Ethyl diethoxyacetate

Base Information

• Chemical Name: Ethyl diethoxyacetate
• CAS No.: 6065-82-3
• Molecular Formula: C8H16 O4
• Molecular Weight: 176.213
• Hs Code.: 2918990090
• European Community (EC) Number: 227-999-8
• DSSTox Substance ID: DTXSID2064101
• Nikkaji Number: J81.140H
• Wikidata: Q72474289
• Mol file: 6065-82-3.mol

Synonyms:Ethyl diethoxyacetate;6065-82-3;ethyl 2,2-diethoxyacetate;Acetic acid, diethoxy-, ethyl ester;Diethoxyacetic acid ethyl ester;MFCD00009231;ETHYL-2,2-DIETHOXYACETATE;Diethoxy-acetic acid ethyl ester;EINECS 227-999-8;Glyoxylic acid ethyl ester diethyl acetal;Acetic acid, 2,2-diethoxy-, ethyl ester;Ethyldiethoxyacetate;ACETIC ACID,DIETHOXY,ETHYL ESTER;ethyl bis(ethyloxy)acetate;Ethyl diethoxyacetate, 97%;SCHEMBL143815;Ethyl Glyoxylate Diethyl Acetal;DTXSID2064101;STR03318;AKOS009157532;CS-W001603;SY009521;D1883;FT-0624761;EN300-39039;A832832;F0001-1587;Z381787790

Chemical Property of Ethyl diethoxyacetate

Chemical Property:

• Appearance/Colour: Colorless pure liquid
• Vapor Pressure: 0.349mmHg at 25°C
• Melting Point: 198-200ºC
• Refractive Index: n20/D 1.410(lit.)
• Boiling Point: 198-200 ºC
• Flash Point: 73 ºC
• PSA: 44.76000
• Density: 0.988
• LogP: 0.94860
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Soluble in Dichloromethane, Ethyl Acetate and Methanol.
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 176.10485899
• Heavy Atom Count: 12
• Complexity: 118

Purity/Quality:

99%, ^*data from raw suppliers

Ethyl-2,2-diethoxyacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25-36/37-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(C(=O)OCC)OCC
• Uses: By-product in the synthesis of Ethyl-2-(diethoxyphosphoryl)-2-hydroxyacetate Ethyl diethoxyacetate is used in the preparation of a fatty acid analog containing DTS, 12,13-dioxotetradecanoic acid di(N-methyl-thiosemicarbazone) (FA-DTS). It is used for synthesis of heterocyclic compounds. Ethyl diethoxyacetate was used in the preparation of a fatty acid analog containing DTS, 12,13-dioxotetradecanoic acid di(N-methyl-thiosemicarbazone) (FA-DTS).

Technology Process of Ethyl diethoxyacetate

There total 75 articles about Ethyl diethoxyacetate 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: 38.0%

ethanol (64-17-5) + ethyl N-(2-diethoxyacetyl)glycinate (80478-56-4) → glycine ethyl ester hydrochloride (623-33-6) + Ethyl diethoxyacetate (6065-82-3)

Guidance literature:

With hydrogenchloride; for 3h; Heating;

DOI:10.1246/bcsj.54.3453

Reference yield:

ethanol (64-17-5) + ethyl 2,2-diethoxyethanimidate (71648-28-7) → 2,2-diethoxyacetonitrile (6136-93-2) + diethoxyacetamide (61189-99-9) + pentaethoxyethane (58995-69-0) + Ethyl diethoxyacetate (6065-82-3)

Guidance literature:

DOI:10.1111/j.1447-0756.2000.tb01325.x

Reference yield:

ethanol (64-17-5) + Glyoxilic acid (298-12-4) → ethyl 2-ethoxyglycolate (49653-17-0) + Ethyl diethoxyacetate (6065-82-3)

Guidance literature:

In tert-butyl methyl ether; water; at 20 ℃; Reagent/catalyst; Temperature; Overall yield = 98 %; Overall yield = 31.6 g;

DOI:10.1021/op4002774

upstream raw materials:

dichloro-acetic acid

sodium ethanolate

ethoxy-chloro-acetyl chloride

ethanol

Downstream raw materials:

diethoxyacetic acid piperidinyl amide

ethyl 4,4-diethoxy-2-methyl-3-oxobutanoate

1,1-diethoxy-2,4-pentandione

Allantoin

Refernces

• 1、 Cai, Zhenping,Long, Jinxing,Li, Yingwen,Ye, Lin,Yin, Biaolin,France, Liam John,Dong, Juncai,Zheng, Lirong,He, Hongyan,Liu, Sijie,Tsang, Shik Chi Edman,Li, Xuehui. "Selective Production of Diethyl Maleate via Oxidative Cleavage of Lignin Aromatic Unit". supporting information. p. 2365 - 2377. Retrieved 2019/09/10.
• 2、 Debarge, Sebastien,McDaid, Paul,O'Neill, Pat,Frahill, James,Wong, John W.,Carr, Donncha,Burrell, Adam,Davies, Simon,Karmilowicz, Mike,Steflik, Jeremy. "Evaluation of several routes to advanced pregabalin intermediates: Synthesis and enantioselective enzymatic reduction using ene-reductases". . p. 109 - 121. Retrieved 2014/05/20.