Ethyl heptanoate

Base Information

• Chemical Name: Ethyl heptanoate
• CAS No.: 106-30-9
• Molecular Formula: C9H18O2
• Molecular Weight: 158.241
• Hs Code.: 29159080
• European Community (EC) Number: 203-382-9,941-655-0
• NSC Number: 8891
• UNII: 45R404Y5X8
• DSSTox Substance ID: DTXSID1040112
• Nikkaji Number: J2.856H
• Wikipedia: Ethyl_heptanoate
• Wikidata: Q419765
• Metabolomics Workbench ID: 37433
• ChEMBL ID: CHEMBL3184220
• Mol file: 106-30-9.mol

Synonyms:ethyl heptanoate;ethyl heptoate;ethyl heptylate;ethyl oenanthate;heptanoic acid, ethyl ester

Chemical Property of Ethyl heptanoate

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: -66 °C(lit.)
• Refractive Index: n20/D 1.412(lit.)
• Boiling Point: 188.3 °C at 760 mmHg
• Flash Point: 66.1 °C
• PSA: 26.30000
• Density: 0.868 g/cm³
• LogP: 2.51990
• Storage Temp.: Store below +30°C.
• Solubility.: Insoluble in water
• Water Solubility.: 126mg/L at 20℃
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 158.130679813
• Heavy Atom Count: 11
• Complexity: 99.7

Purity/Quality:

99% ^*data from raw suppliers

EthylHeptanoate(HeptanoicAcidEthylEster) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:
• Safety Statements: S26:; S37/39:

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC(=O)OCC
• Description: Ethyl heptanoate has a fruity odor reminiscent of cognac with a corresponding taste. It is also reported with a winy-brandy odor. It is used as a flavor ingredient in foods. Ethyl heptanoate is the ester resulting from the condensation of heptanoic acid and ethanol. It is used in the flavor industry because of its odor that is similar to grape.
• Uses: Ethyl heptanoate was used in a nickel nanoparticles-catalysed, transfer hydrogenation of olefins. In the manufacture of liqueurs. Plays an important part in the formulation of raspberry, gooseberry, grape, cherry, apricot, currant, bourbon, and other artificial essences.

Technology Process of Ethyl heptanoate

There total 48 articles about Ethyl heptanoate 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%

ethyl 6-heptenoate (25118-23-4) → ethyl heptanoate (106-30-9)

Guidance literature:

With 4,4'-di-tert-butylbiphenyl; lithium; isopropyl alcohol; nickel dichloride; In tetrahydrofuran; at 20 ℃; for 24h; chemoselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2009.10.057

Reference yield: 99.0%

ethyl-2-dimethylsilylheptanoate → ethyl heptanoate (106-30-9)

Guidance literature:

With tetrabutylammonium tetrafluoroborate; In acetonitrile; Electrolysis;

DOI:10.1016/S0040-4039(03)01396-0

Reference yield: 98.0%

ethanol (64-17-5) + oenanthic acid (111-14-8) → ethyl heptanoate (106-30-9)

Guidance literature:

With monoammonium 12-tungstophosphate; for 12h; Heating;

DOI:10.1080/00397910500328266

upstream raw materials:

ethanol

oenanthic acid

1-heptynyl chloride

sodium ethanolate

Downstream raw materials:

tridecan-7-one

3-ethyl-nonan-3-ol

n-heptan1ol

8-hydroxytetradecan-7-one

Refernces

• 1、 Takahashi,Y. et al.. "-". . p. 339 - 340. Retrieved 1978.
• 2、 Suerbaev, Kh. A.,Kudaibergenov, N. Zh.,Vavasori. "Hydroethoxycarbonylation of α-olefins at low pressure of carbon(II) oxide in the presence of the PdCl2(PPh3)2–PPh3–AlCl3 system". . p. 707 - 712. Retrieved 2017.
• 3、 Sakaguchi, Satoshi,Kikuchi, Daisuke,Ishii, Yasutaka. "Oxidation of Diols and Ethers by NaBrO3/NaHSO3 Reagent". . p. 2561 - 2566. Retrieved 1997.
• 4、 Riehl,Fougerousse,Lamy. "Aldehydes α-iodes (I): preparation, constantes physico-chimiques et quelques proprietes chimiques". . p. 4415 - 4416. Retrieved 1968.
• 5、 Bisagni, Serena,Smus?, Justyna,Chávez, Georgina,Hatti-Kaul, Rajni,Mamo, Gashaw. "Cloning and expression of a Baeyer-Villiger monooxygenase oxidizing linear aliphatic ketones from Dietzia sp. D5". . p. 161 - 169. Retrieved 2014.
• 6、 Bai, Hangyu,Jiang, Weiqi,Li, Qi,Li, Tian,Ma, Shichuang,Shi, Baojun,Wu, Wenjun. "Design, Synthesis, and Study of the Insecticidal Activity of Novel Steroidal 1,3,4-Oxadiazoles". . p. 11572 - 11581. Retrieved 2021/10/12.
• 7、 Fructos, Manuel R.,Molina, Francisco,Pérez, Pedro J.,Pizarro, Juan Diego. "Gold Complexes with ADAP Ligands: Effect of Bulkiness in Catalytic Carbene Transfer Reactions (ADAP = Alkoxydiaminophosphine)". supporting information. . Retrieved 2020/07/14.