Ethyl 2-benzoylacetoacetate

Base Information

• Chemical Name: Ethyl 2-benzoylacetoacetate
• CAS No.: 569-37-9
• Molecular Formula: C13H14 O4
• Molecular Weight: 234.252
• European Community (EC) Number: 209-313-9
• NSC Number: 265352
• DSSTox Substance ID: DTXSID401288754
• Nikkaji Number: J188.434D
• Mol file: 569-37-9.mol

Synonyms:569-37-9;ethyl 2-benzoyl-3-oxobutanoate;Ethyl 2-benzoylacetoacetate;2-benzoylacetoacetic acid ethyl ester;2-benzoyl-3-oxobutanoic acid ethyl ester;EINECS 209-313-9;ethyl 3-oxo-2-(phenylcarbonyl)butanoate;CBDivE_005401;SCHEMBL2036336;DTXSID401288754;NSC265352;STK317803;AKOS004115375;AKOS017547845;NSC 265352;NSC-265352;2-BENZOYLACETOACETICACIDETHYLESTER;2-benzoyl-3-oxo-butyric acid ethyl ester;2-Benzoyl-3-oxo-butyric acid, ethyl ester;Ethyl alpha-acetyl-beta-oxobenzenepropanoate;FT-0655484;A831245;ethyl 3-oxidanylidene-2-(phenylcarbonyl)butanoate;alpha-Acetyl-beta-oxobenzenepropanoic acid ethyl ester

Chemical Property of Ethyl 2-benzoylacetoacetate

Chemical Property:

• Vapor Pressure: 0.000232mmHg at 25°C
• Boiling Point: 325.3°C at 760 mmHg
• Flash Point: 141.1°C
• PSA: 60.44000
• Density: 1.145g/cm³
• LogP: 1.63760
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 234.08920892
• Heavy Atom Count: 17
• Complexity: 303

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C(=O)C)C(=O)C1=CC=CC=C1

Technology Process of Ethyl 2-benzoylacetoacetate

There total 19 articles about Ethyl 2-benzoylacetoacetate 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: 87.0%

ethyl acetoacetate (141-97-9) + benzoyl chloride (98-88-4) → ethyl 3-oxo-2-benzoylbutanoate (569-37-9)

Guidance literature:

ethyl acetoacetate; With sodium hydroxide; In Petroleum ether; at 0 ℃; for 0.5h;

benzoyl chloride; In Petroleum ether; at 0 - 35 ℃; for 2h;

DOI:10.1021/jm2013503

Reference yield:

3-benzoyloxy-crotonic acid ethyl ester (100798-05-8) → ethyl 3-oxo-2-benzoylbutanoate (569-37-9)

Guidance literature:

With diethyl ether; sodium ethyl acetylacetate enolate;

DOI:10.1021/ja01304a043

Reference yield:

ethyl acetoacetate (141-97-9) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → ethyl 3-oxo-2-benzoylbutanoate (569-37-9)

Guidance literature:

With sodium; Versetzen mit Benzoylchlorid;

DOI:10.1007/BF03012132

upstream raw materials:

diethyl ether

3-benzoyloxy-crotonic acid ethyl ester

sodium ethyl acetylacetate enolate

ethyl acetoacetate

Downstream raw materials:

ethyl 3-methyl-5-phenyl-1H-pyrazole-4-carboxylate

ethyl 2,3-dioxo-3-phenylpropanoate 2-phenylhydrazone

3-oxo-3-phenyl-2-o-tolylhydrazono-propionic acid ethyl ester

1,5-dimethyl-3-phenylpyrazole-4-carboxylic acid

Refernces

• 1、 -. "CALPAIN MODULATORS AND THERAPEUTIC USES THEREOF". Paragraph 1706. . Retrieved 2018/04/17.
• 2、 Shi, Wei,Hu, Jinglin,Bao, Na,Li, Dongang,Chen, Li,Sun, Jianbo. "Design, synthesis and cytotoxic activities of scopoletin-isoxazole and scopoletin-pyrazole hybrids". supporting information. p. 147 - 151. Retrieved 2016/12/27.