2-(2-Nitrophenyl)-3-phenyloxirane

Base Information

• Chemical Name: 2-(2-Nitrophenyl)-3-phenyloxirane
• CAS No.: 53774-34-8
• Molecular Formula: C₁₄H₁₁NO₃
• Molecular Weight: 241.246
• DSSTox Substance ID: DTXSID301299948
• Nikkaji Number: J3.540.334E
• Mol file: 53774-34-8.mol

Synonyms:2-(2-nitrophenyl)-3-phenyloxirane

Chemical Property of 2-(2-Nitrophenyl)-3-phenyloxirane

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 241.07389321
• Heavy Atom Count: 18
• Complexity: 309

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2C(O2)C3=CC=CC=C3[N+](=O)[O-]

Technology Process of 2-(2-Nitrophenyl)-3-phenyloxirane

There total 10 articles about 2-(2-Nitrophenyl)-3-phenyloxirane 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: 92.0%

benzaldehyde (100-52-7) + o-nitrobenzyldimethylsulfonium bromide (99366-72-0) → (2S,3S)-2-(2-nitrophenyl)-3-phenyloxirane (31356-08-8,31448-69-8,53774-34-8,83915-70-2)

Guidance literature:

With sodium hydroxide; In dichloromethane; for 2h; Ambient temperature;

Reference yield: 65.0%

benzyl phenyl sulfoxide (7417-81-4,20246-02-0,73610-10-3,210539-77-8,833-82-9) + 2-nitro-benzaldehyde (552-89-6) → 2-(2-nitrophenyl)-3-phenyloxirane (53774-34-8)

Guidance literature:

With 18-crown-6 ether; 2-(trimethylsilyl)phenyl trifluoromethanesulfonate; cesium fluoride; In acetonitrile; at 50 ℃; for 0.5h; Schlenk technique;

DOI:10.1021/acs.joc.6b00760

Reference yield: 60.0%

(E)-2-nitrostilbene (4264-29-3) → 2-(2-nitrophenyl)-3-phenyloxirane (53774-34-8)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 40 ℃; Inert atmosphere;

DOI:10.1002/anie.202104319

upstream raw materials:

2-nitrobenzyl chloride

benzaldehyde

benzyl phenyl sulfoxide

2-nitro-benzaldehyde

Downstream raw materials:

1-(2-nitrophenyl)-2-phenylethanol

1-(2-nitrophenyl)-2-phenylethane-1,2-dione

3-hydroxy-3-phenyl-1,3-dihydro-indol-2-one