Methyl 3-oxovalerate

Base Information

• Chemical Name: Methyl 3-oxovalerate
• CAS No.: 30414-53-0
• Molecular Formula: C6H10O3
• Molecular Weight: 130.144
• Hs Code.: 29183000
• European Community (EC) Number: 250-184-3
• UNII: Y9CQ6VT8U5
• DSSTox Substance ID: DTXSID40184499
• Nikkaji Number: J100.413A
• Wikidata: Q72494381
• Mol file: 30414-53-0.mol

Synonyms:Methyl 3-oxovalerate;Methyl 3-oxopentanoate;30414-53-0;Methyl propionylacetate;Pentanoic acid, 3-oxo-, methyl ester;3-oxo-pentanoic acid methyl ester;MFCD00011705;3-Oxovaleric Acid Methyl Ester;Methyl 3-oxo-n-valerate;Valeric acid, 3-oxo-, methyl ester;Methyl .beta.-ketovalerate;Y9CQ6VT8U5;3-oxopentanoic acid methyl ester;3-keto-n-valeric acid methyl ester;EINECS 250-184-3;EC 250-184-3;Methyl 3-Oxo-Pentanoate;Methyl3-oxovalerate;methyl-3-oxovalerate;methyl 3-ketovalerate;methyl 3-oxo-valerate;methyl-3-oxopentanoate;methyl 3-ketopentanoate;methyl-3-ketopentanoate;methyl-3-oxo-pentanoate;3-Oxo-methyl pentanoate;3-oxopentansauremethylester;UNII-Y9CQ6VT8U5;SCHEMBL4604;3-oxovaleric acid methylester;3-Ketovaleric Acid Methyl Ester;XJMIXEAZMCTAGH-UHFFFAOYSA-;DTXSID40184499;Propionylacetic Acid Methyl Ester;3-oxopentanoic acid, methyl ester;AMY21932;AC7866;STL185597;AKOS000120601;CS-O-32027;CS-W011110;GS-3030;HY-W010394;SY007180;FT-0615941;K0035;EN300-21075;A820360;W-106944;F0001-0934

Chemical Property of Methyl 3-oxovalerate

Chemical Property:

• Appearance/Colour: clear colorless to slightly yellow liquid
• Vapor Pressure: 0.221mmHg at 25°C
• Melting Point: -35 °C
• Refractive Index: n20/D 1.422(lit.)
• Boiling Point: 207.8 °C at 760 mmHg
• PKA: 10.56±0.46(Predicted)
• Flash Point: 71.1 °C
• PSA: 43.37000
• Density: 1.015 g/cm³
• LogP: 0.52860
• Storage Temp.: 2-8°C
• Solubility.: Chloroform
• Water Solubility.: SLIGHTLY SOLUBLE
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 130.062994177
• Heavy Atom Count: 9
• Complexity: 118

Purity/Quality:

99% ^*data from raw suppliers

Methyl 3-Oxovalerate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, Xi
• Hazard Codes: F,Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC(=O)CC(=O)OC
• Uses: Methyl 3-oxovalerate is used in the synthesis of anti-Perol stereospecific reductases that can be used in the asymmettric and environmentally friendly reduction of ketones. Methyl Propionylacetate is used in the synthesis of anti-Perol stereospecific reductases that can be used in the asymmettric and environmentally friendly reduction of ketones.

Technology Process of Methyl 3-oxovalerate

There total 21 articles about Methyl 3-oxovalerate 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: 97.0%

acetoacetic acid methyl ester (105-45-3) + methyl iodide (74-88-4) → methyl propanoyl acetate (30414-53-0)

Guidance literature:

With n-butyllithium; sodium hydride; In tetrahydrofuran; ethanol; at 20 ℃; for 3h;

DOI:10.1016/j.tet.2015.06.052

Reference yield: 90.0%

methanol (67-56-1) + 2,2-dimethyl-5-propanoyl-1,3-dioxan-4,6-dione (64074-05-1) → methyl propanoyl acetate (30414-53-0)

Guidance literature:

for 0.0666667h; microwave irradiation;

Reference yield: 87.0%

methanol (67-56-1) + 5-(1-hydroxypropylidene)-2,2-dimethyl-[1,3]dioxane-4,6-dione (66696-76-2) → methyl propanoyl acetate (30414-53-0)

Guidance literature:

Heating;

upstream raw materials:

diazomethane

3-oxo-valeric acid

methyl 2,4-dioxohexanoate

3-amino-4-methyl crotonic acid methylester

Downstream raw materials:

dimethyl 3-methylhexanedioate

methyl 2,3-dioxopentanoate 2-phenylhydrazone

ethyl 3-(phenylamino) pent-2-enoate

methyl 2-(4-bromophenylacetyl)-3-oxopentanoate

Refernces

• 1、 Yuan, Yong,Li, Liang-Sen,Zhang, Lin,Wang, Feng,Jiang, Lin,Zuo, Lin,Wang, Qi,Hu, Jian-Guo,Lei, Aiwen. "Electrochemical synthesis of versatile ammonium oxides under metal catalyst-, exogenous-oxidant-, and exogenous-electrolyte-free conditions". supporting information. p. 2768 - 2771. Retrieved 2021/03/23.
• 2、 Sandridge, Matthew J.,McLarney, Brett D.,Williams, Corey W.,France, Stefan. "α-Alkylidene-γ-butyrolactone Formation via Bi(OTf)3-Catalyzed, Dehydrative, Ring-Opening Cyclizations of Cyclopropyl Carbinols: Understanding Substituent Effects and Predicting E/Z Selectivity". . p. 10883 - 10897. Retrieved 2017/10/27.