Octadeca-3,6,9-triene

Base Information

• Chemical Name: Octadeca-3,6,9-triene
• CAS No.: 72561-88-7
• Molecular Formula: C₁₈H₃₂
• Molecular Weight: 248.452
• DSSTox Substance ID: DTXSID30706048
• Mol file: 72561-88-7.mol

Synonyms:OCTADECA-3,6,9-TRIENE;72561-88-7;DTXSID30706048

Chemical Property of Octadeca-3,6,9-triene

Chemical Property:

• Boiling Point: 326.0±22.0 °C(Predicted)
• PSA: 0.00000
• Density: 0.810±0.06 g/cm3(Predicted)
• LogP: 6.59580
• XLogP3: 7.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 12
• Exact Mass: 248.250401021
• Heavy Atom Count: 18
• Complexity: 220

Purity/Quality:

99%,98%, ^*data from raw suppliers

(3Z,6Z,9Z)-OCTADECATRIENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCC=CCC=CCC=CCC

Technology Process of Octadeca-3,6,9-triene

There total 12 articles about Octadeca-3,6,9-triene 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: 87.0%

C18H26 → (Z,Z,Z)-3,6,9-Octadecatriene (72561-88-7)

Guidance literature:

With sodium tetrahydroborate; hydrogen; nickel(II) acetate tetrahydrate; ethylenediamine; In methanol; at 0 - 20 ℃; for 4h; Reagent/catalyst;

Reference yield: 75.0%

(3Z,6Z)-nona-3,6-dienal (21944-83-2) + nonyltriphenylphosphonium bromide (60902-45-6) → (Z,Z,Z)-3,6,9-Octadecatriene (72561-88-7)

Guidance literature:

With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.chemphyslip.2014.04.005

Reference yield:

(3Z,6Z)-9,9-dimethoxynona-3,6-dien-1-ol (1638152-99-4) → (Z,Z,Z)-3,6,9-Octadecatriene (72561-88-7)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / 2 h / 0 °C

2: lithium aluminium tetrahydride / tetrahydrofuran / 16 h / 0 °C

3: formic acid / water; 1,4-dioxane / 1.5 h / 20 °C

4: sodium hexamethyldisilazane / tetrahydrofuran / -78 - 20 °C / Inert atmosphere

With pyridine; lithium aluminium tetrahydride; formic acid; sodium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; water; 4: |Wittig Olefination;

DOI:10.1016/j.chemphyslip.2014.04.005

upstream raw materials:

n-heptylmagnesium bromide

1-bromo-(2Z,5Z,8Z)-2,5,8-undecatriene

(3Z,6Z)-9,9-dimethoxynona-3,6-dien-1-ol

cis,cis,cis-1,4,7-cyclononatriene

Refernces

• 1、 Mustafa, Hussein H.,Baird, Mark S.,Al Dulayymi, Juma'A R.,Tverezovskiy, Viacheslav V.. "A nine carbon homologating system for skip-conjugated polyenes". . p. 34 - 42. Retrieved 2014/07/08.