cis,cis-Farnesol

Base Information

• Chemical Name: cis,cis-Farnesol
• CAS No.: 16106-95-9
• Molecular Formula: C15H26O
• Molecular Weight: 222.371
• European Community (EC) Number: 225-004-1
• UNII: J03523NK03
• DSSTox Substance ID: DTXSID101317885
• Wikipedia: Farnesol
• Metabolomics Workbench ID: 28203
• Mol file: 16106-95-9.mol

Synonyms:Farnesol

Chemical Property of cis,cis-Farnesol

Chemical Property:

• Vapor Pressure: 0.00037mmHg at 25°C
• Refractive Index: 1.485
• Boiling Point: 283.4 °C at 760 mmHg
• PKA: 14.42±0.10(Predicted)
• Flash Point: 112.5 °C
• PSA: 20.23000
• Density: 0.875 g/cm³
• LogP: 4.39790
• Storage Temp.: ?20°C
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 7
• Exact Mass: 222.198365449
• Heavy Atom Count: 16
• Complexity: 265

Purity/Quality:

99% ^*data from raw suppliers

cis,cis-Farnesol ≥95.0% (GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Biological Agents -> Plant Oils and Extracts
• Canonical SMILES: CC(=CCCC(=CCCC(=CCO)C)C)C
• Isomeric SMILES: CC(=CCC/C(=C\CC/C(=C\CO)/C)/C)C

Technology Process of cis,cis-Farnesol

There total 39 articles about cis,cis-Farnesol 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: 83.0%

3,7,11-trimethyl-4-(phenylthio)dodeca-2Z,6Z,10-trien-1-ol (159826-49-0) → (2Z,6Z)-farnesol (16106-95-9)

Guidance literature:

With dibenzo-18-crown-6; ammonia; sodium; In diethyl ether; at -70 ℃; for 1h;

DOI:10.1007/BF00702395

Reference yield: 81.0%

ethyl (2Z,6Z)-3,7,11-trimethyl-2,6,10-dodecatrienoate (20085-73-8) → (2Z,6Z)-farnesol (16106-95-9)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at -78 - 0 ℃; for 1.5h; Inert atmosphere;

DOI:10.1021/ja106813s

Reference yield: 81.0%

(Z)-7,11-dimethyl-6,10-dodecadien-2-yn-1-ol (402915-46-2) + methyl iodide (74-88-4) → (2Z,6Z)-farnesol (16106-95-9)

Guidance literature:

(Z)-7,11-dimethyl-6,10-dodecadien-2-yn-1-ol; With bis(cyclopentadienyl)titanium dichloride; 2-methylpropylmagnesium chloride; In diethyl ether; at 0 - 23 ℃; for 2h;

methyl iodide; In tetrahydrofuran; at 0 - 23 ℃; for 2h; Further stages.;

DOI:10.1021/ol010263d

upstream raw materials:

methyl (2Z,6Z)-farnesenate

1-((6Z,10Z)-12-Benzyloxy-2,6,10-trimethyl-dodeca-2,6,10-triene-4-sulfonyl)-4-methyl-benzene

p-nitrobenzoate de trimethyl-3,7,11 dodecatriene-1,6 Z, 10-yl

3,7,11-trimethyl-4-(phenylthio)dodeca-2Z,6Z,10-trien-1-ol

Downstream raw materials:

epi-drimenol

Z,Z-farnesyl phenyl sulfide

4-phenylthio-6,10,14-trimethylpentadeca-5Z,9Z,13-trien-1-al ethylene acetal

(S)-1-methyl-4-(6-methylhepta-1,5-dien-2-yl)cyclohex-1-ene