Diethyl 2-ethoxymalonate

Base Information

• Chemical Name: Diethyl 2-ethoxymalonate
• CAS No.: 37555-99-0
• Molecular Formula: C9H16O5
• Molecular Weight: 204.223
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID70480012
• Wikidata: Q72461914
• Mol file: 37555-99-0.mol

Synonyms:diethyl 2-ethoxymalonate;37555-99-0;2-Ethoxy-malonic acid diethyl ester;Diethyl ethoxymalonate;Ethoxymalonic acid diethyl ester;diethyl 2-ethoxypropanedioate;1,3-diethyl 2-ethoxypropanedioate;MFCD00087125;Diethyl2-ethoxymalonate;Diethyl ethoxypropanedioate;Propanedioic acid, ethoxy-, diethyl ester;SCHEMBL2148474;DTXSID70480012;PMIWYGMNGVBLCH-UHFFFAOYSA-N;AMY18139;BCP21541;AKOS005216759;2-ethoxypropanedioic acid diethyl ester;2-ethoxy-propanedioic acid diethyl ester;AS-62154;SY067265;A6416;CS-0151552;FT-0650702;A823755;J-509598

Chemical Property of Diethyl 2-ethoxymalonate

Chemical Property:

• Boiling Point: 260.866 °C at 760 mmHg
• Flash Point: 108.437 °C
• PSA: 61.83000
• Density: 1.07 g/cm³
• LogP: 0.51770
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 204.09977361
• Heavy Atom Count: 14
• Complexity: 172

Purity/Quality:

99% ^*data from raw suppliers

Ethoxymalonic acid diethyl ester 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(C(=O)OCC)C(=O)OCC

Technology Process of Diethyl 2-ethoxymalonate

There total 5 articles about Diethyl 2-ethoxymalonate 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: 93.7%

ethyl 2-ethoxyethanoate (817-95-8) + oxalic acid diethyl ester (95-92-1) → diethyl ethoxymalonate (37555-99-0)

Guidance literature:

ethyl 2-ethoxyethanoate; oxalic acid diethyl ester; With sodium ethanolate; In toluene; at 45 - 80 ℃;

With hydrogenchloride; In water; toluene;

Reference yield:

sodium ethanolate (141-52-6) + Diethyl 2-bromomalonate (685-87-0) → diethyl ethoxymalonate (37555-99-0)

Guidance literature:

In ethanol;

DOI:10.1021/jm00257a013

Reference yield:

2-ethoxy-3-oxo-succinic acid diethyl ester (63124-37-8) → diethyl ethoxymalonate (37555-99-0)

Guidance literature:

at 180 - 200 ℃;

upstream raw materials:

2-ethoxy-3-oxo-succinic acid diethyl ester

sodium ethanolate

Diethyl 2-bromomalonate

1,3-diethyl 2-diazopropanedioate

Downstream raw materials:

ethoxy-malonic acid-dianilide

4-ethoxy-5-hydroxy-1,2-diphenyl-1,2-dihydro-pyrazol-3-one

eEthyl 2-(4-chlorophenyl)-4-oxopyrimidine-5-carboxylate

5-ethoxy-6-hydroxy-2-(4-nitrophenyl)-3H-pyrimidin-4-one

Refernces

• 1、 Otsuji et al.. "-". . p. 4293,4295, 4298, 4299. Retrieved 1970.
• 2、 -. "Use of malonic acid derivative compounds for retarding plant growth". . . Retrieved 2008/06/13.
• 3、 Tomioka, Hideo,Itoh, Masami,Yamakawa, Shyoji,Izawa, Yasuji. "The Reactivity of Carbenes from Photolysis of Diazo-Compounds towards Carbon-Hydrogen Bonds. Effects of Structure, Temperature, and Matrix on the Insertion Selectivity". . p. 603 - 609. Retrieved 2007/10/02.