Ethyl 2-acetyl-4-methylpentanoate

Base Information

• Chemical Name: Ethyl 2-acetyl-4-methylpentanoate
• CAS No.: 1522-34-5
• Molecular Formula: C10H18O3
• Molecular Weight: 186.251
• Hs Code.: 2918300090
• European Community (EC) Number: 604-836-2
• DSSTox Substance ID: DTXSID70337113
• Nikkaji Number: J99.530D
• Mol file: 1522-34-5.mol

Synonyms:Ethyl 2-acetyl-4-methylpentanoate;1522-34-5;Ethyl 2-isobutylacetoacetate;Ethyl, 2-isobutyl acetoacetate;Valeric acid, 2-acetyl-4-methyl-, ethyl ester;Pentanoic acid, 2-acetyl-4-methyl-, ethyl ester;2-acetyl-4-methylpentanoic acid ethyl ester;Ethyl-2-acetyl-isohexanoate;SCHEMBL179900;Ethyl alpha-isobutylacetoacetate;Ethyl 2-acetyl-4-methylvalerate;AMY3211;DTXSID70337113;BAA52234;ETHYL,2-ISOBUTYLACETOACETATE;Ethyl 2-acetyl-4-methylpentanoate #;MFCD00457371;2-Isobutylacetoacetic acid ethyl ester;AKOS006273938;AS-17322;CS-0210621;FT-0752569

Chemical Property of Ethyl 2-acetyl-4-methylpentanoate

Chemical Property:

• Vapor Pressure: 0.108mmHg at 25°C
• Refractive Index: 1.427
• Boiling Point: 221.2 °C at 760 mmHg
• Flash Point: 85.8 °C
• PSA: 43.37000
• Density: 0.955 g/cm³
• LogP: 1.80080
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 186.125594432
• Heavy Atom Count: 13
• Complexity: 185

Purity/Quality:

99% ^*data from raw suppliers

Ethyl2-isobutylacetoacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CC(C)C)C(=O)C
• Uses: Ethyl 2-isobutylacetoacetate

Technology Process of Ethyl 2-acetyl-4-methylpentanoate

There total 10 articles about Ethyl 2-acetyl-4-methylpentanoate 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: 90.0%

Isobutyl iodide (513-38-2) + ethyl acetoacetate (141-97-9) → ethyl 2-acetyl-4-methylpentanoate (1522-34-5)

Guidance literature:

With sodium; In ethanol; Reflux;

DOI:10.1021/ml1000189

Reference yield: 56.0%

Isobutyl bromide (78-77-3) + ethyl acetoacetate (141-97-9) → ethyl 2-acetyl-4-methylpentanoate (1522-34-5)

Guidance literature:

ethyl acetoacetate; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 60 ℃; for 1h;

Isobutyl bromide; In N,N-dimethyl-formamide; mineral oil; at 90 ℃; for 3h;

Reference yield: 47.0%

2-bromo-acrylic acid ethyl ester (5459-35-8) + 1-(trimethylsilyl)ethanone (13411-48-8) + diisopropyl zinc (625-81-0) → ethyl 2-acetyl-4-methylpentanoate (1522-34-5) + ethyl 2-(1-hydroxy-1-(trimethylsilyl)ethyl)-4-methylpentanoate

Guidance literature:

In dichloromethane; toluene; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1016/j.tet.2015.09.045

upstream raw materials:

Isobutyl iodide

sodium ethyl acetylacetate enolate

Isobutyl bromide

ethyl acetoacetate

Downstream raw materials:

2-acetyl-4-methyl-pentanoic acid

trimethyl[2-(2-methylpropyl)-3-oxobutyl]azanium iodide

3-[(dimethylamino)methyl]-5-methylhexan-2-one

N-acetyl-sulfanilic acid-(5-isobutyl-4-methyl-6-oxo-1,6-dihydro-pyrimidin-2-ylamide)

Refernces

• 1、 -. "METHODS OF MANUFACTURING BENZOQUINOLINE COMPOUNDS". Paragraph 0249; 0250. . Retrieved 2015/06/10.
• 2、 Vibert, Fran?ois,Maury, Julien,Lingua, Hugo,Besson, Eric,Siri, Didier,Bertrand, Michèle P.,Feray, Laurence. "Theoretical investigation of the reaction of dialkylzincs with α-alkoxycarbonyl radicals. Evaluation of α-bromoacrylates as radical acceptors in radical-polar crossover processes". . p. 8991 - 9002. Retrieved 2015/11/02.