ethyl 9Z-tetradecenoate

Base Information

• Chemical Name: ethyl 9Z-tetradecenoate
• CAS No.: 24880-50-0
• Molecular Formula: C16H30O2
• Molecular Weight: 254.413
• Metabolomics Workbench ID: 4139
• Wikidata: Q76422662
• Mol file: 24880-50-0.mol

Synonyms:ethyl 9Z-tetradecenoate;ethyl (Z)-tetradec-9-enoate;9-Tetradecenoic acid, ethyl ester, (9Z)-;24880-50-0;Ethyl 9-tetradecenoate;WE(2:0/14:1(9Z));ethyl myristoleate;SCHEMBL2381738;CHEBI:179800;SVEDZEIUAKXCCX-FPLPWBNLSA-N;LMFA07010494

Chemical Property of ethyl 9Z-tetradecenoate

Chemical Property:

• XLogP3: 5.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 13
• Exact Mass: 254.224580195
• Heavy Atom Count: 18
• Complexity: 209

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC=CCCCCCCCC(=O)OCC
• Isomeric SMILES: CCCC/C=C\CCCCCCCC(=O)OCC

Technology Process of ethyl 9Z-tetradecenoate

There total 7 articles about ethyl 9Z-tetradecenoate 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:

ethyl 9-oxononanoate (3433-16-7) + pentyltriphenylphosphonium bromide (21406-61-1) → myristoleic acid ethyl ester (24880-50-0)

Guidance literature:

Multistep reaction; (i) K, HMPT, (ii) /BRN= 1769505/;

DOI:10.1002/cber.19751081120

Reference yield:

ethyl 8-cyanooctanoate → myristoleic acid ethyl ester (24880-50-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium phosphinate / 2 h / 40 °C

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

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

DOI:10.1021/acschemneuro.7b00105

Reference yield:

Ethyl 8-bromooctanoate (29823-21-0) → myristoleic acid ethyl ester (24880-50-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 18 h / 20 °C

2: sodium phosphinate / 2 h / 40 °C

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

With sodium phosphinate; sodium hexamethyldisilazane; In tetrahydrofuran; 3: |Wittig Olefination;

DOI:10.1021/acschemneuro.7b00105

upstream raw materials:

ethyl 9-oxononanoate

pentyltriphenylphosphonium bromide

oleic acid ethyl ester

5-decene

Downstream raw materials:

myristoleic acid

Refernces

• 1、 Bykov, V. I.,Butenco, T. A.,Finkel'shtein, E. Sh,Petrovskii, P. V.,Vdovin, V. M.. "PREPARATION OF PHEROMONE COMPONENTS BY COMETATHESIS REACTIONS IN THE PRESENCE OF MoCl5/SiO2-R4Sn CATALYST". . p. 1397 - 1400. Retrieved 2007/10/02.