ethyl (2S)-oxirane-2-carboxylate

Base Information

• Chemical Name: ethyl (2S)-oxirane-2-carboxylate
• CAS No.: 111058-34-5
• Molecular Formula: C₅H₈O₃
• Molecular Weight: 116.117
• European Community (EC) Number: 866-956-3
• DSSTox Substance ID: DTXSID30911973
• Nikkaji Number: J623.387B
• Wikidata: Q72498466
• Mol file: 111058-34-5.mol

Synonyms:ethyl (2S)-oxirane-2-carboxylate;111058-34-5;ETHYL (2S)-2,3-EPOXYPROPANOATE;(S)-ETHYL OXIRANE-2-CARBOXYLATE;Ethyl(2S)-2,3-epoxypropanoate;SCHEMBL12966496;DTXSID30911973;MFCD00067058;(2S)-2,3-Epoxypropanoic acid ethyl ester;CS-0055990;EN300-7083994;A901026;Z1255450225;Ethyl (2S)-2,3-epoxypropanoate;2-Oxiranecarboxylic acid ethyl ester

Chemical Property of ethyl (2S)-oxirane-2-carboxylate

Chemical Property:

• Refractive Index: 1.419-1.421
• Boiling Point: 123.1 °C at 760 mmHg
• Flash Point: 38.3 °C
• PSA: 38.83000
• Density: 1.18 g/cm³
• LogP: -0.05170
• Storage Temp.: Refrigerator (+4°C)
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 116.047344113
• Heavy Atom Count: 8
• Complexity: 99.8

Purity/Quality:

97% ^*data from raw suppliers

ETHYL (2S)-2,3-EPOXYPROPANOATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-10
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1CO1
• Isomeric SMILES: CCOC(=O)[C@@H]1CO1

Technology Process of ethyl (2S)-oxirane-2-carboxylate

There total 8 articles about ethyl (2S)-oxirane-2-carboxylate 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: 85.0%

diethyl sulfate (64-67-5) + R-oxiranecarboxylic acid potassium salt (82044-23-3) → ethyl (R)-(+)-2,3-epoxypropanoate (4660-80-4,93264-11-0,111058-34-5,111058-33-4)

Guidance literature:

With 18-crown-6 ether; In acetonitrile; for 1h;

Reference yield: 81.0%

ethyl bromide (74-96-4) + R-oxiranecarboxylic acid potassium salt (82044-23-3) → ethyl (R)-(+)-2,3-epoxypropanoate (4660-80-4,93264-11-0,111058-34-5,111058-33-4)

Guidance literature:

With N-benzyl-N,N,N-triethylammonium chloride; In dichloromethane; for 16h; Reflux;

DOI:10.15227/orgsyn.075.0037

Reference yield: 65.0%

R-oxiranecarboxylic acid potassium salt (82044-23-3) + ethyl iodide (75-03-6) → ethyl (R)-(+)-2,3-epoxypropanoate (4660-80-4,93264-11-0,111058-34-5,111058-33-4)

Guidance literature:

With 18-crown-6 ether; In acetonitrile;

DOI:10.1016/S0040-4039(00)96028-3

upstream raw materials:

diethyl sulfate

potassium de l'acide (S)-(-)-epoxy-2,3 propionique

ethyl iodide

D-Serine

Downstream raw materials:

C₃₇H₄₄O₁₀P₂

(R)-(-)-(Z)-(t-butyldiphenylsiloxy)-2 decene-4 oate d'ethyle

C₁₆H₂₄O₄

C₃₇H₄₄O₁₀P₂

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