Ocimene

Base Information

• Chemical Name: Ocimene
• CAS No.: 13877-91-3
• Deprecated CAS: 11022-64-3,1856-63-9
• Molecular Formula: C10H16
• Molecular Weight: 136.237
• Hs Code.: 2901299090
• European Community (EC) Number: 237-641-2
• DSSTox Substance ID: DTXSID70274135
• Wikipedia: Ocimene
• Wikidata: Q27108635
• Metabolomics Workbench ID: 130674
• ChEMBL ID: CHEMBL3187449
• Mol file: 13877-91-3.mol

Synonyms:beta-ocimene

Chemical Property of Ocimene

Chemical Property:

• Appearance/Colour: colourless clear liquid
• Vapor Pressure: 2.207hPa at 24℃
• Melting Point: -27.17°C (estimate)
• Refractive Index: n20/D 1.485
• Boiling Point: 175.2 °C at 760 mmHg
• Flash Point: 46.9 °C
• PSA: 0.00000
• Density: 0.776 g/cm³
• LogP: 3.47500
• Storage Temp.: 2-8°C
• Water Solubility.: 14.5mg/L at 24℃
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 136.125200510
• Heavy Atom Count: 10
• Complexity: 155

Purity/Quality:

99.9% ^*data from raw suppliers

β-Ocimene(>90%) ^*data from reagent suppliers

Safty Information:

• Statements: 10
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=CCC=C(C)C=C)C
• Description: β-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.

Technology Process of Ocimene

There total 19 articles about Ocimene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 43.0%

3,7-dimethylocta-1,6-dien-3-ol (78-70-6) → 3,7-Dimethyl-octa-1,3,6-trien (13877-91-3,1856-63-9) + Terpinolene (586-62-9,69073-38-7) + limonene. (138-86-3,555-08-8,8022-90-0,9003-73-0,95327-98-3)

Guidance literature:

With rhenium(VII) oxide; In toluene; at 100 ℃; for 24h;

DOI:10.1002/chem.201300209

Reference yield: 30.8%

3,7-dimethyl-oct-6-enal (106-23-0,26489-02-1) → 7-methyl-3-methene-1,6-octadiene (123-35-3) + 3,7-Dimethyl-octa-1,3,6-trien (13877-91-3,1856-63-9) + 1-methyl-4-isopropyl-1,3-cyclohexadiene (99-86-5) + 3,8-p-Menthadien (586-67-4) + limonene. (138-86-3,555-08-8,8022-90-0,9003-73-0,95327-98-3)

Guidance literature:

With aluminum oxide; carbon dioxide; In hexane; at 190 ℃; Supercritical conditions;

DOI:10.1134/S0036024412120035

Reference yield:

3,7-dimethyl-2E,6-octadien-1-yl acetate (105-87-3,8022-83-1) → dihydromyrcene (2436-90-0) + dihydromyrcene (2492-22-0,2609-23-6,2792-39-4) + 7-methyl-3-methene-1,6-octadiene (123-35-3) + 3,7-Dimethyl-octa-1,3,6-trien (13877-91-3,1856-63-9)

Guidance literature:

With ammonium formate; bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; In tetrahydrofuran; at 65 ℃; for 2h; Product distribution; other catalysts, other ligands, other solvents, other time, other temp.;

DOI:10.1055/s-1986-31723

upstream raw materials:

pyridine

geranyl bromide

(+)-α-pinene

2,6-dimethyl-hepta-1,5-diene

Downstream raw materials:

3,7-dimethylocta-1,6-dien-3-ol

Nerol

(Z)-myroxide

(E)-myroxide