Ethyl 2,3-epoxybutyrate

Base Information

• Chemical Name: Ethyl 2,3-epoxybutyrate
• CAS No.: 19780-35-9
• Molecular Formula: C6H10 O3
• Molecular Weight: 130.144
• Hs Code.: 2918990090
• European Community (EC) Number: 243-300-9
• DSSTox Substance ID: DTXSID101031263
• Nikkaji Number: J35.103B
• Mol file: 19780-35-9.mol

Synonyms:Ethyl 2,3-epoxybutyrate;Ethyl-2,3-epoxybutyrate;2,3-Epoxybutyric acid, ethyl ester;BUTYRIC ACID, 2,3-EPOXY-, ETHYL ESTER;19780-35-9;EINECS 243-300-9;Ethyl 3-methyl-2-oxiranecarboxylate;Ethylester kyseliny 2,3-epoxymaselne;ethyl 3-methyloxirane-2-carboxylate;Ethylester kyseliny 2,3-epoxymaselne [Czech];Oxiranecarboxylic acid, 3-methyl-, ethyl ester;ethyl 2,3-epoxybutanoate;Ethyl 2,3-epoxy-butanoate;SCHEMBL1171621;DTXSID101031263;2,3-Epoxybutyric acid ethyl ester;AKOS006230482;ethyl (2RS,3SR)-2,3-epoxybutanoate;LS-47999;FT-0693291;methyl5,6,7,8-tetrahydropyrido[4,3-b]pyrazine-7-carboxylatehydrochloride

Chemical Property of Ethyl 2,3-epoxybutyrate

Chemical Property:

• Vapor Pressure: 6.86mmHg at 25°C
• Refractive Index: 1.4730 (estimate)
• Boiling Point: 138°Cat760mmHg
• Flash Point: 45.4°C
• PSA: 38.83000
• Density: 1.099g/cm³
• LogP: 0.33680
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 130.062994177
• Heavy Atom Count: 9
• Complexity: 122

Purity/Quality:

98%,99%, ^*data from raw suppliers

ETHYL 2,3-EPOXYBUTYRATE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C1C(O1)C

Technology Process of Ethyl 2,3-epoxybutyrate

There total 16 articles about Ethyl 2,3-epoxybutyrate 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: 91.0%

ethyl 2-<(p-nitrobenzenesulfonyl)oxy>-3-hydroxybutanoate (136805-79-3,136805-84-0) → ethyl cis-3-methyl-1-oxirane-2-carboxylate (19780-35-9,25834-24-6,36099-48-6,38053-37-1,58917-48-9,82769-14-0,110508-08-2,118712-09-7,136889-93-5)

Guidance literature:

With triethylamine; In acetonitrile; Heating;

DOI:10.1021/jo00024a013

Reference yield: 84.0%

(S)-2-Chloro-3-hydroxy-butyric acid ethyl ester (89490-41-5,110444-42-3,110444-43-4,121210-32-0,121210-33-1,134451-51-7,135266-67-0,150131-74-1,150282-90-9) → ethyl (2R,3S)- and (2S,3S)-2,3-epoxybutanoate (19780-35-9,25834-24-6,36099-48-6,38053-37-1,58917-48-9,82769-14-0,110508-08-2,118712-09-7,136889-93-5)

Guidance literature:

With sodium ethanolate; In ethanol;

DOI:10.1016/S0040-4039(00)85221-1

Reference yield: 42.0%

ethyl 2-chloro-3-hydroxybutanoate (89490-41-5) → ethyl 2,3-epoxybutanoate (19780-35-9)

Guidance literature:

With sodium ethanolate; In ethanol; at 0 ℃; for 1h;

DOI:10.1055/s-1993-25895

upstream raw materials:

acetaldehyde

chloroacetic acid ethyl ester

ethyl 2-chloro-3-hydroxybutanoate

ethanol

Downstream raw materials:

2,5-Dimethyl-4-oxazolcarbonsaeure-ethylester

ethyl 3-hydroxybutyrate

ethyl 2-hydroxybutyrate

Refernces

• 1、 -. "ANTIVIRAL COMPOUNDS". Paragraph 0587. . Retrieved 2018/04/13.
• 2、 Terry, Tracy J.,Daniel,Stack. "Covalent heterogenization of a discrete Mn(II) Bis-Phen complex by a metal-template/metal-exchange method: An epoxidation catalyst with enhanced reactivity". . p. 4945 - 4953. Retrieved 2008/09/21.