Ethyl 8-fluorooctanoate

Base Information

• Chemical Name: Ethyl 8-fluorooctanoate
• CAS No.: 332-97-8
• Molecular Formula: C10H19FO2
• Molecular Weight: 190.258
• Hs Code.: 2915900090
• DSSTox Substance ID: DTXSID80186851
• Nikkaji Number: J42.519B
• Wikidata: Q83058262
• Mol file: 332-97-8.mol

Synonyms:Ethyl 8-fluorooctanoate;332-97-8;8-Fluorooctanoic acid ethyl ester;Ethyl omega-fluorooctanoate;8-fluoro-octanoic acid ethyl ester;OCTANOIC ACID, 8-FLUORO-, ETHYL ESTER;BRN 1764997;ethyl-8-fluorooctanoate;starbld0046177;SCHEMBL18919377;DTXSID80186851;LS-97978

Chemical Property of Ethyl 8-fluorooctanoate

Chemical Property:

• Vapor Pressure: 0.0912mmHg at 25°C
• Boiling Point: 224.4°C at 760 mmHg
• Flash Point: 87.2°C
• PSA: 26.30000
• Density: 0.939g/cm³
• LogP: 2.85960
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 9
• Exact Mass: 190.13690801
• Heavy Atom Count: 13
• Complexity: 126

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CCCCCCCF

Technology Process of Ethyl 8-fluorooctanoate

There total 8 articles about Ethyl 8-fluorooctanoate 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: 90.0%

ethyl 8-[[(4-methylphenyl)sulfonyl]oxy]octanoate (144682-03-1) → ethyl 8-fluorooctanoate (332-97-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 2.5h; Ambient temperature;

DOI:10.1016/S0022-1139(00)81186-0

Reference yield:

1-chloro-7-fluoro-heptane (334-43-0) + chloroformic acid ethyl ester (541-41-3) → ethyl 8-fluorooctanoate (332-97-8) + diethyl azelate (624-17-9)

Guidance literature:

With diethyl ether; magnesium; at -75 ℃;

DOI:10.1021/jo01354a007

Reference yield:

hexahydro-2H-oxepin-2-one (502-44-3,24980-41-4,80137-66-2) → ethyl 8-fluorooctanoate (332-97-8)

Guidance literature:

Multi-step reaction with 5 steps

1: diisobutylaluminium hydride / toluene / 2 h / -78 °C

2: 1.) NaH / 1.) benzene, RT, 30 min, 2.) toluene, benzene, RT, overnight

3: 81.2 percent / H₂ / 5 percent Pd-C / methanol / 5 h / Ambient temperature

4: 97 percent / pyridine / CH₂Cl₂ / 12 h / Ambient temperature

5: 90 percent / n-Bu₄NF / tetrahydrofuran / 2.5 h / Ambient temperature

With pyridine; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; diisobutylaluminium hydride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; toluene;

DOI:10.1016/S0022-1139(00)81186-0

upstream raw materials:

1-chloro-7-fluoro-heptane

chloroformic acid ethyl ester

ethyl 8-[[(4-methylphenyl)sulfonyl]oxy]octanoate

hexahydro-2H-oxepin-2-one