8-Nitro-4-chromanone

Base Information

• Chemical Name: 8-Nitro-4-chromanone
• CAS No.: 90322-49-9
• Molecular Formula: C₉H₇NO₄
• Molecular Weight: 193.159
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID90595551
• Wikidata: Q82490574
• Mol file: 90322-49-9.mol

Synonyms:8-NITRO-4-CHROMANONE;90322-49-9;8-Nitrochroman-4-one;8-nitro-2,3-dihydrochromen-4-one;8-nitro-2,3-dihydro-4H-chromen-4-one;8-nitro-3,4-dihydro-2H-1-benzopyran-4-one;SCHEMBL2247062;DTXSID90595551;MXMKEUBEHSMVOG-UHFFFAOYSA-N;AKOS006332049;AS-78264;DB-264205;8-Nitro-2,3-dihydro-4H-1-benzopyran-4-one;D93583;8-NITRO-2,3-DIHYDRO-1-BENZOPYRAN-4-ONE;A843507;A1-05746

Chemical Property of 8-Nitro-4-chromanone

Chemical Property:

• Vapor Pressure: 1.24E-05mmHg at 25°C
• Boiling Point: 368.8°C at 760 mmHg
• Flash Point: 191.2°C
• PSA: 72.12000
• Density: 1.424g/cm³
• LogP: 2.08320
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 193.03750770
• Heavy Atom Count: 14
• Complexity: 260

Purity/Quality:

98.5% ^*data from raw suppliers

8-Nitro-4-chromanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC2=C(C1=O)C=CC=C2[N+](=O)[O-]

Technology Process of 8-Nitro-4-chromanone

There total 3 articles about 8-Nitro-4-chromanone 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: 81.0%

2,3-dihydro-4H-1-benzopyran-4-one (491-37-2) → 6-nitrochroman-4-one (68043-53-8) + 8-nitro-2,3-dihydro-4H-chromen-4-one (90322-49-9)

Guidance literature:

With sulfuric acid; potassium nitrate; at 0 ℃; for 2h;

DOI:10.1021/jm800967h

Reference yield:

3-(o-nitrophenoxy)propionic acid (6336-59-0) → 8-nitro-2,3-dihydro-4H-chromen-4-one (90322-49-9)

Guidance literature:

With phosphorus pentoxide; benzene;

Reference yield:

2-hydroxynitrobenzene (88-75-5,78813-12-4) → 8-nitro-2,3-dihydro-4H-chromen-4-one (90322-49-9)

Guidance literature:

Multi-step reaction with 2 steps

1: aqueous KOH

2: phosphorus (V)-oxide; benzene

With potassium hydroxide; phosphorus pentoxide; benzene;

upstream raw materials:

3-(o-nitrophenoxy)propionic acid

2-hydroxynitrobenzene

2,3-dihydro-4H-1-benzopyran-4-one

Refernces

• 1、 -. "ROR-GAMMA MODULATORS AND USES THEREOF". Page/Page column 48. . Retrieved 2016/01/21.
• 2、 -. "TRICYCLIC 1,2,4-TRIAZINE OXIDES AND COMPOSITIONS THEREFROM FOR THERAPEUTIC USE IN CANCER TREATMENTS". Page/Page column 148. . Retrieved 2008/06/13.