Ethyl 4-methyloctanoate

Base Information

• Chemical Name: Ethyl 4-methyloctanoate
• CAS No.: 56196-53-3
• Molecular Formula: C11H22 O2
• Molecular Weight: 186.294
• European Community (EC) Number: 260-051-1
• DSSTox Substance ID: DTXSID40971583
• Nikkaji Number: J296.611E
• Metabolomics Workbench ID: 4166
• Mol file: 56196-53-3.mol

Synonyms:4-methyloctanoic acid ethyl ester;ethyl 4-methyloctanoate

Chemical Property of Ethyl 4-methyloctanoate

Chemical Property:

• Vapor Pressure: 0.158mmHg at 25°C
• Boiling Point: 214.2°Cat760mmHg
• Flash Point: 82.9°C
• PSA: 26.30000
• Density: 0.87g/cm³
• LogP: 3.15600
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 186.161979940
• Heavy Atom Count: 13
• Complexity: 132

Purity/Quality:

99%, ^*data from raw suppliers

Oryctalure ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC(C)CCC(=O)OCC
• Uses: Oryctalure was used for identification of olfactory stimulants for Anopheles gambiae from human sweat samples.

Technology Process of Ethyl 4-methyloctanoate

There total 14 articles about Ethyl 4-methyloctanoate 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: 96.9%

diethyl 2-methylhexylmalonate (63037-60-5) → (+/-)-Ethyl 4-methyloctanoate (56196-53-3,54831-51-5)

Guidance literature:

With water; sodium chloride; In N,N-dimethyl acetamide; at 139 ℃; for 13.5h;

Reference yield: 92.0%

2-iodohexane (18589-27-0) + ethyl acrylate (140-88-5,9003-32-1) → (+/-)-Ethyl 4-methyloctanoate (56196-53-3,54831-51-5)

Guidance literature:

With borohydride exchange resin; nickel diacetate; In methanol; at 20 ℃; for 1h;

DOI:10.1016/0040-4039(96)00510-2

Reference yield: 79.8%

1-chloro-2-methylhexane + diethyl malonate (105-53-3) → (+/-)-Ethyl 4-methyloctanoate (56196-53-3,54831-51-5)

Guidance literature:

1-chloro-2-methylhexane; diethyl malonate; With potassium carbonate; sodium iodide; In N,N-dimethyl acetamide; at 130 ℃; for 9h;

With water; In N,N-dimethyl acetamide; at 116 ℃; for 12h;

upstream raw materials:

dihydro-5-butyl-5-methyl-2-(3H)-furanone

ethanol

rac-4-methyloctanoic acid

2-iodohexane

Downstream raw materials:

4-methyloctan-1-ol

rac-4-methyloctanoic acid

Refernces

• 1、 Vechorkin, Oleg,Hu, Xile. "Nickel-catalyzed cross-coupling of non-activated and functionalized alkyl halides with alkyl grignard reagents". supporting information; experimental part. p. 2937 - 2940. Retrieved 2009/09/08.
• 2、 Sim, Tae Bo,Choi, Jaesung,Joung, Meyoung Ju,Yoon, Nung Min. "A New Coupling Reaction of Alkyl Iodides with Electron Deficient Alkenes Nickel Boride (cat.) - Borohydride Exchange Resin in Methanol". . p. 2357 - 2361. Retrieved 2007/10/03.