13-Octadecenoic acid

Base Information

• Chemical Name: 13-Octadecenoic acid
• CAS No.: 7378-89-4
• Molecular Formula: C₁₈H₃₄O₂
• Molecular Weight: 282.467
• Mol file: 7378-89-4.mol

Synonyms:

Chemical Property of 13-Octadecenoic acid

Chemical Property:

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 13-Octadecenoic acid

There total 15 articles about 13-Octadecenoic 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: 56.0%

pentanal (110-62-3) + (12-carboxydodecyl)triphenylphosphonium bromide → (13Z)-octadec-13-enoic acid (693-71-0,7378-89-4,13126-39-1)

Guidance literature:

(12-carboxydodecyl)triphenylphosphonium bromide; With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 - 20 ℃; for 2h; Inert atmosphere;

pentanal; In tetrahydrofuran; toluene; at -78 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.carres.2019.107748

Reference yield:

ethyl (13Z)-octadec-13-enoate → (13Z)-octadec-13-enoic acid (693-71-0,7378-89-4,13126-39-1)

Guidance literature:

With water; sodium hydroxide; at 20 ℃; for 3h;

DOI:10.1021/acschemneuro.7b00105

Reference yield:

ethyl 12-cyanododecanoate (133310-02-8) → (13Z)-octadec-13-enoic acid (693-71-0,7378-89-4,13126-39-1)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium phosphinate / 2 h / 40 °C

2: sodium hexamethyldisilazane / tetrahydrofuran / 2 h / -78 - 20 °C

3: sodium hydroxide; water / 3 h / 20 °C

With sodium phosphinate; water; sodium hexamethyldisilazane; sodium hydroxide; In tetrahydrofuran; 2: |Wittig Olefination;

DOI:10.1021/acschemneuro.7b00105

upstream raw materials:

13-oxotridecanoic acid

pentyltriphenylphosphonium bromide

cis-13-docosenoic acid

13,14-dihydroxy-behenic acid

Downstream raw materials:

(Z)-13-octadecen-1-yl acetate

(Z)-octadec-13-en-1-ol

cis-13-octadecenoic acid, methyl ester

Refernces

• 1、 -. "NOVEL GLYCINE TRANSPORT INHIBITORS FOR THE TREATMENT OF PAIN". Page/Page column 54. . Retrieved 2018/08/12.
• 2、 Subbaraman, A S,Mithran, S,Mamdapur, V R. "Erucic acid, a cheap source of synthetic pheromones". . p. 865 - 866. Retrieved 2007/10/02.