methyl tridec-9-enoate

Base Information

• Chemical Name: methyl tridec-9-enoate
• CAS No.: 58257-45-7
• Molecular Formula: C₁₄H₂₆O₂
• Molecular Weight: 226.359
• Mol file: 58257-45-7.mol

Synonyms:

Chemical Property of methyl tridec-9-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl tridec-9-enoate

There total 8 articles about methyl tridec-9-enoate 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%

methyl ester of azelaic acid aldehyde (1931-63-1) + butyl(triphenyl)phosphonium iodide (22949-84-4) → methyl tridec-9-enoate (1417996-20-3,137641-43-1) + methyl tridec-9-enoate (58257-45-7,137641-43-1)

Guidance literature:

butyl(triphenyl)phosphonium iodide; With n-butyllithium; In diethyl ether; at 20 ℃; for 0.25h; Inert atmosphere;

methyl ester of azelaic acid aldehyde; In diethyl ether; at -78 ℃; for 2h;

DOI:10.1002/chem.201203035

Reference yield:

2-(2-methyl-Z-cyclopropyl)-decanedioic acid, 10-methyl ester, 1-pyridine-2-thione-Noxycarbonyl ester → methyl 10-methyldodec-9-enoate + methyl 10-methyldodec-9-enoate + methyl tridec-9-enoate (1417996-20-3,137641-43-1) + methyl 9-(E-2-methyl cyclopropyl)-nonanoate + methyl 9-(Z-2-methyl cyclopropyl)-nonanoate + methyl tridec-9-enoate (58257-45-7,137641-43-1)

Guidance literature:

With thiophenol; In tetrahydrofuran; at -78 - 20 ℃; for 4h; Inert atmosphere; Darkness; UV-irradiation;

DOI:10.1002/chem.201203035

Reference yield:

dec-9-enoic acid (14436-32-9) → methyl tridec-9-enoate (1417996-20-3,137641-43-1) + methyl tridec-9-enoate (58257-45-7,137641-43-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: diethyl ether

2.1: ozone / dichloromethane / -78 °C / Inert atmosphere

3.1: dimethylsulfide / 20 °C / Inert atmosphere

4.1: n-butyllithium / diethyl ether / 0.25 h / 20 °C / Inert atmosphere

4.2: 2 h / -78 °C

With n-butyllithium; dimethylsulfide; ozone; In diethyl ether; dichloromethane;

DOI:10.1002/chem.201203035

upstream raw materials:

methyl ester of azelaic acid aldehyde

n-butyl(triphenyl)phosphonium bromide

Methyl oleate

butyl(triphenyl)phosphonium iodide

Refernces

• 1、 Bestmann,Stransky,Vostrowsky,Range. "Pheromones, VII. Synthesis of 1 substituted (Z) 9 alkenes". . p. 3582 - 3595. Retrieved 2007/10/05.