Methyl 5-oxohexanoate

Base Information

• Chemical Name: Methyl 5-oxohexanoate
• CAS No.: 13984-50-4
• Molecular Formula: C7H12O3
• Molecular Weight: 144.17
• Hs Code.: 2918300090
• European Community (EC) Number: 237-775-1
• DSSTox Substance ID: DTXSID1065687
• Nikkaji Number: J45.104E
• Wikidata: Q63391942
• Mol file: 13984-50-4.mol

Synonyms:Methyl 5-oxohexanoate;13984-50-4;Hexanoic acid, 5-oxo-, methyl ester;Methyl 4-acetylbutyrate;5-Oxohexanoic acid methyl ester;EINECS 237-775-1;Methyl5-Oxohexanoate-1,4,5-13C3;MFCD00038507;Methyl5-oxohexanoate;methyl 5-oxo-hexanoate;methyl-4-acetylbutyrate;5-Oxohexanoic acid methyl;5-carbomethoxy-2-pentanal;SCHEMBL437127;DTXSID1065687;Hexanoic acid,5-oxo-,methyl ester;Methyl ester of 5-oxohexanoic acid;AC8283;5-OXOCAPROIC ACID METHYU ESTER;AKOS023540887;SY113736;4-oxopentane-1-carboxylic acid methyl ester;CS-0090564;FT-0719397;EN300-6989119;A927808;Q63391942

Chemical Property of Methyl 5-oxohexanoate

Chemical Property:

• Vapor Pressure: 0.295mmHg at 25°C
• Refractive Index: 1.415
• Boiling Point: 202.2 °C at 760 mmHg
• Flash Point: 78.6 °C
• PSA: 43.37000
• Density: 0.996 g/cm³
• LogP: 0.91870
• Storage Temp.: 2-8°C
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 144.078644241
• Heavy Atom Count: 10
• Complexity: 129

Purity/Quality:

99% ^*data from raw suppliers

Methyl 5-oxohexanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CCCC(=O)OC

Technology Process of Methyl 5-oxohexanoate

There total 51 articles about Methyl 5-oxohexanoate 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: 94.0%

methanol (67-56-1) + 5-ketohexanoic acid (3128-06-1) → methyl levulinate (13984-50-4)

Guidance literature:

With sulfuric acid; for 18h;

DOI:10.1021/ja00373a025

Reference yield: 92.0%

methanol (67-56-1) + 2-Methylcyclopentanone (1120-72-5) → methyl levulinate (13984-50-4)

Guidance literature:

With cerium(IV) sulphate; oxygen; at 50 ℃; for 2h;

DOI:10.1246/bcsj.72.2515

Reference yield: 90.0%

5-ketohexanoic acid (3128-06-1) + methyl iodide (74-88-4) → methyl levulinate (13984-50-4)

Guidance literature:

With potassium carbonate; In DMF (N,N-dimethyl-formamide); at 50 ℃; for 2h;

upstream raw materials:

methyl 4-(chlorocarbonyl)butyrate

methanol

5-oxohexanenitrile

methylmagnesium bromide

Downstream raw materials:

methyl 5-oxohexanoate ethylene ketal

2-(4-Methoxycarbonyl-1-hydroxy-1-methyl)-butyl-cyclohexanon-⁽¹⁾

5,5-Bis-(3-tert-butyl-4-hydroxy-phenyl)-hexanoic acid methyl ester

hexane-1,5-diol

Refernces

• 1、 Fujita, Morifumi,Lee, Hee Jin,Sugimura, Takashi,Okuyama, Tadashi. "Oxygenation vs iodonio substitution during the reactions of alkenylsilanes with iodosylbenzene: Participation of the internal oxy group". . p. 1139 - 1141. Retrieved 2007.
• 2、 Chen, Jianming,Lutz, Martin,Milan, Michela,Costas, Miquel,Otte, Matthias,Klein Gebbink, Robertus J. M.. "Non-Heme Iron Catalysts with a Rigid Bis-Isoindoline Backbone and Their Use in Selective Aliphatic C?H Oxidation". . p. 2590 - 2595. Retrieved 2017.
• 3、 Cardillo, Giuliana,Orena, Mario,Porzi, Gianni,Sandri, Sergio,Tomasini, Claudia. "Novel Synthesis of α-Hydroxy Ketones and γ- or δ-Keto Esters from Cyclic Iodo Carbonates and Iodo Lactones". . p. 701 - 703. Retrieved 1984.
• 4、 -. "3 -substituted indole derivative as well as preparation method and application thereof in antitumor drugs". Paragraph 0101-0102. . Retrieved 2021/09/26.
• 5、 -. "Synthesis method of delta-caprolactone spice". Paragraph 0013; 0023; 0026; 0028; 0031; 0033; 0036; 0038. . Retrieved 2021/02/06.