Ethyl 3-hexyloxirane-2-carboxylate

Base Information

• Chemical Name: Ethyl 3-hexyloxirane-2-carboxylate
• CAS No.: 94022-08-9
• Molecular Formula: C11H20 O3
• Molecular Weight: 200.278
• European Community (EC) Number: 301-502-5
• DSSTox Substance ID: DTXSID70916669
• Nikkaji Number: J367.953E
• Mol file: 94022-08-9.mol

Synonyms:Ethyl 3-hexyloxirane-2-carboxylate;94022-08-9;EINECS 301-502-5;DTXSID70916669;3-Hexyl-2-oxiranecarboxylic acid ethyl ester;Oxiranecarboxylic acid, 3-hexyl-, ethyl ester

Chemical Property of Ethyl 3-hexyloxirane-2-carboxylate

Chemical Property:

• Vapor Pressure: 0.0282mmHg at 25°C
• Boiling Point: 245.8°Cat760mmHg
• Flash Point: 96.3°C
• PSA: 38.83000
• Density: 0.991g/cm³
• LogP: 2.28730
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 200.14124450
• Heavy Atom Count: 14
• Complexity: 179

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC1C(O1)C(=O)OCC

Technology Process of Ethyl 3-hexyloxirane-2-carboxylate

There total 3 articles about Ethyl 3-hexyloxirane-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: 68.0%

ethyl (2E)-non-2-enoate (38112-59-3) → Ethyl trans-3-hexyloxirane-2-carboxylate (94022-08-9,139618-56-7,145552-34-7)

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

Reference yield:

heptanal (111-71-7) + chloroacetic acid ethyl ester (105-39-5) → 2,3-epoxy-nonanoic acid ethyl ester (94022-08-9)

Guidance literature:

With sodium;

Reference yield:

heptanal (111-71-7) → Ethyl trans-3-hexyloxirane-2-carboxylate (94022-08-9,139618-56-7,145552-34-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) NaH / 1) DME, 1 h, 2) overnight

2: 68 percent / 3-chloroperbenzoic acid, bis(3-tert-butyl-4-hydroxy-5-methylphenyl)sulfide / 1,2-dichloro-ethane / 1) reflux, 4 h, 2) reflux, overnight

With 6,6'-di-tert-butyl-4,4'-thiodi-o-cresol; sodium hydride; 3-chloro-benzenecarboperoxoic acid; In 1,2-dichloro-ethane;

DOI:10.1002/recl.19921110101

upstream raw materials:

heptanal

chloroacetic acid ethyl ester

ethyl (2E)-non-2-enoate

Downstream raw materials:

ethyl (4R^*,5R^*)-4-hexyl-2-phenyl-2-oxazoline-5-carboxylate

ethyl (4R^*,5R^*)-4-hexyl-2-methyl-2-oxazoline-5-carboxylate

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