Methyl nonanoate

Base Information

• Chemical Name: Methyl nonanoate
• CAS No.: 1731-84-6
• Molecular Formula: C10H20O2
• Molecular Weight: 172.268
• Hs Code.: 29159000
• European Community (EC) Number: 217-052-7
• UNII: 7XKD6QOH68
• DSSTox Substance ID: DTXSID8061921
• Nikkaji Number: J573H
• Wikidata: Q3343334
• Metabolomics Workbench ID: 44791
• ChEMBL ID: CHEMBL1234788
• Mol file: 1731-84-6.mol

Synonyms:METHYL NONANOATE;1731-84-6;Methyl pelargonate;Methyl nonylate;Pelargonic acid methyl ester;Methyl n-nonanoate;Nonanoic acid methyl ester;Nonanoic acid, methyl ester;FEMA No. 2724;Methyl ester nonanoic acid;EINECS 217-052-7;UNII-7XKD6QOH68;BRN 1754521;7XKD6QOH68;Methyl ester of nonanoic acid;AI3-28570;CHEBI:44499;FEMA 2724;nonanoic acid methyl;MFCD00009569;Methyl nonanoate, 98%;Nonanoic acid,methylester;nonanoic acid-methyl ester;C09 FAME;Methyl nonanoate, >=97%;SCHEMBL309872;METHYL NONANOATE [FHFI];CHEMBL1234788;DTXSID8061921;METHYL PELARGONATE [INCI];CDAA-251009M;BAA73184;LMFA07010963;Methyl nonanoate, analytical standard;AKOS009156979;CS-W016024;DB01631;HY-W015308;Nonanoic acid methyl ester (FAME MIX);AS-59252;LS-96881;FT-0628763;N0290;S0307;D91668;A881803;J-010884;Q3343334;9FC84B34-DA35-40AA-9DF2-ACE87C6E3070

Chemical Property of Methyl nonanoate

Chemical Property:

• Appearance/Colour: Clear colorless liquid
• Vapor Pressure: 0.193mmHg at 25°C
• Melting Point: 30 °C
• Refractive Index: n20/D 1.421(lit.)
• Boiling Point: 210.3 °C at 760 mmHg
• Flash Point: 84.4 °C
• PSA: 26.30000
• Density: 0.874 g/cm³
• LogP: 2.91000
• Storage Temp.: −20°C
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: 4.1
• 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:

98% ^*data from raw suppliers

Methyl nonanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Esters (
• Canonical SMILES: CCCCCCCCC(=O)OC
• Description: Methyl nonanoate has a wine and coconut-like odor. Below 10 ppm, it has a sweet, coconut-like flavor. May be synthesized by heating pelargonic acid with methyl alcohol in the presence of concentrated sulfuric acid and subsequent rectification; or by hydrogenation of 1,5-octadien-carboxylic acid methyl ester using palladium chloride in methanol solution.
• Uses: Perfumes, flavors, reference standard for gaschromatography, intermediate in organic synthesis,medical research. Methyl nonanoate (Methyl pelargonate) was used in the synthesis of vanillyl nonanoate, a model compound of capsinoids.

Technology Process of Methyl nonanoate

There total 142 articles about Methyl nonanoate 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%

methyl (E)-3,8-nonadienoate (51122-98-6) → nonanoic acid methyl ester (1731-84-6)

Guidance literature:

With hydrogen; platinum(IV) oxide; In hexane; at 50 ℃; for 4h; under 22800 Torr;

DOI:10.1021/jo00271a045

Reference yield: 99.0%

methanol (67-56-1) + nonanoic acid (112-05-0) → nonanoic acid methyl ester (1731-84-6)

Guidance literature:

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

DOI:10.1080/00397910500328266

Reference yield: 92.0%

methyl 2-nonenoate (111-79-5) → nonanoic acid methyl ester (1731-84-6)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In ethyl acetate; at 20 ℃; for 2h; under 2280.15 Torr;

DOI:10.1016/j.tet.2019.130883

upstream raw materials:

methanol

nonanoic acid

nona-2,6-dienoic acid methyl ester

1-Iodohexane

Downstream raw materials:

1,1-Diphenylnonan-1-ol

2-chloro-nonanoic acid methyl ester

3-chloro-nonanoic acid methyl ester

5-Chloro-nonanoic acid methyl ester

Refernces

• 1、 Ganem,Fortunato. "". . p. 2846. Retrieved 1975.
• 2、 Neibecker, Denis,Poirier, Jacques,Tkatchenko, Igor. "Synthesis of Pelargonic (Nonanoic) and Margaric (Heptadecanoic) Acid Methyl Esters from 1,3-Butadiene". . p. 2459 - 2462. Retrieved 1989.
• 3、 Ishmuratov,Shayakhmetova,Yakovleva,Legostaeva,Shitikova,Galkin,Tolstikov. "Ozonolysis of alkenes and study of reactions of polyfunctional compounds: LXVIII. Investigation of transformations of peroxide products of olefins ozonolysis treated with hydroxylamine hydrochloride". . p. 1114 - 1119. Retrieved 2007.
• 4、 Gill, Melvyn. "3--4-METHYLFURAN-2,5-DIONE FROM PIPTOPORUS AUSTRALIENSIS". . p. 1786 - 1788. Retrieved 1982.
• 5、 Geitner, Robert,Gurinov, Andrei,Huang, Tianbai,Kupfer, Stephan,Gr?fe, Stefanie,Weckhuysen, Bert M.. "Reaction Mechanism of Pd-Catalyzed “CO-Free” Carbonylation Reaction Uncovered by In Situ Spectroscopy: The Formyl Mechanism". supporting information. p. 3422 - 3427. Retrieved 2020/12/15.
• 6、 Akiri, Saphan O.,Ojwach, Stephen O.. "Sterically hindered (pyridyl)benzamidine palladium(II) complexes: Syntheses, structural studies, and applications as catalysts in the methoxycarbonylation of olefins". . . Retrieved 2021/09/09.