Oxiran-2-ylmethyl 4-nitrobenzoate

Base Information

• Chemical Name: Oxiran-2-ylmethyl 4-nitrobenzoate
• CAS No.: 13318-11-1
• Molecular Formula: C10H9NO5
• Molecular Weight: 223.185
• UNII: XQ8X87ZAT9
• Nikkaji Number: J1.335.529K
• Mol file: 13318-11-1.mol

Synonyms:oxiran-2-ylmethyl 4-nitrobenzoate;XQ8X87ZAT9;(4-Nitrobenzoyloxymethyl)oxirane;2,3-Epoxypropyl p-nitrobenzoate;Glycidyl 4-nitrobenzoate, (+/-)-;(Oxiran-2-yl)methyl 4-nitrobenzoate;UNII-XQ8X87ZAT9;2-Oxiranemethanol, 2-(4-nitrobenzoate);13318-11-1;2-OXIRANEMETHANOL, 2-(4-NITROBENZOATE), (2S)-;(R)-(-)-Glycidyl-4-nitrobenzoate;glycidyl p-nitrobenzoate;SCHEMBL978650;4-Nitrobenzoic acid glycidyl ester;FT-0642612;FT-0642809

Chemical Property of Oxiran-2-ylmethyl 4-nitrobenzoate

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 223.04807239
• Heavy Atom Count: 16
• Complexity: 279

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(O1)COC(=O)C2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of Oxiran-2-ylmethyl 4-nitrobenzoate

There total 5 articles about Oxiran-2-ylmethyl 4-nitrobenzoate 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: 98.0%

oxiranyl-methanol (556-52-5) + 4-nitro-benzoic acid (62-23-7) → 2-((4-nitrobenzoyloxy)methyl)oxirane (13318-11-1)

Guidance literature:

With bis(4-chlorobenzyl) diazene-1,2-dicarboxylate; triphenylphosphine; In dichloromethane; at 20 ℃; for 0.75h;

DOI:10.1021/ol0618757

Reference yield: 92.0%

4-nitrobenzoic acid methyl ester (619-50-1) + oxiranyl-methanol (556-52-5) → 2-((4-nitrobenzoyloxy)methyl)oxirane (13318-11-1)

Guidance literature:

With polystyrene supported trioctyl methyl ammonium chloride; In hexane; at 80 ℃; for 3h; Reagent/catalyst;

Reference yield: 92.0%

sodium 4-nitrobenzoate (3847-57-2) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → 2-((4-nitrobenzoyloxy)methyl)oxirane (13318-11-1)

Guidance literature:

With 15-crown-5; In acetonitrile; for 12h; Ambient temperature;

DOI:10.1080/00397919908086413

upstream raw materials:

oxiranyl-methanol

4-nitro-benzoyl chloride

sodium 4-nitrobenzoate

epichlorohydrin

Downstream raw materials:

glycerol mono-p-nitrobenzoate

3-cyano-1,2-propanediol 1-O-p-nitrobenzoate

3-(phenylthio)-1,2-propanediol

3-(phenylyhio)-1,2-propanediol 2-O-p-nitrobenzoate