Methyl 4-methyl-3-oxopentanoate

Base Information

• Chemical Name: Methyl 4-methyl-3-oxopentanoate
• CAS No.: 42558-54-3
• Molecular Formula: C7H12O3
• Molecular Weight: 144.17
• Hs Code.: 29183000
• European Community (EC) Number: 418-900-0
• DSSTox Substance ID: DTXSID40374974
• Nikkaji Number: J765.603C
• Wikidata: Q72492162
• Mol file: 42558-54-3.mol

Synonyms:methyl 4-methyl-3-oxopentanoate;42558-54-3;Methyl isobutyrylacetate;Methyl 4-methyl-3-oxovalerate;methylisobutyrylacetate;4-Methyl-3-oxovaleric Acid Methyl Ester;EC 418-900-0;MFCD00040499;4-methyl-3-oxo-pentanoic acid methyl ester;Iso-butyryl methyl acetate;methyl 4-methyl-3-oxo-pentanoate;-2,2-dimethyl-1,3-dioxane-4-Acetate;SCHEMBL118644;methyl 4-methyl-3oxopentanoate;methyl 3-oxo-4-methylpentanoate;methyl-4-methyl-3-oxopentanoate;DTXSID40374974;Dimethyl-acetessigsaure-methylester;HNNFDXWDCFCVDM-UHFFFAOYSA-N;BCP13418;AC7507;AKOS000120602;AC-7751;GS-3203;4-methyl-3-oxopentanic acid methyl ester;BP-11277;SY001966;3-Oxo-4-methylpentanoic acid methyl ester;CS-0015396;FT-0627387;FT-0695951;I0592;EN300-21076;Q-201378;F0001-1182;875249-16-4

Chemical Property of Methyl 4-methyl-3-oxopentanoate

Chemical Property:

• Appearance/Colour: colorless to yellowish liquid
• Vapor Pressure: 1.161mmHg at 25°C
• Melting Point: -75 °C
• Refractive Index: 1.4265
• Boiling Point: 185.8 °C at 760 mmHg
• PKA: 10.59±0.46(Predicted)
• Flash Point: 68.9 °C
• PSA: 43.37000
• Density: 0.993 g/cm³
• LogP: 0.77460
• Storage Temp.: Store below +30°C.
• Solubility.: 43.6g/l
• Water Solubility.: 43.6g/L at 20℃
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 144.078644241
• Heavy Atom Count: 10
• Complexity: 138

Purity/Quality:

99% ^*data from raw suppliers

IsobutyrylaceticAcidMethylEster ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(=O)CC(=O)OC
• Uses: Methyl isobutyrylacetate is used for the synthesis if heterocycles (Furane, Pyrazolone, Chinilone) and building block for pharmaceuticals (reducer of cholesterol). Product Data Sheet Isobutanoyl Methyl Acetate is a starting material in the synthesis of 3-Hydroxy-4-methylpentanoic Acid (H947700), which is isolated from Turkish tobacco leaves. It can be used to prepare 1,3-Polyol arrays via stereoselective rearrangement.

Technology Process of Methyl 4-methyl-3-oxopentanoate

There total 15 articles about Methyl 4-methyl-3-oxopentanoate 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: 88.0%

3-methyl-butan-2-one (563-80-4) + carbonic acid dimethyl ester (616-38-6) → 2,5,6-trimethylhept-4-en-3-one (16466-21-0) + 2,5,6-trimethylhept-5-en-3-one (101459-87-4) + Methyl 4-methyl-3-oxopentanoate (42558-54-3)

Guidance literature:

3-methyl-butan-2-one; With sodium hydride; In 1,4-dioxane; mineral oil; at 20 ℃; for 0.166667h;

carbonic acid dimethyl ester; In 1,4-dioxane; mineral oil; at 50 ℃; for 3h; Reagent/catalyst; Solvent; Temperature; Time;

DOI:10.1080/00397911.2015.1111382

Reference yield: 85.0%

3-methyl-butan-2-one (563-80-4) + carbonic acid dimethyl ester (616-38-6) → Methyl 4-methyl-3-oxopentanoate (42558-54-3)

Guidance literature:

3-methyl-butan-2-one; With sodium hydride; In tetrahydrofuran; for 0.333333h;

carbonic acid dimethyl ester; In tetrahydrofuran; at 30 ℃; Further stages.;

DOI:10.1002/jhet.5570440429

Reference yield: 85.0%

methyl diazoacetate (6832-16-2) + isobutyraldehyde (78-84-2) → Methyl 4-methyl-3-oxopentanoate (42558-54-3)

Guidance literature:

yttria-stabilized zirconia; In 1,2-dichloro-ethane; for 10h; Heating;

DOI:10.1081/SCC-120028644

upstream raw materials:

3-methyl-butan-2-one

sodium methylate

Diethyl carbonate

diazomethane

Downstream raw materials:

methyl 3-(2,6-dichlorophenyl)-5-(propan-2-yl)-1,2-oxazole-4-carboxylate

methyl 3-amino-4-methylpent-2-enoate

4-methyl-3-oxo-pentanoic acid [2-(2,4-dichloro-phenoxy)-ethyl]-amide

methyl 3-biphenyl-4-yl-5-isopropylisoxazole-4-carboxylate

Refernces

• 1、 -. "Synthetic method of methyl isobutyrylacetate". Paragraph 0016-0027. . Retrieved 2021/05/29.
• 2、 Chen, Chien-Tien,Maity, Nabin Ch.,Agarwal, Rachit,Lai, Chien-Fu,Liao, Yiya,Yu, Wei-Ru. "Chiral Vanadyl(V) Complexes Enable Efficient Asymmetric Reduction of β-Ketoamides: Application toward (S)-Duloxetine". supporting information. p. 6408 - 6419. Retrieved 2020/07/14.