3-(4-Nitrophenyl)oxolane-2,5-dione

Base Information

• Chemical Name: 3-(4-Nitrophenyl)oxolane-2,5-dione
• CAS No.: 39243-36-2
• Molecular Formula: C10H7NO5
• Molecular Weight: 221.169
• DSSTox Substance ID: DTXSID90495880
• Nikkaji Number: J3.084.017H
• Mol file: 39243-36-2.mol

Synonyms:3-(4-Nitrophenyl)oxolane-2,5-dione;39243-36-2;SCHEMBL8365229;DTXSID90495880;EN300-1837550

Chemical Property of 3-(4-Nitrophenyl)oxolane-2,5-dione

Chemical Property:

• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 221.03242232
• Heavy Atom Count: 16
• Complexity: 327

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(=O)OC1=O)C2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of 3-(4-Nitrophenyl)oxolane-2,5-dione

There total 4 articles about 3-(4-Nitrophenyl)oxolane-2,5-dione 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-Nitrophenylsuccinic acid (21021-53-4) → dihydro-3-(4-nitrophenyl)furan-2.5-dione (39243-36-2)

Guidance literature:

With acetyl chloride; for 16h; Reflux; Inert atmosphere;

DOI:10.1039/c2cc32147e

Reference yield: 7.0%

(4-Nitrophenyl)acetylene (937-31-5) + carbon dioxide (124-38-9,18923-20-1) → dihydro-3-(4-nitrophenyl)furan-2.5-dione (39243-36-2) + tetrahydro-4-(4-nitrophenyl)-2,5-dioxofuran-3-carboxylic acid (1314078-21-1)

Guidance literature:

(4-Nitrophenyl)acetylene; carbon dioxide; With aluminium hydride; copper(l) iodide; tetrabutylammomium bromide; nickel; In N,N-dimethyl-formamide; at 20 ℃; under 30003 Torr; Electrochemical reaction;

With hydrogenchloride; water; In N,N-dimethyl-formamide; for 3h;

DOI:10.1002/cjoc.201090285

Reference yield:

2-phenylsuccinic acid (635-51-8,10424-29-0) → dihydro-3-(4-nitrophenyl)furan-2.5-dione (39243-36-2)

Guidance literature:

Multi-step reaction with 2 steps

1: nitric acid / 2 h / 0 - 20 °C

2: acetyl chloride / 16 h / Reflux; Inert atmosphere

With nitric acid; acetyl chloride;

DOI:10.1039/c2cc32147e

upstream raw materials:

4-Nitrophenylsuccinic acid

(4-Nitrophenyl)acetylene

carbon dioxide

2-phenylsuccinic acid