Methyl 2-acetylacetoacetate

Base Information

• Chemical Name: Methyl 2-acetylacetoacetate
• CAS No.: 4619-66-3
• Molecular Formula: C7H10O4
• Molecular Weight: 158.154
• Hs Code.: 2918300090
• European Community (EC) Number: 225-031-9
• UNII: ULU5MKD9FL
• DSSTox Substance ID: DTXSID80196753
• Nikkaji Number: J33.474J
• Wikidata: Q27291140
• Mol file: 4619-66-3.mol

Synonyms:Methyl 2-acetyl-3-oxobutanoate;4619-66-3;Methyl 2-acetylacetoacetate;Methyl diacetoacetate;Methyl diacetylacetate;2-acetyl-3-oxo-butyric acid methyl ester;ULU5MKD9FL;UNII-ULU5MKD9FL;Butanoic acid, 2-acetyl-3-oxo-, methyl ester;EINECS 225-031-9;ACETOACETIC ACID, 2-ACETYL-, METHYL ESTER;BRN 1706278;Methylester kyseliny diacetoctove [Czech];Methylester kyseliny diacetoctove;4-03-00-01780 (Beilstein Handbook Reference);Methyl2-acetyl-3-oxobutanoate;SCHEMBL932950;DTXSID80196753;2-Acetyl-3-oxobutanoic acid methyl;AKOS004907955;CS-0308675;EN300-127151;2-ACETYL-3-OXOBUTANOIC ACID METHYL ESTER;Q27291140

Chemical Property of Methyl 2-acetylacetoacetate

Chemical Property:

• Vapor Pressure: 0.208mmHg at 25°C
• Refractive Index: 1.4610 (estimate)
• Boiling Point: 209°Cat760mmHg
• PKA: 6.91±0.46(Predicted)
• Flash Point: 82.4°C
• PSA: 60.44000
• Density: 1.112g/cm³
• LogP: 1.12390
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 158.05790880
• Heavy Atom Count: 11
• Complexity: 181

Purity/Quality:

99%, ^*data from raw suppliers

methyl2-acetyl-3-oxobutanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C(C(=O)C)C(=O)OC

Technology Process of Methyl 2-acetylacetoacetate

There total 7 articles about Methyl 2-acetylacetoacetate 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: 99.0%

carbon dioxide (124-38-9,18923-20-1) + acetylacetone (123-54-6,81235-32-7) + methyl iodide (74-88-4) → methyl 2-acetylacetoacetate (4619-66-3)

Guidance literature:

With poly(dimethylsiloxane-co-methylhydrosiloxane)trimethylsilyl terminated supported 1-carboxy-6-ethyl-1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; at 25 - 27 ℃; for 4h; under 760.051 Torr;

DOI:10.1039/c0gc00704h

Reference yield: 95.0%

acetoacetic acid methyl ester (105-45-3) + acetyl chloride (75-36-5) → methyl 2-acetylacetoacetate (4619-66-3)

Guidance literature:

With pyridine; magnesium chloride; In dichloromethane; at 0 - 20 ℃; for 16h;

DOI:10.1080/00304940109356600

Reference yield:

Ketene (463-51-4) + acetoacetic acid methyl ester (105-45-3) → methyl 2-acetylacetoacetate (4619-66-3)

Guidance literature:

With magnesium; at 60 ℃; oder Zink;

upstream raw materials:

β-acetoxy-crotonic acid methyl ester

Ketene

acetoacetic acid methyl ester

sodium methyl acetoacetate

Downstream raw materials:

acetylacetone

methyl 3,5-dimethyl-1-phenyl-1H-pyrazole-4-carboxylate

Methoxycarbonyl-curcumin

methyl 3,5-dimethyl-1(4-sulfamoylphenyl)-1H-pyrazole-4-carboxylate

Refernces

• 1、 -. "Method for preparing chiral diphosphines". . . Retrieved 2008/06/13.
• 2、 -. "Asymmetric hydrogenation method of a ketonic compound and derivative". . . Retrieved 2008/06/13.