Ethyl 10-fluorodecanoate

Base Information

• Chemical Name: Ethyl 10-fluorodecanoate
• CAS No.: 353-03-7
• Molecular Formula: C12H23FO2
• Molecular Weight: 218.35
• DSSTox Substance ID: DTXSID20188793
• Nikkaji Number: J40.816F
• Wikidata: Q83060642
• Mol file: 353-03-7.mol

Synonyms:Ethyl 10-fluorodecanoate;10-Fluorodecanoic acid ethyl ester;353-03-7;Ethyl 9-fluorononanecarboxylate;Ethyl omega-fluorodecanoate;DECANOIC ACID, 10-FLUORO-, ETHYL ESTER;BRN 1771473;C12H23FO2;DTXSID20188793;LS-59361

Chemical Property of Ethyl 10-fluorodecanoate

Chemical Property:

• Vapor Pressure: 0.0106mmHg at 25°C
• Boiling Point: 262.9°C at 760 mmHg
• Flash Point: 109.4°C
• PSA: 26.30000
• Density: 0.926g/cm³
• LogP: 3.63980
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 11
• Exact Mass: 218.16820813
• Heavy Atom Count: 15
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CCCCCCCCCF

Technology Process of Ethyl 10-fluorodecanoate

There total 7 articles about Ethyl 10-fluorodecanoate 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: 99.0%

10-((4-toluenesulfonyl)oxy)decanoic acid ethyl ester → 10-fluorodecanoic acid ethyl ester (353-03-7)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1021/jacs.9b06643

Reference yield:

ethyl 10-bromo-decanoate (55099-31-5) → 10-fluorodecanoic acid ethyl ester (353-03-7)

Guidance literature:

With silver fluoride; at 80 ℃;

Reference yield:

10-hydroxydecanoic acid (1679-53-4) → 10-fluorodecanoic acid ethyl ester (353-03-7)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid / 15 h / Reflux

2: pyridine / dichloromethane / 15 h / 20 °C / Inert atmosphere

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C / Inert atmosphere

With pyridine; sulfuric acid; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jacs.9b06643

upstream raw materials:

1-chloro-9-fluoro-nonane

ethyl 10-bromo-decanoate

10-bromodecanoic acid

10-acetoxydecanoic acid

Downstream raw materials:

10-fluorodecanoic acid

Refernces