Ethyl benzoylacetate

Base Information

• Chemical Name: Ethyl benzoylacetate
• CAS No.: 94-02-0
• Molecular Formula: C11H12O3
• Molecular Weight: 192.214
• Hs Code.: 29183000
• European Community (EC) Number: 202-295-3
• NSC Number: 227214,6774
• UNII: K8CHJ4MKM0
• DSSTox Substance ID: DTXSID4047094
• Nikkaji Number: J60.326K
• Wikidata: Q27282091
• Metabolomics Workbench ID: 48954
• ChEMBL ID: CHEMBL3182719
• Mol file: 94-02-0.mol

Synonyms:ETHYL BENZOYLACETATE;Ethyl 3-oxo-3-phenylpropanoate;94-02-0;Ethyl benzoyl acetate;Benzoylacetic acid ethyl ester;ethylbenzoylacetate;Acetic acid, benzoyl-, ethyl ester;Ethyl beta-oxobenzenepropanoate;Benzoylacetic acid, ethyl ester;Ethyl 3-oxo-3-phenylpropionate;Ethyl 3-phenyl-3-oxopropanoate;Benzenepropanoic acid, beta-oxo-, ethyl ester;FEMA No. 2423;1-Ethoxy-3-phenylpropane-1,3-dione;3-oxo-3-phenyl-propionic acid ethyl ester;EINECS 202-295-3;UNII-K8CHJ4MKM0;K8CHJ4MKM0;Benzenepropanoic acid, .beta.-oxo-, ethyl ester;NSC 227214;BRN 0389944;AI3-01353;DTXSID4047094;NSC-6774;MFCD00009196;NSC-227214;3-oxo-3-phenylpropionic acid ethyl ester;3-OXO,3-PHENYL-PROPANOIC ACID,ETHYL ESTER;4-10-00-02756 (Beilstein Handbook Reference);ethyl 3-oxo-3-phenyl-propanoate;ethyl 2-benzoylacetate;Benzoylacetic acid ethyl;Ethyl benzoylacetate, 97%;benzoyl-acetic acid-ethylester;SCHEMBL124577;benzoyl acetic acid ethyl ester;ethyl 3-phenyl-3-oxopropionate;CHEMBL3182719;DTXCID2027094;FEMA 2423;Ethyl .beta.-oxobenzenepropanoate;ETHYL BENZOYLACETATE [MI];NSC6774;CHEBI:173927;Ethyl 3-oxo-3-phenylpropanoate #;ethyl 3-phenyl-beta-ketopropanoate;HMS1789K04;ETHYL BENZOYL ACETATE [FCC];STR00545;Tox21_302326;BBL027743;ETHYL BENZOYL ACETATE [FHFI];NSC227214;STK499920;AKOS000119880;CS-W007617;CAS-94-02-0;s12382;beta-oxobenzenepropanoic acid ethyl ester;Ethyl benzoylacetate, analytical standard;NCGC00256276-01;AC-14224;Ethyl benzoylacetate, technical grade, 90%;AM20041437;B0097;BB 0255087;FT-0625768;EN300-17880;3-OXO-3-PHENYLPROPANOIC ACID ETHYL ESTER;Ethyl benzoylacetate, technical, >=95% (HPLC);A844787;Ethyl benzoylacetate, Lonza quality, >=98% (GC);Ethyl benzoylacetate, redist., >=97.0% (HPLC);Ethyl benzoylacetate;W-100219;Ethyl benzoylacetate, Lonza quality, >=91.0% (GC);Q27282091;Z57055787;F0787-0004

Chemical Property of Ethyl benzoylacetate

Chemical Property:

• Appearance/Colour: Brownish liquid
• Vapor Pressure: 0.00783mmHg at 25°C
• Melting Point: < 0oC
• Refractive Index: n20/D 1.52(lit.)
• Boiling Point: 268.1 °C at 760 mmHg
• PKA: 9.85±0.23(Predicted)
• Flash Point: 113.1 °C
• PSA: 43.37000
• Density: 1.104 g/cm³
• LogP: 1.82250
• Storage Temp.: Store below +30°C.
• Sensitive.: Light Sensitive
• Solubility.: alcohol: miscible
• Water Solubility.: INSOLUBLE
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 192.078644241
• Heavy Atom Count: 14
• Complexity: 205

Purity/Quality:

99% ^*data from raw suppliers

Ethyl Benzoylacetate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Esters, Other
• Canonical SMILES: CCOC(=O)CC(=O)C1=CC=CC=C1
• General Description: Ethyl benzoylacetate serves as a key intermediate in the synthesis of functionally substituted pyridine derivatives, reacting with malononitrile dimer to form 4-amino-5-benzoyl-2-dicyanomethyl-6-hydroxypyridine, which is further utilized to produce azo derivatives and cyclized into pyrido[3,2-c]pyridazine and pyrido[3,2-c]pyridazino[2',3'-a]quinazoline compounds for molluscicidal activity evaluation.

Technology Process of Ethyl benzoylacetate

There total 206 articles about Ethyl benzoylacetate 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: 80.0%

ethyl 3-oxo-2-benzoylbutanoate (569-37-9) → ethyl 3-oxo-3-phenylpropionate (94-02-0) + acetic acid (64-19-7,77671-22-8)

Guidance literature:

In tetrahydrofuran; water; at 70 ℃; for 4h;

Reference yield: 73.0%

Ethyl (Z)-3-(4-acetylphenylthio)cinnamate (128671-32-9) → 4-mercaptoacetophenone (3814-20-8) + 3-Hydroxy-1-indenone (70432-32-5) + ethyl 3-oxo-3-phenylpropionate (94-02-0)

Guidance literature:

With sulfuric acid; at 20 ℃; for 1h;

DOI:10.1246/bcsj.63.847

Reference yield: 60.0%

iodobenzene (591-50-4) + carbon monoxide (201230-82-2) + BrMgCH(CO2Et)2 (109572-65-8) → ethyl 3-oxo-3-phenylpropionate (94-02-0) + 1,3-diphenylpropanedione (120-46-7,61346-73-4)

Guidance literature:

With iodophenylbis(triphenylphosphine)palladium; In diethyl ether; benzene; under 15200 Torr; 1) 90 deg C, 21 h; 2) 120 deg C, 4 h;

DOI:10.1016/S0040-4039(00)85054-6

upstream raw materials:

piperidine

diethyl ether

ethyl 2-bromo-3-oxo-3-phenylpropionate

pyridine

Downstream raw materials:

rac-9-(1'-ethoxycarbonyl-2'-phenyl-2'-oxoeth-1'-yl)xanthene

2-(1-methyl-piperidin-4-yl)-5-phenyl-1,2-dihydro-pyrazol-3-one

2-benzoyl-4-[2]pyridyl-butyric acid ethyl ester

1-phenyl-4-pyridin-4-ylbutan-1-one

Refernces

A novel synthesis and molluscicidal activity of some functionally substituted pyridine, pyrido-[3,2-c]pyridazine, and pyrido[3,2-c]pyridazino- [2′,3′-a]quinazoline derivatives

10.1002/ardp.200400938

The research focuses on the synthesis and molluscicidal activity evaluation of various functionally substituted pyridine, pyrido[3,2-c]pyridazine, and pyrido[3,2-c]pyridazino[2',3'-a]quinazoline derivatives. Ethyl benzoylacetate reacts with the malononitrile dimer to produce 4-amino-5-benzoyl-2-dicyanomethyl-6-hydroxypyridine, which then undergoes coupling reactions with aromatic diazonium salts to form azo derivatives. These azo derivatives can be cyclized into the target pyrido[3,2-c]pyridazine and pyrido[3,2-c]pyridazino[2',3'-a]quinazoline derivatives in ethanolic NaOH, presumably through their hydrazo tautomers. The synthesized compounds were tested for their molluscicidal activity against Biomphalaria alexandrina snails, with some showing moderate to low efficacy.