2-(4-Nitrophenyl)oxirane

Base Information

• Chemical Name: 2-(4-Nitrophenyl)oxirane
• CAS No.: 6388-74-5
• Molecular Formula: C8H7 N O3
• Molecular Weight: 165.148
• European Community (EC) Number: 228-998-5,625-691-1
• NSC Number: 72312
• DSSTox Substance ID: DTXSID101313114
• Nikkaji Number: J207.002B
• Mol file: 6388-74-5.mol

Synonyms:4-nitrostyrene oxide;p-nitrostyrene 7,8-oxide;para-nitrostyrene oxide

Chemical Property of 2-(4-Nitrophenyl)oxirane

Chemical Property:

• Vapor Pressure: 0.00175mmHg at 25°C
• Boiling Point: 302.7°C at 760 mmHg
• Flash Point: 158°C
• PSA: 58.35000
• Density: 1.372g/cm³
• LogP: 2.18930
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 165.042593085
• Heavy Atom Count: 12
• Complexity: 181

Purity/Quality:

NLT 98% ^*data from raw suppliers

2-(4-Nitrophenyl)oxirane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-(4-Nitrophenyl)oxirane

There total 78 articles about 2-(4-Nitrophenyl)oxirane 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: 99.0%

4-nitrostyrene (100-13-0) → p-Nitrophenyloxirane (6388-74-5,38201-14-8,71884-55-4)

Guidance literature:

4-nitrostyrene; With tris(μ-oxo)di[(1,4,7-trimethyl-1,4,7-triazanonane)manganese(IV)] hexafluorophosphate; scandium tris(trifluoromethanesulfonate); In acetonitrile; at 20 ℃; for 0.166667h; Sealed tube;

With dihydrogen peroxide; In water; acetonitrile; for 0.05h; Sealed tube;

DOI:10.1039/c7cc09698d

Reference yield: 98.9%

4-nitrobenzaldehdye (555-16-8) + dimethyl sulfate (77-78-1) → p-Nitrophenyloxirane (6388-74-5,38201-14-8,71884-55-4)

Guidance literature:

dimethyl sulfate; With p-propoxybenzyl sulfide; at 90 ℃; for 2h;

4-nitrobenzaldehdye; With potassium hydroxide; In dimethyl sulfoxide; at 50 ℃; for 4h;

Reference yield: 97.0%

(carboxymethyl)methylphenylsulfonium trifluoromethanesulfonate + 4-nitrobenzaldehdye (555-16-8) → p-Nitrophenyloxirane (6388-74-5,38201-14-8,71884-55-4)

Guidance literature:

With caesium carbonate; In tetrahydrofuran; at 80 ℃; for 12h;

DOI:10.1016/j.tet.2008.10.019

upstream raw materials:

diazomethane

4-nitrobenzaldehdye

4-vinylbenzyl chloride

4-nitrostyrene

Downstream raw materials:

N-(β-hydroxy-4-nitro-phenethyl)-succinimide

nifenalol

(+)-Nifenalol

(-)-Nifenalol

Refernces

• 1、 Malunavar, Shruti S.,Sutar, Suraj M.,Prabhala, Pavankumar,Savanur, Hemantkumar M.,Kalkhambkar, Rajesh G.,Aridoss, Gopalakrishnan,Laali, Kenneth K.. "Facile synthesis of libraries of functionalized cyclopropanes and oxiranes using ionic liquids – A new approach to the classical Corey-Chaykovsky reaction". supporting information. . Retrieved 2021/09/13.
• 2、 Chang, Xiao-Yong,Che, Chi-Ming,Shing, Ka-Pan,Wan, Qingyun. "The first crystallographically characterised ruthenium(vi) alkylimido porphyrin competent for aerobic epoxidation and hydrogen atom abstraction". supporting information. p. 4428 - 4431. Retrieved 2020/05/05.