5-Tetradecenoic acid

Base Information

• Chemical Name: 5-Tetradecenoic acid
• CAS No.: 5684-69-5
• Molecular Formula: C14H26O2
• Molecular Weight: 226.359
• Nikkaji Number: J2.024.470D,J685.659D
• Wikidata: Q27161582
• Metabolomics Workbench ID: 1251
• Mol file: 5684-69-5.mol

Synonyms:5-tetradecenoic acid;5E-Tetradecenoic acid;5-Tetradecenoic acid, (E)-;5684-69-5;Physeterate;Physoterate;Physoteric acid;5-Tetradecenoate;(E)-5-Tetradecenoic acid;(5E)-tetradec-5-enoic acid;SCHEMBL231075;CHEBI:89393;LMFA01030913;Q27161582

Chemical Property of 5-Tetradecenoic acid

Chemical Property:

• Vapor Pressure: 1.37E-05mmHg at 25°C
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 11
• Exact Mass: 226.193280068
• Heavy Atom Count: 16
• Complexity: 185

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-Tetradecenoic acid

There total 4 articles about 5-Tetradecenoic 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: 73.0%

nonan-1-al (124-19-6) + (4-carboxybutyl)triphenylphosphonium bromide (17814-85-6) → trans 5-tetradecenoic acid (5684-69-5) + (Z)-tetradec-5-enoic acid (5684-70-8)

Guidance literature:

(4-carboxybutyl)triphenylphosphonium bromide; With sodium hexamethyldisilazane; In tetrahydrofuran; at 0 ℃; for 1h;

nonan-1-al; In tetrahydrofuran; at -90 - 0 ℃; for 3h;

DOI:10.1055/s-0037-1611958

Reference yield:

nonan-1-al (124-19-6) + 5-(Triphenyl-λ5-phosphanylidene)-pentanoic acid anion (42186-61-8) → trans 5-tetradecenoic acid (5684-69-5) + (Z)-tetradec-5-enoic acid (5684-70-8)

Guidance literature:

With sodium methylsulfinylmethanide; In dimethyl sulfoxide; at 25 ℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Reagent: LiNSi_2. Solvent: THF_.;

DOI:10.1016/S0040-4039(01)82099-2

Reference yield:

tetradec-5-ynoic acid (55182-81-5) → trans 5-tetradecenoic acid (5684-69-5)

Guidance literature:

With ammonia; lithium;

DOI:10.1016/0009-3084(95)02463-S

upstream raw materials:

nonan-1-al

5-(Triphenyl-λ⁵-phosphanylidene)-pentanoic acid anion

1-bromo-3E-dodecene

sodium butanolate

Downstream raw materials:

(E)-5-tetradecenol

nonanoic acid

n-tetradecanoic acid