Ethylene glycol diacetoacetate

Base Information

• Chemical Name: Ethylene glycol diacetoacetate
• CAS No.: 5459-04-1
• Molecular Formula: C10H14 O6
• Molecular Weight: 230.218
• Hs Code.: 2918300090
• European Community (EC) Number: 226-724-9
• NSC Number: 24317
• UNII: 40IGR8Y7QW
• DSSTox Substance ID: DTXSID00203019
• Nikkaji Number: J210.517I
• Wikidata: Q27258333
• Mol file: 5459-04-1.mol

Synonyms:5459-04-1;ethane-1,2-diyl bis(3-oxobutanoate);Ethylene glycol diacetoacetate;2-(3-oxobutanoyloxy)ethyl 3-oxobutanoate;40IGR8Y7QW;NSC-24317;Butanoic acid, 3-oxo-, 1,2-ethanediyl ester;NSC24317;Ethylene diacetoacetate;UNII-40IGR8Y7QW;ethylene di(3-oxobu-tanoate);SCHEMBL2701579;DTXSID00203019;ETHYLENE BIS(ACETOACETATE);1,2-Bis(1,3-dioxobutoxy)ethane;EINECS 226-724-9;ethane-1,2-diylbis(3-oxobutanoate);MFCD00043818;NSC 24317;ACETOACETIC ACID, ETHYLENE ESTER;s11930;AI3-06367;EC 226-724-9;Q27258333

Chemical Property of Ethylene glycol diacetoacetate

Chemical Property:

• Vapor Pressure: 0.000145mmHg at 25°C
• Boiling Point: 332.6°Cat760mmHg
• Flash Point: 145.9°C
• PSA: 86.74000
• Density: 1.181g/cm³
• LogP: 0.03100
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 230.07903816
• Heavy Atom Count: 16
• Complexity: 264

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CC(=O)OCCOC(=O)CC(=O)C

Technology Process of Ethylene glycol diacetoacetate

There total 5 articles about Ethylene glycol diacetoacetate 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: 89.0%

ethyl acetoacetate (141-97-9) + ethylene glycol (107-21-1) → ethane-1,2-diylbis(3-oxobutanoate) (5459-04-1)

Guidance literature:

for 3h; under 760 Torr; slowly up to 180 deg C;

DOI:10.1021/jo01302a020

Reference yield: 89.0%

2,2,6-trimethyl-4H-1,3-dioxin-4-one (5394-63-8) + ethylene glycol (107-21-1) → ethane-1,2-diylbis(3-oxobutanoate) (5459-04-1)

Guidance literature:

In xylene; at 150 ℃; for 0.5h;

DOI:10.1021/jo00214a006

Reference yield: 84.0%

4-methyleneoxetan-2-one (674-82-8,2130-41-8) + ethylene glycol (107-21-1) → ethane-1,2-diylbis(3-oxobutanoate) (5459-04-1) + mono(acetoacetate)ethylene glycol (33736-01-5)

Guidance literature:

With triethylamine; at 95 ℃; for 3h;

DOI:10.1021/jm960531r

upstream raw materials:

ethyl acetoacetate

ethylene glycol

2,2,6-trimethyl-4H-1,3-dioxin-4-one

4-methyleneoxetan-2-one

Refernces

• 1、 Bandgar,Pandit,Uppalla. "Selective transesterification of methyl and ethyl β-ketoesters". . p. 219 - 222. Retrieved 2007/10/03.
• 2、 Ponde, Datta E.,Deshpande, Vishnu H.,Bulbule, Vivek J.,Sudalai, Ammugam,Gajare, Anil S.. "Selective Catalytic Transesterification, Transthiolesterification, and Protection of Carbonyl Compounds over Natural Kaolinitic Clay". . p. 1058 - 1063. Retrieved 2007/10/03.