Ethyl 2-cyanooctanoate

Base Information

• Chemical Name: Ethyl 2-cyanooctanoate
• CAS No.: 26526-76-1
• Molecular Formula: C11H19NO2
• Molecular Weight: 197.277
• NSC Number: 124630
• DSSTox Substance ID: DTXSID10298613
• Nikkaji Number: J2.144.504E
• Mol file: 26526-76-1.mol

Synonyms:ethyl 2-cyanooctanoate;26526-76-1;NSC124630;SCHEMBL17079750;DTXSID10298613;2-cyano-octanoic acid ethyl ester;AKOS006278820;NSC-124630

Chemical Property of Ethyl 2-cyanooctanoate

Chemical Property:

• Vapor Pressure: 0.0361mmHg at 25°C
• Boiling Point: 241.4°Cat760mmHg
• Flash Point: 105.4°C
• Density: 0.951g/cm³
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 197.141578849
• Heavy Atom Count: 14
• Complexity: 205

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC(C#N)C(=O)OCC

Technology Process of Ethyl 2-cyanooctanoate

There total 11 articles about Ethyl 2-cyanooctanoate 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: 83.0%

(2E)-2-cyano-2-octenoic acid ethyl ester (91340-21-5) → ethyl 2-cyanooctanoate (26526-76-1)

Guidance literature:

With formic acid; triethylamine; N-tosylethylenediamine; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; In dichloromethane; at 30 ℃; for 2h;

DOI:10.1021/jo0478205

Reference yield: 81.0%

hexanal (66-25-1) + ethyl 2-cyanoacetate (105-56-6) → ethyl 2-cyanooctanoate (26526-76-1)

Guidance literature:

hexanal; ethyl 2-cyanoacetate; hydrotalcite; palladium; In toluene; at 80 ℃; for 2h;

With hydrogen; hydrotalcite; palladium; In toluene; at 60 ℃; for 1h; under 760 Torr;

DOI:10.1016/j.tetlet.2005.06.053

Reference yield: 62.0%

1-hexene (592-41-6,25067-06-5) + ethyl 2-cyanoacetate (105-56-6) → ethyl 2-cyanooctanoate (26526-76-1)

Guidance literature:

With sodium acetate; manganese(II) acetate; In acetic acid; ethyl acetate; at 40 ℃; anodic oxidation;

DOI:10.1016/S0040-4020(01)87071-X

upstream raw materials:

1-bromo-hexane

ethyl 2-cyanoacetate

Hexyliden-malonsaeure-ethylester-nitril

caprylnitrile

Downstream raw materials:

5-Hexyl-2-(4-propyl-cyclohexyl)-[1,3]dioxane-5-carbonitrile

2-(4-Heptyl-cyclohexyl)-5-hexyl-[1,3]dioxane-5-carbonitrile

4-(5-Cyano-5-hexyl-[1,3]dioxan-2-yl)-cyclohexanecarboxylic acid methyl ester

5-Hexyl-2-(4-octyloxy-phenyl)-[1,3]dioxane-5-carbonitrile

Refernces

• 1、 -. "POLYMYXIN DERIVATIVES AND THEIR USE IN COMBINATION THERAPY TOGETHER WITH DIFFERENT ANTIBIOTICS". Page/Page column 89. . Retrieved 2015/10/05.
• 2、 Motokura, Ken,Fujita, Noriaki,Mori, Kohsuke,Mizugaki, Tomoo,Ebitani, Kohki,Jitsukawa, Koichiro,Kaneda, Kiyotomi. "Environmentally friendly one-pot synthesis of α-alkylated nitriles using hydrotalcite-supported metal species as multifunctional solid catalysts". . p. 8228 - 8239. Retrieved 2007/10/03.