methyl (E)-10-cyano-9-decenoate

Base Information

• Chemical Name: methyl (E)-10-cyano-9-decenoate
• CAS No.: 173602-43-2
• Molecular Formula: C₁₂H₁₉NO₂
• Molecular Weight: 209.288
• Mol file: 173602-43-2.mol

Synonyms:methyl (E)-10-cyano-9-decenoate

Chemical Property of methyl (E)-10-cyano-9-decenoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl (E)-10-cyano-9-decenoate

There total 6 articles about methyl (E)-10-cyano-9-decenoate 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: 22.0%

Methyl oleate (112-62-9) + acrylonitrile (107-13-1,25014-41-9) → (Z)-undec-2-enenitrile (85520-63-4,22629-48-7) + (E)-undec-2-enenitrile (110556-25-7,22629-48-7) + methyl (Z)-10-cyano-9-decenoate (173602-45-4) + methyl (E)-10-cyano-9-decenoate (173602-43-2)

Guidance literature:

With Hoveyda-Grubbs catalyst second generation; In toluene; at 95 ℃; for 2.5h; Inert atmosphere;

Reference yield:

Methyl oleate (112-62-9) + acrylonitrile (107-13-1,25014-41-9) → trans-9-octadecene (7206-25-9) + octadeca-9Z-ene (1779-13-1) + (Z)-undec-2-enenitrile (85520-63-4,22629-48-7) + (E)-undec-2-enenitrile (110556-25-7,22629-48-7) + dimethyl (Z)-octadec-9-ene-1,18-dioate (13481-97-5,24753-49-9,40393-46-2) + Dimethyl (E)-octadec-9-enedioate (24753-49-9) + 1-Decene (872-05-9,17438-89-0,25189-70-2) + methyl 9-decenoate (25601-41-6) + methyl (Z)-10-cyano-9-decenoate (173602-45-4) + methyl (E)-10-cyano-9-decenoate (173602-43-2)

Guidance literature:

With 1,3-bis-(2,4,6-trimethylphenyl)-2-(imidazolidinylidene)dichloro(5-nitro-2-isopropoxyphenylmethylene)ruthenium; In toluene; for 3.5h; Inert atmosphere;

Reference yield:

Methyl oleate (112-62-9) + acrylonitrile (107-13-1,25014-41-9) → (Z)-undec-2-enenitrile (85520-63-4,22629-48-7) + (E)-undec-2-enenitrile (110556-25-7,22629-48-7) + 1-Decene (872-05-9,17438-89-0,25189-70-2) + methyl 9-decenoate (25601-41-6) + methyl (Z)-10-cyano-9-decenoate (173602-45-4) + methyl (E)-10-cyano-9-decenoate (173602-43-2)

Guidance literature:

With C₃₂H₃₈Cl₂N₂O₃Ru; In toluene; for 3.5h; Inert atmosphere;

upstream raw materials:

dimethyl (Z)-octadec-9-ene-1,18-dioate

acrylonitrile

1,18-octadec-9-enedioic acid

dimethyl 9-octadecen-1,18-dioate

Refernces

• 1、 -. "CROSS METATHESIS APPROACH TO C11-C13 FATTY-CHAIN AMINO ESTERS FORM OLEIC ACID DERIVATIVES". Paragraph 0059; 0060; 0061. . Retrieved 2016/05/24.
• 2、 Miao, Xiaowei,Blokhin, Anton,Pasynskii, Alexandr,Nefedov, Sergey,Osipov, Sergey N.,Roisnel, Thierry,Bruneau, Christian,Dixneuf, Pierre H.. "Alkylidene-ruthenium-tin catalysts for the formation of fatty nitriles and esters via cross-metathesis of plant oil derivatives". experimental part. p. 5257 - 5262. Retrieved 2011/01/09.