Ethyl isovalerate

Base Information

• Chemical Name: Ethyl isovalerate
• CAS No.: 108-64-5
• Deprecated CAS: 117442-70-3
• Molecular Formula: C7H14O2
• Molecular Weight: 130.187
• Hs Code.: 29156000
• European Community (EC) Number: 203-602-3
• NSC Number: 8869
• UN Number: 1993
• UNII: 9ZZ5597636
• DSSTox Substance ID: DTXSID3047057
• Nikkaji Number: J1.967D
• Wikipedia: Ethyl_isovalerate
• Wikidata: Q2815995
• RXCUI: 1314357
• Metabolomics Workbench ID: 4156
• ChEMBL ID: CHEMBL3183097
• Mol file: 108-64-5.mol

Synonyms:ethyl isovalerate

Chemical Property of Ethyl isovalerate

Chemical Property:

• Appearance/Colour: colourless liquid/strong, fruity, vinous, apple-like odour on dilution
• Vapor Pressure: 7.5 mm Hg ( 20 °C)
• Melting Point: -99 °C
• Refractive Index: n20/D 1.396(lit.)
• Boiling Point: 135.1 °C at 760 mmHg
• Flash Point: 26 °C
• PSA: 26.30000
• Density: 0.863 g/cm³
• LogP: 1.59560
• Storage Temp.: Flammables area
• Solubility.: 2.00g/l
• Water Solubility.: 1.76g/L at 20℃
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 130.099379685
• Heavy Atom Count: 9
• Complexity: 86.9
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

Ethyl Isovalerate| ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:
• Hazard Codes: R10:
• Statements: 10
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)CC(C)C
• Description: Ethyl isovalerate is the ethyl ester form of isovalerate formed between ethyl alcohol with isovaleric acid. It is a derivative of valeric acid, mainly found in fruits (one of the major component of blueberry). It is a kind of natural food flavoring agent with a fruity type odor and flavor. It is widely used in perfumery and fragrance. It is now frequently synthesized using surfactant-coated lipase (various kinds of origins) immobilized in magnetic nanoparticles.
• Uses: In alcohol solution for flavoring confectionery and beverages.

Technology Process of Ethyl isovalerate

There total 54 articles about Ethyl isovalerate 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%

ethyl 3-methylbut-2-enoate (638-10-8) → Ethyl isovalerate (108-64-5)

Guidance literature:

With 1% Pd on activated carbon; hydrogen; In water; at 45 ℃; for 12h; under 760.051 Torr; Reagent/catalyst; chemoselective reaction; Green chemistry;

DOI:10.1039/d0gc02087g

Reference yield: 96.0%

ethanol (64-17-5) + carbon monoxide (201230-82-2) + isobutene (115-11-7,15220-85-6) → Ethyl isovalerate (108-64-5) + 2,2-dimethyl-propanoic acid ethyl ester (3938-95-2)

Guidance literature:

With toluene-4-sulfonic acid; triphenylphosphine; palladium dichloride; at 100 ℃; for 4h; under 15200 Torr;

Reference yield: 96.0%

ethanol (64-17-5) + isobutene (115-11-7,15220-85-6) → Ethyl isovalerate (108-64-5)

Guidance literature:

toluene-4-sulfonic acid; triphenylphosphine; palladium dichloride; at 100 ℃; for 4h; under 15200 Torr;

upstream raw materials:

2-iodo-propane

sodium ethyl acetylacetate enolate

3-methylbutyric acid

diethyl ether

Downstream raw materials:

3-methyl-1-(piperidin-1-yl)butan-1-one

2,4-dimethyl-2-pentanol

2-isopropyl-5-methyl-3-oxo-hexanoic acid ethyl ester

N,N-diethyl-3-methylbutanamide

Refernces

• 1、 Suerbaev,Chepaikin,Zhaksylykova, G. Zh.,Kanybetov,Turkbenov,Abyzbekova. "Hydroxycarbonylation of isobutylene in the presence of the palladium acetylacetonate-triphenylphosphine-p-toluenesulfonic acid catalyst system". . p. 206 - 209. Retrieved 2008.
• 2、 Axiotis, Georges P.. "REACTION OF ORGANOMETALLIC REAGENTS WITH TRIETHOXYACETONITRILE. A NEW AND SHORT SYNTHESIS OF α-KETOESTERS.". . p. 1509 - 1510. Retrieved 1981.
• 3、 Qiao, Kun,Deng, Youquan. "Hydroesterification of tert-butyl alcohol in room temperature ionic liquids". . p. 667 - 670. Retrieved 2002.
• 4、 Yanagisawa, Chikako,Yamazoe, Seiji,Sunada, Yusuke. "Silylene-Bridged Tetranuclear Palladium Cluster as a Catalyst for Hydrogenation of Alkenes and Alkynes". . p. 169 - 173. Retrieved 2020/10/29.
• 5、 Alektiar, Sara N.,Wickens, Zachary K.. "Photoinduced Hydrocarboxylation via Thiol-Catalyzed Delivery of Formate across Activated Alkenes". supporting information. p. 13022 - 13028. Retrieved 2021/09/03.