10-Octadecenoic acid, methyl ester, (Z)-

Base Information

• Chemical Name: 10-Octadecenoic acid, methyl ester, (Z)-
• CAS No.: 17257-43-1
• Molecular Formula: C₁₉H₃₆O₂
• Molecular Weight: 296.494
• Mol file: 17257-43-1.mol

Synonyms:(Z)-Octadec-10-enoic acid methyl ester;cis-Octadecen-(10)-saeure;

Chemical Property of 10-Octadecenoic acid, methyl ester, (Z)-

Chemical Property:

• Boiling Point: 368.6±11.0 °C(Predicted)
• PSA: 26.30000
• Density: 0.873±0.06 g/cm3(Predicted)
• LogP: 6.19690

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Methyl cis-10-Octadecenoate is an intermediate in the synthesis of (10E)-10-Octadecenoic acid (O235250). (10E)-10-Octadecenoic acid is a fatty acid found in cow milk.

Technology Process of 10-Octadecenoic acid, methyl ester, (Z)-

There total 9 articles about 10-Octadecenoic acid, methyl ester, (Z)- 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: 96.0%

methyl octadec-10-ynoate (26543-36-2) → (Z)-methyl octadec-10-enoate (17257-43-1)

Guidance literature:

With palladium, 5% on calcium carbonate, poisoned with lead; hydrogen; In ethyl acetate; at 20 ℃; for 0.583333h;

DOI:10.1016/j.fitote.2020.104639

Reference yield:

octadec-10-ynoic acid (19220-39-4) → (Z)-methyl octadec-10-enoate (17257-43-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 20 °C

2: hydrogen; ethylenediamine / ethanol; water

With sulfuric acid; hydrogen; ethylenediamine; In ethanol; water;

DOI:10.1055/s-0030-1259912

Reference yield:

undec-10-ynoic acid (2777-65-3) → (Z)-methyl octadec-10-enoate (17257-43-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / N,N,N,N,N,N-hexamethylphosphoric triamide; tetrahydrofuran; cyclohexane / 2.5 h / -78 - 0 °C

1.2: 18 h / -78 - 20 °C

2.1: dichloromethane; methanol; diethyl ether / 20 °C

3.1: palladium, 5% on calcium carbonate, poisoned with lead; hydrogen / ethyl acetate / 0.58 h / 20 °C

With n-butyllithium; palladium, 5% on calcium carbonate, poisoned with lead; hydrogen; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane; cyclohexane; ethyl acetate;

DOI:10.1016/j.fitote.2020.104639

upstream raw materials:

2-(9-bromononyloxy)tetrahydropyran

C₂₃H₄₂O₂

9-bromononan-1-ol

octadec-10-ynoic acid

Downstream raw materials:

methyl ester of (E)-9-hydroxy-10-octadecenoic acid

methyl 12-hydroxyoctadec-trans-10-enoate

Refernces

• 1、 Ishibashi, Fumito,Kuwano, Kazuyoshi,Shibahara, Tomohiro,Zha, Shijiao. "Algicidal hydroxylated C18 unsaturated fatty acids from the red alga Tricleocarpa jejuensis: Identification, synthesis and biological activity". . . Retrieved 2020/06/05.