13-Hydroperoxylinolenic acid

Base Information

• Chemical Name: 13-Hydroperoxylinolenic acid
• CAS No.: 19356-22-0
• Molecular Formula: C₁₈H₃₀O₃
• Molecular Weight: 294.434
• DSSTox Substance ID: DTXSID501237609
• Nikkaji Number: J69.553J
• Mol file: 19356-22-0.mol

Synonyms:12,13-epoxylinolenic acid;13-hydroperoxylinolenic acid;linolenic (18-3) acid peroxide;linolenic acid hydroperoxide

Chemical Property of 13-Hydroperoxylinolenic acid

Chemical Property:

• Vapor Pressure: 1.49E-08mmHg at 25°C
• Refractive Index: 1.5450 (estimate)
• Boiling Point: 413.1°Cat760mmHg
• Flash Point: 137.2°C
• PSA: 46.53000
• Density: 0.957g/cm³
• LogP: 5.59210
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 14
• Exact Mass: 294.21949481
• Heavy Atom Count: 21
• Complexity: 316

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC=CCC=CCC=CCCCCCCCC(=O)OO
• Isomeric SMILES: CC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)OO

Technology Process of 13-Hydroperoxylinolenic acid

There total 2 articles about 13-Hydroperoxylinolenic 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:

(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid (463-40-1,1955-33-5,21661-10-9,21661-09-6,21661-13-2,21661-11-0) → peroxylinolenic acid (19356-22-0)

Guidance literature:

With air; Ethyl gallate; In ethanol; 0 deg C, 5 min, 80 deg C, 20 min; effects of different antioxidants on peroxidation;

DOI:10.1248/cpb.34.174

Reference yield:

α-methylindole (90563-52-3) → peroxylinolenic acid (19356-22-0)

Guidance literature:

With air; at 30 ℃; for 40h;

DOI:10.1248/cpb.34.174

Reference yield:

Cholesteryl acetate (604-35-3) + linolenic acid hydroperoxide (19355-87-4,19356-22-0) → 7-ketocholesteryl acetate (809-51-8) + 3β-acetoxy-5,6-epoxycholestane (1256-31-1,2953-35-7,4092-57-3,14456-17-8,68974-60-7,68974-61-8,55400-50-5) + cholest-5-ene-3β,7-diol 3-monoacetate (17974-77-5,19317-90-9,98674-04-5,77059-25-7) + (9E,12E,15E)-Octadeca-9,12,15-trienoic acid (3S,8S,9S,10R,13R,14S,17R)-3-acetoxy-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-7-yl ester (84619-17-0)

Guidance literature:

With iron(III)-acetylacetonate; In benzene; at 60 ℃; for 24h;

upstream raw materials:

α-methylindole

(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid

Downstream raw materials:

(9Z,12Z)-(15,16-epoxy)octadeca-9,12-dienoic acid

7-ketocholesteryl acetate

3β-acetoxy-5,6-epoxycholestane

cholest-5-ene-3β,7-diol 3-monoacetate

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