Ethyl hexanoate

Base Information

• Chemical Name: Ethyl hexanoate
• CAS No.: 123-66-0
• Deprecated CAS: 8068-81-3
• Molecular Formula: C8H16O2
• Molecular Weight: 144.214
• Hs Code.: 29159000
• European Community (EC) Number: 204-640-3
• NSC Number: 8882
• UN Number: 1177
• UNII: FLO6YR1SHT
• DSSTox Substance ID: DTXSID3021980
• Nikkaji Number: J2.500C
• Wikipedia: Ethyl_hexanoate
• Wikidata: Q905406
• Metabolomics Workbench ID: 4079
• Mol file: 123-66-0.mol

Synonyms:ethyl caproate;ethyl hexanoate;hexanoic acid ethyl ester

Chemical Property of Ethyl hexanoate

Chemical Property:

• Appearance/Colour: clear colourless liquid
• Vapor Pressure: 1.66mmHg at 25°C
• Melting Point: -67 °C
• Refractive Index: n20/D 1.407
• Boiling Point: 167.9 °C at 760 mmHg
• Flash Point: 49.4 °C
• PSA: 26.30000
• Density: 0.878 g/cm³
• LogP: 2.12980
• Storage Temp.: Flammables area
• Solubility.: 0.63g/l
• Water Solubility.: INSOLUBLE
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 144.115029749
• Heavy Atom Count: 10
• Complexity: 89.3

Purity/Quality:

99% ^*data from raw suppliers

Ethyl Caproate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37/38-R36/37/38-R10
• Safety Statements: 16-26-36-S36-S26-S16

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Solvents -> Esters (
• Canonical SMILES: CCCCCC(=O)OCC
• Description: Ethyl caproate (also ethyl hexanoate) is naturally found in the fruits of Ananas sativus. It can be synthesized by the direct esterification of caproic acid with ethyl alcohol. It has strong, sweet-ethereal like pineapple odor, with nuances of banana and strawberry. Ethyl caproate is approved by the FDA for food use (as a flavoring agent in desserts and beverages) without hazard to public health. Ethyl Caproate is used to synthesize novel EP2/EP4 dual agonist of γ-lactam prostaglandin E1 analogs. It is also used as a chemical reagent in the synthesis of PPARα antagonists in the treatment of metabolic diseases.
• Uses: Ethyl Caproate is used in the synthesis of novel EP2/EP4 dual agonist of γ-lactam prostaglandin E1 analogs. Also used as a chemical reagent in the synthesis of PPARα antagonists in the treatment of metabolic diseases. Ethyl hexanoate may be used as an analytical reference standard for the determination of the analyte in wine and beer samples by chromatography based techniques. manufacture of artificial fruit flavors.

Technology Process of Ethyl hexanoate

There total 65 articles about Ethyl hexanoate 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: 100.0%

ethanol (64-17-5) + hexanoic acid (142-62-1) → Ethyl hexanoate (123-66-0)

Guidance literature:

zirconium(IV) oxide; for 5h; Heating;

DOI:10.1246/bcsj.62.2353

Reference yield: 95.0%

ethanol (64-17-5) + hexanal (66-25-1) → Ethyl hexanoate (123-66-0)

Guidance literature:

With Oxone; at 20 ℃; for 18h;

DOI:10.1021/ol0340078

Reference yield: 81.0%

ethanol (64-17-5) + hexan-1-amine (111-26-2) + carbon monoxide (201230-82-2) → Ethyl hexanoate (123-66-0) + ethyl n-valerate (539-82-2) + ethyl heptanoate (106-30-9) + N-hexylcarbamic acid ethyl ester (7451-47-0)

Guidance literature:

With oxygen; Sulfate; zirconium(IV) oxide; palladium dichloride; at 170 ℃; for 3h; under 45003.6 Torr; Further byproducts given. Title compound not separated from byproducts;

DOI:10.1006/jcat.2001.3350

upstream raw materials:

1-bromo-butane

sodium diethylmalonate

ketene diethyl acetal

ethanol

Downstream raw materials:

diethyl butylmalonate

ethyl-butyl-malonic acid diethyl ester

1-Cyan-1-(3,5-methoxy-phenyl)-heptanon-⁽²⁾

1-ethoxy-2-ethoxymethyl-heptan-2-ol

Refernces

• 1、 Bamoharram, Fatemeh F.,Heravi, Majid M.,Roshani, Mina,Mir, Hamzeh. "Catalytic performance of divanadium-substituted molybdophosphate acid, H5PMo10V2O40, in liquid-phase esterification of hexanoic acid". . p. 3119 - 3125. Retrieved 2009.
• 2、 De Barros, Dragana P. C.,Lemos, Francisco,Fonseca, Luis P.,Cabral, Joaquim M. S.. "Kinetic cutinase-catalyzed esterification of caproic acid in organic solvent system". . p. 285 - 293. Retrieved 2010.
• 3、 Díaz, Urbano,Moreno, José María,Velty, Alexandra. "MOFs based on 1D structural sub-domains with Br?nsted acid and redox active sites as effective bi-functional catalysts". . p. 3572 - 3585. Retrieved 2020/06/25.
• 4、 Buchwald, Stephen L.,Guo, Sheng,Zhu, Jiaqi. "Enantioselective Synthesis of β-Amino Acid Derivatives Enabled by Ligand-Controlled Reversal of Hydrocupration Regiochemistry". supporting information. p. 20841 - 20845. Retrieved 2020/09/16.