Ethyl octanoate

Base Information

• Chemical Name: Ethyl octanoate
• CAS No.: 106-32-1
• Molecular Formula: C10H20O2
• Molecular Weight: 172.268
• Hs Code.: 29159080
• European Community (EC) Number: 203-385-5
• NSC Number: 8898
• UNII: 81C5MOP582
• DSSTox Substance ID: DTXSID8051542
• Nikkaji Number: J2.857F
• Wikipedia: Ethyl_octanoate
• Wikidata: Q3348790
• Metabolomics Workbench ID: 4092
• ChEMBL ID: CHEMBL4633100
• Mol file: 106-32-1.mol

Synonyms:ethyl caprylate;ethyl octanoate

Chemical Property of Ethyl octanoate

Chemical Property:

• Appearance/Colour: clear colourless liquid
• Vapor Pressure: 0.224mmHg at 25°C
• Melting Point: -47 °C
• Refractive Index: n20/D 1.417(lit.)
• Boiling Point: 207.5 °C at 760 mmHg
• Flash Point: 75 °C
• PSA: 26.30000
• Density: 0.868 g/cm³
• LogP: 2.91000
• Storage Temp.: Store below +30°C.
• Solubility.: ethanol: soluble1ml/4ml, clear, colorless (70% ethanol)
• Water Solubility.: insoluble
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 172.146329876
• Heavy Atom Count: 12
• Complexity: 110

Purity/Quality:

99% ^*data from raw suppliers

Ethyl Octanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi:Irritant
• Statements: R38:
• Safety Statements: S26:; S36:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCCC(=O)OCC
• Description: Ethyl caprylate (ethyl octanoate) is a kind of fatty acid ester formed from caprylic acid and ethanol. It is a kind of natural fruit flavoring agent. It is usually included in the alcohol beverage. Among the main flavoring components of None-flavor liquor, the absolute content of ethyl caprylate is not high but its flavoring contributions is higher than ethyl acetate, ethyl lactate, and ethyl butyrate, only lower than ethyl caproate. Only small amount of ethyl caprylate could produce obvious fruit aroma in Nong-flavor liquor. However, excessive content of ethyl caprylate would inhibit the performance of other flavoring components.
• Uses: manufacture of fruit ethers; constituent of enanthic, cocoic, and cognac ethers. Ethyl caprylate is a flavoring and fragrance agent. Ethyl octanoate, found in Burgundy wine, was used to study its partition co-efficient in water in model wine using the headspace method.

Technology Process of Ethyl octanoate

There total 62 articles about Ethyl octanoate 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: 95.1%

ethanol (64-17-5) + Octanoic acid (124-07-2) → octanoic acid ethyl ester (106-32-1)

Guidance literature:

With mesoporous MCM silicas; at 60 ℃; for 6h;

DOI:10.1039/b316467e

Reference yield: 95.0%

Octanoic acid (124-07-2) + chloroformic acid ethyl ester (541-41-3) → octanoic acid ethyl ester (106-32-1)

Guidance literature:

With triethylamine; dmap; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1016/S0040-4039(00)86271-1

Reference yield: 92.0%

1-bromo-butane (109-65-9) + (4-ethoxy-4-oxobutyl)zinc(II) bromide (151073-69-7) → octanoic acid ethyl ester (106-32-1)

Guidance literature:

With 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; at 20 ℃; for 24h;

DOI:10.1016/j.tet.2005.07.101

upstream raw materials:

diazoacetic acid ethyl ester

Trihexylboran; Tri-n-hexylbor

1-hexene

(ethoxycarbonylmethyl)dimethylsulfonium bromide

Downstream raw materials:

5-butyl-dodecan-5-ol

3-phenethyl-1-phenyl-decane

<1-²H2>-1-octanol

1,1-bis-biphenyl-4-yl-octan-1-ol

Refernces

• 1、 Krawczyk, Henryk,Wasek, Katarzyna,Kedzia, Jacek. "A convenient approach to enantioenriched cyclopropanes bearing electron-withdrawing functionalities". . p. 1473 - 1476. Retrieved 2009.
• 2、 Ballestin, Pilar,Ventura-Espinosa, David,Martín, Santiago,Caballero, Ana,Mata, Jose A.,Pérez, Pedro J.. "Improving Catalyst Activity in Hydrocarbon Functionalization by Remote Pyrene–Graphene Stacking". . p. 9534 - 9539. Retrieved 2019.
• 3、 H. Gross, Jürgen,Schuhen, Katrin,Stró?yńska, Monika. "Structural investigation of perfluorocarboxylic acid derivatives formed in the reaction with N,N-dimethylformamide dialkylacetals". . p. 131 - 143. Retrieved 2020.
• 4、 Pelter,Warren,Wilson. "Hindered organoboron groups in organic chemistry. 20. Alkylations and acylations of dimesitylboron stabilised carbanions". . p. 2988 - 3006. Retrieved 1993.
• 5、 Bao, Quanxi,Qiao, Kun,Tomida, Daisuke,Yokoyama, Chiaki. "1-methylimidazolium chlorosulfate ([HMIm]SO3Cl): A novel ionic liquid with dual bronsted-lewis acidity". . p. 728 - 729. Retrieved 2010.
• 6、 Martin, Stephen F.,Fishpaugh, Jeffrey R.,Power, John M.,Giolando, Dean M.,Jones, Richard A.,et al.. "Structure and Reactivity of Novel Lithium Di-tert-butylphosphido(alkyl)cuprates". . p. 7226 - 7228. Retrieved 1988.
• 7、 Alvaro, Mercedes,Corma, Avelino,Das, Debasish,Fornes, Vicente,Garcia, Hermenegildo. "Single-step preparation and catalytic activity of mesoporous MCM-41 and SBA-15 silicas functionalized with perfluoroalkylsulfonic acid groups analogous to Nafion". . p. 956 - 957. Retrieved 2004.
• 8、 Sundararaman,P. et al.. "-". . p. 1627 - 1628. Retrieved 1978.
• 9、 Kuwahara, Yasutaka,Yamanishi, Takato,Kamegawa, Takashi,Mori, Kohsuke,Che, Michel,Yamashita, Hiromi. "Lipase-embedded silica nanoparticles with oil-filled core-shell structure: Stable and recyclable platforms for biocatalysts". . p. 2882 - 2884. Retrieved 2012.
• 10、 Fuentes, M. Angeles,Munoz, Bianca K.,Jacob, Kane,Vendier, Laure,Caballero, Ana,Etienne, Michel,Perez, Pedro J.. "Functionalization of non-activated C-H bonds of alkanes: An effective and recyclable catalytic system based on fluorinated silver catalysts and solvents". . p. 1327 - 1334. Retrieved 2013.