(4-Methylphenyl)[3-(4-nitrophenyl)oxiran-2-yl]methanone

Base Information

• Chemical Name: (4-Methylphenyl)[3-(4-nitrophenyl)oxiran-2-yl]methanone
• CAS No.: 27547-04-2
• Molecular Formula: C₁₆H₁₃NO₄
• Molecular Weight: 283.284
• DSSTox Substance ID: DTXSID90512364
• Nikkaji Number: J1.592.049A
• Mol file: 27547-04-2.mol

Synonyms:27547-04-2;(4-Methylphenyl)[3-(4-nitrophenyl)oxiran-2-yl]methanone;DTXSID90512364

Chemical Property of (4-Methylphenyl)[3-(4-nitrophenyl)oxiran-2-yl]methanone

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 283.08445790
• Heavy Atom Count: 21
• Complexity: 403

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(=O)C2C(O2)C3=CC=C(C=C3)[N+](=O)[O-]

Technology Process of (4-Methylphenyl)[3-(4-nitrophenyl)oxiran-2-yl]methanone

There total 5 articles about (4-Methylphenyl)[3-(4-nitrophenyl)oxiran-2-yl]methanone 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: 71.0%

4-nitrobenzaldehdye (555-16-8) + diphenyl-p-tolylethynyl-selenonium; trifluoro-methanesulfonate → (3-(4-nitrophenyl)oxiran-2-yl)(p-tolyl)methanone (27547-04-2,32157-68-9)

Guidance literature:

With lithium hydroxide; silver trifluoromethanesulfonate; triethylamine; In dichloromethane; acetonitrile; at 20 ℃; for 3h;

DOI:10.1016/j.tetlet.2004.08.036

Reference yield: 71.0%

4-nitrobenzaldehdye (555-16-8) + 4-(bromoacetyl)toluene (619-41-0) → (3-(4-nitrophenyl)oxiran-2-yl)(p-tolyl)methanone (27547-04-2,32157-68-9)

Guidance literature:

With 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; at 25 ℃; Inert atmosphere;

DOI:10.1002/anie.201507363

Reference yield: 70.0%

3-(4-nitrophenyl)-1-p-tolylprop-2-en-1-one (102692-40-0,102692-55-7,13736-56-6) → (3-(4-nitrophenyl)oxiran-2-yl)(p-tolyl)methanone (27547-04-2,32157-68-9)

Guidance literature:

With sodium hydroxide; dihydrogen peroxide; In 1,4-dioxane; ethanol; at 40 - 45 ℃;

DOI:10.1007/BF00503591

upstream raw materials:

(2E)-1-(4-methylphenyl)-3-(4-nitrophenyl)prop-2-en-1-one

3-(4-nitrophenyl)-1-p-tolylprop-2-en-1-one

4-nitrobenzaldehdye

4-(bromoacetyl)toluene

Downstream raw materials:

[(4S,5R)-2,2-Dimethyl-5-(4-nitro-phenyl)-[1,3]dioxolan-4-yl]-p-tolyl-methanone

[2-Chloro-1-(4-nitro-phenyl)-3-oxo-3-p-tolyl-propyl]-thiocarbamic acid S-methyl ester

3-Chloro-2-hydroxy-3-(4-nitro-phenyl)-1-p-tolyl-propan-1-one

[(4S,5S)-2-Methylsulfanyl-4-(4-nitro-phenyl)-4,5-dihydro-oxazol-5-yl]-p-tolyl-methanone