Nitrogenistein

Base Information

• Chemical Name: Nitrogenistein
• CAS No.: 39679-60-2
• Molecular Formula: C15H9NO5
• Molecular Weight: 283.24
• ChEMBL ID: CHEMBL168090
• DSSTox Substance ID: DTXSID20407890
• Nikkaji Number: J374.384E
• Wikidata: Q82213234
• Mol file: 39679-60-2.mol

Synonyms:Nitrogenistein;39679-60-2;6-hydroxy-2-(4-nitrophenyl)chromen-4-one;CHEMBL168090;DTXSID20407890;BDBM50011442;AKOS030254254;FT-0672789;6-Hydroxy-2-(4-nitro-phenyl)-chromen-4-one;6-hydroxy-2-(4-nitrophenyl)-4H-chromen-4-one

Chemical Property of Nitrogenistein

Chemical Property:

• Vapor Pressure: 6.98E-12mmHg at 25°C
• Melting Point: 320-325oC
• Boiling Point: 530.8oC at 760 mmHg
• Flash Point: 274.8oC
• PSA: 96.26000
• Density: 1.494g/cm3
• LogP: 3.59700
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 283.04807239
• Heavy Atom Count: 21
• Complexity: 461

Purity/Quality:

95% ^*data from raw suppliers

Nitrogenistein ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C=CC(=C3)O)[N+](=O)[O-]
• Uses: Nitrogenistein (cas# 39679-60-2) is a compound useful in organic synthesis.

Technology Process of Nitrogenistein

There total 8 articles about Nitrogenistein 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: 58.0%

6-methoxy-3-(methoxycarbonyl)-2-(4-nitrophenyl)-4H-benzopyran-4-one (132018-13-4) → 6-hydroxy-4'-nitroflavone (39679-60-2)

Guidance literature:

With pyridine hydrochloride; In quinoline; at 180 - 185 ℃; for 6h;

DOI:10.1021/jm00106a047

Reference yield:

1-(2,5-Dihydroxy-phenyl)-3-(4-nitro-phenyl)-propane-1,3-dione (131944-46-2) → 6-hydroxy-4'-nitroflavone (39679-60-2)

Guidance literature:

With sulfuric acid; In acetic acid; at 95 - 100 ℃; Yield given;

DOI:10.1016/S0040-4039(00)97100-4

Reference yield:

4-nitro-benzoyl chloride (122-04-3) → 6-hydroxy-4'-nitroflavone (39679-60-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Mg, CCl₄ / 1.) ethanol, 50 to 55 deg C, 5 to 6 h, 2.) benzene, reflux, 8 h

2: 58 percent / pyridine hydrochloride / quinoline / 6 h / 180 - 185 °C

With tetrachloromethane; pyridine hydrochloride; magnesium; In quinoline;

DOI:10.1021/jm00106a047

upstream raw materials:

1-(2,5-Dihydroxy-phenyl)-3-(4-nitro-phenyl)-propane-1,3-dione

6-methoxy-3-(methoxycarbonyl)-2-(4-nitrophenyl)-4H-benzopyran-4-one

4-nitro-benzoyl chloride

2,5-Dihydroxyacetophenone

Downstream raw materials:

6-hydroxy-4',5,7-trinitroflavone

6-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)-4'-nitroflavone

6-(2-(2-hydroxyethoxy)ethoxy)-4'-nitroflavone

4'-Amino-6-hydroxyflavone