beta-Ocimene, (3Z)-

Base Information

• Chemical Name: beta-Ocimene, (3Z)-
• CAS No.: 3338-55-4
• Molecular Formula: C10H16
• Molecular Weight: 136.237
• Hs Code.: 2901299090
• European Community (EC) Number: 222-081-3
• UNII: 472UVP4R7T
• DSSTox Substance ID: DTXSID3052018
• Nikkaji Number: J10.707G
• Wikidata: Q26777005
• Metabolomics Workbench ID: 28019
• Mol file: 3338-55-4.mol

Synonyms:beta-ocimene

Chemical Property of beta-Ocimene, (3Z)-

Chemical Property:

• Vapor Pressure: 1.56mmHg at 25°C
• Boiling Point: 175.2°Cat760mmHg
• Flash Point: 46.9°C
• PSA: 0.00000
• Density: 0.776g/cm³
• LogP: 3.47500
• 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:

98% ^*data from raw suppliers

(Z)-BETA-OCIMENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCC=C(C)C=C)C
• Isomeric SMILES: CC(=CC/C=C(/C)\C=C)C
• Uses: β-cis-Ocimene 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.

Technology Process of beta-Ocimene, (3Z)-

There total 29 articles about beta-Ocimene, (3Z)- 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: 76.0%

3,7-dimethylocta-1,6-dien-3-ol (78-70-6) → linalool acetate (115-95-7) + (Z)-ocimene (3338-55-4,1856-63-9)

Guidance literature:

With chloro-trimethyl-silane; acetic anhydride; In acetonitrile; for 24h;

DOI:10.1080/00397919708005028

Reference yield: 61.0%

Geraniol (106-24-1) → (Z)-ocimene (3338-55-4,1856-63-9) + trans ocimene (3779-61-1,1856-63-9) + limonene. (138-86-3,555-08-8,8022-90-0,9003-73-0,95327-98-3)

Guidance literature:

With sesquiterpene synthases Cop₄ from Coprinus cinereus; In terpene synthase buffer; at 25 ℃; for 18h; Enzymatic reaction;

DOI:10.1002/cbic.200900671

Reference yield: 43.0%

geranyl phenyl sulfide (35162-74-4) + acetic anhydride (108-24-7) + acetic acid (64-19-7,77671-22-8) → 7-methyl-3-methene-1,6-octadiene (123-35-3) + 3,7-dimethyl-2E,6-octadien-1-yl acetate (105-87-3,8022-83-1) + (Z)-ocimene (3338-55-4,1856-63-9)

Guidance literature:

With lithium acetate; copper diacetate; copper; at 85 - 90 ℃;

DOI:10.1016/S0040-4039(00)99932-5

upstream raw materials:

3,7-dimethyl-2E,6-octadien-1-yl acetate

TERPINEN-4-OL

geranyl phenyl sulfide

acetic anhydride

Downstream raw materials:

Cornusol (3,7-Dimethyl-octa-1,6-dien-3,4-diol)

(3R,5Z)-2,6-dimethyl-5,7-diene-2,3-diol

4E,6Z-alloocimene

cis-alloocimene

Refernces

• 1、 He, Jindong,Gong, Yan,Zhao, Wentao,Tang, Xiangyang,Qi, Xin. "A comparative study on the gas-phase and liquid-phase thermal isomerization reaction of α-pinene". . p. 15 - 22. Retrieved 2013/03/13.
• 2、 He, Jindong,Xie, Meng,Tang, Xiangyang,Qi, Xin. "Kinetic and mechanistic study on the thermal isomerization of ocimene in the liquid phase". body text. p. 373 - 378. Retrieved 2012/07/30.