2,3-Epoxyhexanoic acid, ethyl ester

Base Information

• Chemical Name: 2,3-Epoxyhexanoic acid, ethyl ester
• CAS No.: 61454-93-1
• Molecular Formula: C8H14O3
• Molecular Weight: 158.197
• European Community (EC) Number: 612-149-4
• DSSTox Substance ID: DTXSID00337525
• Nikkaji Number: J439.651K
• Mol file: 61454-93-1.mol

Synonyms:2,3-Epoxyhexanoic acid, ethyl ester;61454-93-1;ethyl 2,3-epoxyhexanoate;Oxiranecarboxylic acid, 3-propyl-, ethyl ester;SCHEMBL19974946;DTXSID00337525;Ethyl 3-propyl-2-oxiranecarboxylate #;3-Propyloxirane-2-carboxylic acid ethyl ester

Chemical Property of 2,3-Epoxyhexanoic acid, ethyl ester

Chemical Property:

• Vapor Pressure: 0.73mmHg at 25°C
• Boiling Point: 184.5oC at 760 mmHg
• Flash Point: 67.3oC
• PSA: 38.83000
• Density: 1.037g/cm3
• LogP: 1.11700
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 158.094294304
• Heavy Atom Count: 11
• Complexity: 144

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC1C(O1)C(=O)OCC

Technology Process of 2,3-Epoxyhexanoic acid, ethyl ester

There total 8 articles about 2,3-Epoxyhexanoic acid, ethyl ester 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: 75.0%

diazoacetic acid ethyl ester (623-73-4) + butyraldehyde (123-72-8) → Ethyl trans-3-propyloxirane-2-carboxylate (61454-93-1,117668-81-2,136805-91-9,136826-75-0,145552-31-4)

Guidance literature:

methyltrioxorhenium(VII); at 50 - 60 ℃; for 72h;

DOI:10.1021/ja954039t

Reference yield: 75.0%

diazoacetic acid ethyl ester (623-73-4) + butyraldehyde (123-72-8) → Ethyl trans-3-propyloxirane-2-carboxylate (61454-93-1,117668-81-2,136805-91-9,136826-75-0,145552-31-4) + 5-Propyl-2,5-dihydro-[1,3,4]oxadiazole-2-carboxylic acid ethyl ester

Guidance literature:

methyltrioxorhenium(VII); Yields of byproduct given;

DOI:10.1021/jo00127a008

Reference yield: 73.0%

ethyl (E)-hex-2-enoate (27829-72-7) → Ethyl trans-3-propyloxirane-2-carboxylate (61454-93-1,117668-81-2,136805-91-9,136826-75-0,145552-31-4)

Guidance literature:

With 6,6'-di-tert-butyl-4,4'-thiodi-o-cresol; 3-chloro-benzenecarboperoxoic acid; In 1,2-dichloro-ethane; 1) reflux, 4 h, 2) reflux, overnight;

DOI:10.1002/recl.19921110101

upstream raw materials:

ethyl (E)-hex-2-enoate

ethyl 2-<(p-nitrobenzenesulfonyl)oxy>-3-hydroxyhexanoate

diazoacetic acid ethyl ester

butyraldehyde

Downstream raw materials:

(4S,5S)-2,2,2-Triphenyl-4-propyl-2λ⁵-[1,3,2]oxazaphospholidine-5-carboxylic acid ethyl ester

(4S,5S)-2,2,2-Triphenyl-5-propyl-2λ⁵-[1,3,2]oxazaphospholidine-4-carboxylic acid ethyl ester

3-hydroxy-hexanoic acid ethyl ester

(2S,3R)-1-(3,5-Dinitro-benzoyl)-3-propyl-aziridine-2-carboxylic acid ethyl ester