Ethyl 2-benzylacetoacetate

Base Information

• Chemical Name: Ethyl 2-benzylacetoacetate
• CAS No.: 620-79-1
• Molecular Formula: C13H16O3
• Molecular Weight: 220.268
• Hs Code.: 29183000
• European Community (EC) Number: 210-651-4
• NSC Number: 60581
• UNII: 7K3AI5O6H2
• DSSTox Substance ID: DTXSID00862307
• Nikkaji Number: J6.826H
• Wikidata: Q27268438
• Metabolomics Workbench ID: 49033
• Mol file: 620-79-1.mol

Synonyms:Ethyl 2-benzylacetoacetate;620-79-1;Ethyl 2-benzyl-3-oxobutanoate;Ethyl 2-acetyl-3-phenylpropionate;Ethyl alpha-benzylacetoacetate;2-Benzylacetoacetic Acid Ethyl Ester;Ethyl benzyl acetoacetate;Ethyl .alpha.-benzylacetoacetate;2-Benzylacetoacetate;spicy acetoacetate;Ethyl 3-oxo-2-benzylbutanoate;FEMA No. 2416;Ethyl alpha-acetylhydrocinnamate;Ethyl benzylacetoacetate;Ethyl .alpha.-acetylhydrocinnamate;UNII-7K3AI5O6H2;Ethyl 2-acetyldihydrocinnamate;7K3AI5O6H2;Hydrocinnamic acid, alpha-acetyl-, ethyl ester;Ethyl alpha-acetylbenzenepropanoate;Benzenepropanoic acid, alpha-acetyl-, ethyl ester;EINECS 210-651-4;NSC-60581;AI3-07790;Hydrocinnamic acid, .alpha.-acetyl-, ethyl ester;Benzenepropanoic acid, .alpha.-acetyl-, ethyl ester;MFCD00009156;2-Acetyl-3-phenylpropionic Acid Ethyl Ester;Ethyl-2-benzylacetoacetate;Ethyl-a-benzylacetoacetate;ethyl 2-benzylaceto-acetate;SCHEMBL856250;ETHYLBENZYL ACETOACETATE;ethyl 2-benzyl-3-oxo-butyrate;FEMA 2416;DTXSID00862307;CHEBI:168288;ethyl 2-acetyl-3-phenylpropanoate;Ethyl 2-benzylacetoacetate, 97%;NSC60581;STR02085;BBL011458;NSC 60581;STL146570;AKOS002673967;AKOS016046065;ETHYL-3-OXO-2-BENZYLBUTANOATE;2-Benzyl-3-oxo-butyric acid ethyl ester;Ethyl 2-acetyl-3-phenylpropionate, >=97%;B2008;FT-0611307;Benzenepropanoic acid, ?-acetyl-, ethyl ester;D87683;(+/-)-ETHYL .ALPHA.-BENZYLACETOACETATE;EN300-1692345;A868562;ETHYL 2-ACETYL-3-PHENYLPROPANOATE [FHFI];Q27268438;F0001-1654

Chemical Property of Ethyl 2-benzylacetoacetate

Chemical Property:

• Appearance/Colour: Light yellow liquid
• Vapor Pressure: 0.00493mmHg at 25°C
• Refractive Index: n20/D 1.5(lit.)
• Boiling Point: 276 °C at 760 mmHg
• PKA: 11.41±0.46(Predicted)
• Flash Point: 132.3 °C
• PSA: 43.37000
• Density: 1.07 g/cm³
• LogP: 1.99740
• Storage Temp.: -20°C Freezer
• Solubility.: Difficult in mix.
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 220.109944368
• Heavy Atom Count: 16
• Complexity: 242

Purity/Quality:

97% ^*data from raw suppliers

Ethyl 2-Benzylacetoacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CC1=CC=CC=C1)C(=O)C
• Uses: Ethyl 2-benzylacetoacetate is used as a flavoring agent.

Technology Process of Ethyl 2-benzylacetoacetate

There total 42 articles about Ethyl 2-benzylacetoacetate 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%

ethyl acetoacetate (141-97-9) + benzyl alcohol (100-51-6,185532-71-2) → Ethyl 2-benzylacetoacetate (620-79-1)

Guidance literature:

With rice husk ash nano silica supported 12-tungstophosphoric acid; at 80 ℃; for 0.0833333h; Neat (no solvent);

DOI:10.1016/j.molcata.2011.10.008

Reference yield: 95.0%

ethyl acetoacetate (141-97-9) + benzyl alcohol (100-51-6,185532-71-2) → dibenzyl ether (103-50-4) + Ethyl 2-benzylacetoacetate (620-79-1)

Guidance literature:

With 12-tungestocobaltic acid supported on nano silica; at 80 ℃; for 0.05h; neat (no solvent);

DOI:10.1016/j.molcata.2012.03.005

Reference yield: 91.0%

benzyl bromide (100-39-0) + ethyl acetoacetate (141-97-9) → Ethyl 2-benzylacetoacetate (620-79-1)

Guidance literature:

ethyl acetoacetate; With sodium hydride; In tetrahydrofuran; mineral oil; at 20 ℃;

benzyl bromide; In tetrahydrofuran; mineral oil; at 20 ℃; for 16h;

DOI:10.1021/acs.orglett.8b00433

upstream raw materials:

dibenzyl ether

ethyl acetoacetate

benzyl chloride

benzyldimethylphenylammonium chloride

Downstream raw materials:

2,2-dibenzyl-acetoacetic acid ethyl ester

2-(2-Methyl-1,3-dioxolanyl)-3-phenyl-propansaeureethylester

2-acetyl-2-benzyl-succinic acid diethyl ester

3-benzyl-5-hydroxy-4,7-dimethyl-coumarin