Ethyl 3-oxo-2-phenylbutanoate

Base Information

• Chemical Name: Ethyl 3-oxo-2-phenylbutanoate
• CAS No.: 5413-05-8
• Molecular Formula: C12H14O3
• Molecular Weight: 206.241
• Hs Code.: 2918300090
• European Community (EC) Number: 226-500-0
• NSC Number: 6389
• Nikkaji Number: J33.670J
• Mol file: 5413-05-8.mol

Synonyms:Ethyl 2-phenylacetoacetate;ethyl 3-oxo-2-phenylbutanoate;5413-05-8;Ethyl a-acetylbenzeneacetate;3-oxo-2-phenyl-butyric acid ethyl ester;2-phenylacetoacetic acid ethyl ester;MFCD00040490;Ethyl acetylphenylacetate;3-(p-tolyl)-rhodanin;Benzeneacetic acid, alpha-acetyl-, ethyl ester;SCHEMBL583575;NSC6389;NSC 6389;NSC-6389;EINECS 226-500-0;AKOS005207202;alpha-phenylacetoacetic acid ethyl ester;BS-23548;SY106358;AI3-18894;CS-0453527;EN300-79428;H11956;A829978

Chemical Property of Ethyl 3-oxo-2-phenylbutanoate

Chemical Property:

• Vapor Pressure: 0.00354mmHg at 25°C
• Melting Point: 140-144 °C
• Refractive Index: 1.5130
• Boiling Point: 281.6 °C at 760 mmHg
• PKA: 10.69±0.46(Predicted)
• Flash Point: 119.2 °C
• PSA: 43.37000
• Density: 1.087 g/cm³
• LogP: 1.92230
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 206.094294304
• Heavy Atom Count: 15
• Complexity: 229

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 2-Phenylacetoacetate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C1=CC=CC=C1)C(=O)C
• Uses: Ethyl 2-Phenylacetoacetate is used in preparation of iridium polysubstituted quinoline diketonate complex and application as OLED.

Technology Process of Ethyl 3-oxo-2-phenylbutanoate

There total 40 articles about Ethyl 3-oxo-2-phenylbutanoate 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%

3-Oxo-2-phenyl-butyrimidic acid ethyl ester (687981-26-6) → ethyl 2-phenylacetoacetate (5413-05-8)

Guidance literature:

With hydrogenchloride; In ethanol; at 40 ℃; for 1.5h;

DOI:10.1248/cpb.38.2726

Reference yield: 89.0%

iodobenzene (591-50-4) + ethyl acetoacetate (141-97-9) → ethyl 2-phenylacetoacetate (5413-05-8) + Ethyl 2-phenylethanoate (101-97-3)

Guidance literature:

With potassium carbonate; copper(l) iodide; In dimethyl sulfoxide; at 80 ℃; for 20h;

DOI:10.1016/j.tetlet.2007.02.136

Reference yield: 78.0%

iodobenzene (591-50-4) + ethyl acetoacetate (141-97-9) → ethyl 2-phenylacetoacetate (5413-05-8)

Guidance literature:

With copper(l) iodide; caesium carbonate; In 1,4-dioxane; at 70 ℃; for 25h;

DOI:10.1021/ol701473p

upstream raw materials:

2-phenylmalonic acid monoethyl ester

isopropylmagnesium bromide

ethyl acetate

Ethyl 2-phenylethanoate

Downstream raw materials:

1,4-diphenyl-3-methyl-5-pyrazolone

2,5-dimethyl-4-phenyl-1,2-dihydro-pyrazol-3-one

7-hydroxy-4-methyl-3-phenyl-chromen-2-one

7,8-dihydroxy-4-methyl-3-phenyl-coumarin

Refernces

• 1、 Turcu, Andreea L.,Versini, Antoine,Khene, Nadjib,Gaillet, Christine,Ca?eque, Tatiana,Müller, Sebastian,Rodriguez, Rapha?l. "DMT1 Inhibitors Kill Cancer Stem Cells by Blocking Lysosomal Iron Translocation". supporting information. p. 7369 - 7373. Retrieved 2020/06/02.
• 2、 Li, Jiawen,Qian, Bo,Huang, Hanmin. "Silver-Catalyzed Olefination of Acetals and Ketals with Diazoesters to β-Alkoxyacrylates". supporting information. p. 7090 - 7094. Retrieved 2018/11/23.