NF-4,5-Dione

Base Information

• Chemical Name: NF-4,5-Dione
• CAS No.: 32358-83-1
• Molecular Formula: C12H6 O3
• Molecular Weight: 198.178
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID00186075
• Wikidata: Q83057274
• Mol file: 32358-83-1.mol

Synonyms:naphtho(1,2-b)furan-4,5-dione;NF-4,5-dione

Chemical Property of NF-4,5-Dione

Chemical Property:

• Vapor Pressure: 9.43E-06mmHg at 25°C
• Melting Point: 213-215 °C
• Boiling Point: 372.7°C at 760 mmHg
• Flash Point: 176.9°C
• PSA: 47.28000
• Density: 1.396g/cm³
• LogP: 2.21140
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 198.031694049
• Heavy Atom Count: 15
• Complexity: 345

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C3=C1C=CC(=O)C3=O)OC=C2

Technology Process of NF-4,5-Dione

There total 13 articles about NF-4,5-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: 82.0%

2-phenylsulfanyl-2,3-dihydronaphtho[1,2-b]furan-4,5-dione → naphtho[1,2-b]furan-4,5?dione (32358-83-1)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1081/SCC-120013719

Reference yield: 56.0%

naphtho[1,2-b]furan-4-ol (1198104-22-1) → naphtho[1,2-b]furan-4,5?dione (32358-83-1)

Guidance literature:

With disodium hydrogenphosphate; potassium nitrososulfonate; In methanol; at 0 - 5 ℃;

DOI:10.3762/bjoc.5.47

Reference yield: 40.0%

2-chloroethanal (107-20-0) + 2-hydroxynaphtho-1,4-quinone (83-72-7) → naphtho[1,2-b]furan-4,5?dione (32358-83-1) + naphtho[2,3-b]furan-4,9-dione (5656-82-6)

Guidance literature:

With potassium iodide; potassium hydroxide; In water; for 4h; Reflux;

DOI:10.1016/j.bmc.2009.07.054

upstream raw materials:

2-hydroxy-3-vinyl-[1,4]naphthoquinone

2-o-Tolyl-furan-3-carboxylic acid diethylamide

2-(1-hydroxy-1-methylethyl)-2,3-dihydronaphtho[1,2-b]furan-4,5-dione

2-hydroxynaphtho-1,4-quinone

Downstream raw materials:

2-(4-formylphenyl)furo[3',2':3,4]naphtho[1,2-d]imidazole

2-(4-nitrophenyl)furo[3',2':3,4]naphtho[1,2-d]imidazole

2-phenylfuro[3',2':3,4]naphtho[1,2-d]imidazole

Refernces

• 1、 Bian, Jinlei,Li, Xiang,Wang, Nan,Wu, Xingsen,You, Qidong,Zhang, Xiaojin. "Discovery of quinone-directed antitumor agents selectively bioactivated by NQO1 over CPR with improved safety profile". . p. 27 - 40. Retrieved 2017/02/23.
• 2、 Niehues, Michael,Barros, Valeria Priscila,Emery, Flavio Da Silva,Dias-Baruffi, Marcelo,Assis, Marilda Das Dores,Lopes, Norberto Peporine. "Biomimetic in vitro oxidation of lapachol: A model to predict and analyse the in vivo phase i metabolism of bioactive compounds". experimental part. p. 804 - 812. Retrieved 2012/09/10.