.17°C (estimate)
- Boiling point
- 65 · 65-66 °C/13 mmHg
- Density
- 0.818 g/mL · 0.818 g/mL at 20 °C (lit.)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 1.9% (37 of 1922) of reports.
Danger
H226 (98.1%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P273, P280, P301+P316, P303+P361+P353, P331, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1922 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: 1,3,6-Octatriene, 3,7-dimethyl-
Regulation (EC) No 1831/2003 (amended)
REACH registered substance: 3,7-dimethylocta-1,3,6-triene (EC: 237-641-2)
1,3,6-Octatriene, 3,7-dimethyl-: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesFlam. Liq. 3 (98.1%)
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN2319 3/PG 3
- risk_code
- 10
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS07,GHS08,GHS09
- safety_code
- 16
- Storage Class
- 4.2 - Pyrophoric and self-heating hazardous materials
Chemistry & industry
Uses & manufacturing
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
General Manufacturing Information1,3,6-Octatriene, 3,7-dimethyl-: ACTIVE
Applications
Descriptionβ-Ocimene is a monoterpene that has been found in a variety of plants and is a volatile compound involved in plant-plant signaling and plant defense against pests. It is emitted by tea (C. sinensis) plants in response to a jasmonic acid combined with mechanical damage (JAMD) model of herbivore attack. β-Ocimene reduces the number of winged aphids (M. persicae) that settle on Chinese cabbage and the feeding time and number of nymphs produced by aphids on leaves. The aphid endoparasitoid A. gifuensis demonstrates a preference for β-ocimene-treated Chinese cabbage over control plants in a wind tube two-choice test. β-Ocimene (100-1,000 ppm) also has antioxidant activity in a thiobarbituric acid reactive substances (TBARS) assay.
OccurrenceReported found in black currants, currant leaves, mentha pulegium oil, origanum oil, passion fruit, citrus peel oils, guava, strawberry jam, cinnamon bark, Thymus vulgaris, hop oil, tea, soybean, parsnips, tarragon, origanum, Ocimum basilicum, curcuma, ouzo and pimento berry
UsesDeuterium labelled analog of β-Ocimene, which is a monoterpenes found naturally in a variety of fruits and plants. It is also a product of linalool (L465950) reaction in the presence of Amberlyst-15 resin. The mixture of this compound, as well as its pure form, are oils with a pleasant odors, and thus can be used in fragrance, and perfumery industry.
Preparation methods
Preparation1) By thermal rearrangement of Pinene (type of pyrolysis).2) Ocimene can also be prepared from Lina- lool.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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