Diethyl ethylphenylmalonate

Base Information

• Chemical Name: Diethyl ethylphenylmalonate
• CAS No.: 76-67-5
• Molecular Formula: C15H20O4
• Molecular Weight: 264.321
• Hs Code.: 2917.19
• European Community (EC) Number: 200-978-0
• NSC Number: 5631
• UNII: 1IH5RQ922Z
• DSSTox Substance ID: DTXSID5058802
• Nikkaji Number: J192.558J
• Wikidata: Q72461929
• Mol file: 76-67-5.mol

Synonyms:Diethyl 2-ethyl-2-phenylmalonate;76-67-5;Diethyl ethylphenylmalonate;Propanedioic acid, ethylphenyl-, diethyl ester;Diethyl ethyl(phenyl)malonate;diethyl 2-ethyl-2-phenylpropanedioate;Malonic acid, ethylphenyl-, diethyl ester;Ethylphenylmalonic acid diethyl ester;1IH5RQ922Z;NSC 5631;NSC-5631;EINECS 200-978-0;MFCD00040759;Propanedioic acid, 2-ethyl-2-phenyl-, 1,3-diethyl ester;AI3-23846;Diethyl2-ethyl-2-phenylmalonate;diethylethyl(phenyl)malonat;diethyl ethyl-phenylmalonate;UNII-1IH5RQ922Z;Diethyl Ethylphenylpropanedioate;SCHEMBL5474434;DTXSID5058802;NSC5631;AKOS015838508;Ethyl(phenyl)malonic Acid Diethyl Ester;Diethyl 2-ethyl-2-phenylmalonate, 96%;AC-19987;AS-14709;SY036838;2-Ethyl-2-phenylmalonic acid diethyl ester;CS-0128430;D3375;FT-0624784;A50569;A838793;(major intermediate for phenobarbital and primidone);W-104350

Chemical Property of Diethyl ethylphenylmalonate

Chemical Property:

• Appearance/Colour: colorless or pale yellow transparent oily liquid
• Vapor Pressure: 0.00015mmHg at 25°C
• Melting Point: -7 °C
• Refractive Index: n20/D 1.491(lit.)
• Boiling Point: 332 °C at 760 mmHg
• Flash Point: 156.1 °C
• PSA: 52.60000
• Density: 1.076 g/cm³
• LogP: 2.46060
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 264.13615911
• Heavy Atom Count: 19
• Complexity: 287

Purity/Quality:

99% ^*data from raw suppliers

Diethyl Ethyl(phenyl)malonate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC(C1=CC=CC=C1)(C(=O)OCC)C(=O)OCC
• Uses: Diethyl Ethylphenylmalonate is used in the synthesis of Barbital (B118500) and barbiturate compounds displaying pharmacological properties.

Technology Process of Diethyl ethylphenylmalonate

There total 15 articles about Diethyl ethylphenylmalonate 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: 92.0%

→ diethyl ethyl(phenyl)malonate (76-67-5)

Guidance literature:

In N,N-dimethyl-formamide; for 3h; electrolysis;

Reference yield: 78.0%

→ diethyl ethyl(phenyl)malonate (76-67-5)

Guidance literature:

at 200 - 230 ℃; under 0.1 Torr; pyrolytic sublimation;

Reference yield:

ethyl 2-phenylbutanoate (119-43-7) → diethyl ethyl(phenyl)malonate (76-67-5)

Guidance literature:

With diethyl ether; ammonia; sodium amide; Erwaermen des vom Ammoniak befreiten Reaktionsgemisches mit Diaethylcarbonat;

DOI:10.1021/ja01208a043

upstream raw materials:

ethyl 2-phenylbutanoate

sodium ethanolate

diethyl 2-phenylmalonate

Diethyl carbonate

Downstream raw materials:

5-ethyl-2-amino-5-phenyl-1H-pyrimidine-4,6-dione

5-ethyl-5-phenyl-2-thiobarbituric acid

5-ethyl-2-amino-4,6-dioxo-5-phenyl-5,6-dihydro-4H-pyrimidine-1-carbonitrile

phenobarbital

Refernces

• 1、 Walker et al.. "-". . p. 672. Retrieved 1946.
• 2、 Selva, Maurizio,Marques, Carlos Alberto,Tundo, Pietro. "Selective Mono-methylation of Arylacetonitriles and Methyl Arylacetates by Dimethyl Carbonate". . p. 1323 - 1328. Retrieved 2007/10/02.
• 3、 Piorko, Adam,Abd-El-Aziz, Alaa S.,Lee, Choi Chuck,Sutherland, Ronald G.. "Arylation of Diethyl Alkylmalonates: Synthetic Route to Diethyl Alkyl(substituted Aryl)malonates with the Aid of Temporary Arene Complexation by the Cyclopentadienyliron Moiety". . p. 469 - 475. Retrieved 2007/10/02.