(R)-Octadeca-5,6-dienoic acid

Base Information

• Chemical Name: (R)-Octadeca-5,6-dienoic acid
• CAS No.: 5204-84-2
• Molecular Formula: C₁₈H₃₂O₂
• Molecular Weight: 280.451
• Mol file: 5204-84-2.mol

Synonyms:5,6-Octadecadienoicacid, (R)-; 5,6-Octadecadienoic acid, (R)-(-)- (8CI); Laballenic acid (7CI);(-)-5,6-Octadecadienoic acid

Chemical Property of (R)-Octadeca-5,6-dienoic acid

Chemical Property:

• Boiling Point: 409.3±15.0 °C(Predicted)
• PKA: 4.77±0.10(Predicted)
• Density: 0.897±0.06 g/cm3(Predicted)

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-Octadeca-5,6-dienoic acid

There total 24 articles about (R)-Octadeca-5,6-dienoic acid 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%

(R)-octadeca-5,6-dienenitrile → laballenic acid (16863-62-0,5204-84-2)

Guidance literature:

With sodium hydroxide; In ethanol; water; at 80 ℃; for 5h; Inert atmosphere;

DOI:10.1021/jacs.6b11937

Reference yield: 76.0%

(R)-5,6-octadecadienal → laballenic acid (16863-62-0,5204-84-2)

Guidance literature:

With sodium hydroxide; silver(l) oxide; In tetrahydrofuran; water; at 0 ℃; for 3h; Inert atmosphere;

DOI:10.1002/ejoc.201403588

Reference yield:

(E)-octadec-7-en-5-ynoic acid → laballenic acid (5204-84-2) + laballenic acid (16863-62-0,5204-84-2)

Guidance literature:

(E)-octadec-7-en-5-ynoic acid; With (+)-1,2-bis((2S,5S)-2,5-diphenylphospholanyl)ethane; (dimethoxy)methylsilane; copper diacetate; In 1,2-dimethoxyethane; at 20 ℃; for 1.33333h; Inert atmosphere;

With water; In 1,2-dimethoxyethane; at -10 ℃; for 21h; Overall yield = 53 percent; Overall yield = 74.5 mg; enantioselective reaction; Inert atmosphere;

DOI:10.1021/jacs.9b07582

upstream raw materials:

hexadeca-3,4-dien-1-ol

diethyl malonate

hexadec-2-en-4-yn-1-ol

Dodecanal

Refernces

• 1、 Jiang, Yao,Diagne, Abdallah B.,Thomson, Regan J.,Schaus, Scott E.. "Enantioselective synthesis of allenes by catalytic traceless petasis reactions". . p. 1998 - 2005. Retrieved 2017/02/15.