5,9-Hexadecadienoic acid

Base Information

• Chemical Name: 5,9-Hexadecadienoic acid
• CAS No.: 63317-99-7
• Molecular Formula: C₁₆H₂₈O₂
• Molecular Weight: 252.397
• Nikkaji Number: J247.947H
• Mol file: 63317-99-7.mol

Synonyms:5,9-hexadecadienoic acid

Chemical Property of 5,9-Hexadecadienoic acid

Chemical Property:

• Vapor Pressure: 1E-05mmHg at 25°C
• Boiling Point: 346.6°C at 760 mmHg
• Flash Point: 243.6°C
• PSA: 37.30000
• Density: 0.919g/cm³
• LogP: 5.10430
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 12
• Exact Mass: 252.208930132
• Heavy Atom Count: 18
• Complexity: 242

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC=CCCC=CCCCC(=O)O
• Isomeric SMILES: CCCCCC/C=C/CC/C=C/CCCC(=O)O

Technology Process of 5,9-Hexadecadienoic acid

There total 12 articles about 5,9-Hexadecadienoic 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: 80.0%

5,9-hexadecadiynoic acid (475207-22-8) → 5Z,9Z-hexadecadienoic acid (63317-99-7)

Guidance literature:

With quinoline; hydrogen; Lindlar's catalyst; In hexane;

DOI:10.1021/np0202576

Reference yield: 74.0%

2-(hexadeca-5Z,9Z-dien-1-yloxy)tetrahydro-2H-pyrane (1448312-51-3) → 5Z,9Z-hexadecadienoic acid (63317-99-7)

Guidance literature:

With Jones reagent; Inert atmosphere;

DOI:10.1039/c3cc44926b

Reference yield: 60.0%

(Z)-4-undecenal (68820-32-6,160321-33-5) + (3-carboxypropyl)(triphenyl)phosphonium bromide (17857-14-6) → (9Z)-5,9-hexadecadienoic acid (63317-99-7)

Guidance literature:

(3-carboxypropyl)(triphenyl)phosphonium bromide; With n-butyllithium; In tetrahydrofuran; dimethyl sulfoxide; at -10 ℃; for 0.5h;

(Z)-4-undecenal; In tetrahydrofuran; dimethyl sulfoxide; at -10 ℃; for 3h;

DOI:10.1016/S0009-3084(99)00034-1

upstream raw materials:

(Z)-4-undecenal

(3-carboxypropyl)(triphenyl)phosphonium bromide

n-octyne

(Z)-2-(dec-3-en-1-yl)-1,3-dioxolane

Refernces

• 1、 D'Yakonov, Vladimir A.,Makarov, Aleksey A.,Dzhemileva, Lilya U.,Makarova, Elina Kh.,Khusnutdinova, Elza K.,Dzhemilev, Usein M.. "The facile synthesis of the 5Z,9Z-dienoic acids and their topoisomerase i inhibitory activity". . p. 8401 - 8403. Retrieved 2013/09/23.