Acenaphthenequinone

Base Information

• Chemical Name: Acenaphthenequinone
• CAS No.: 82-86-0
• Deprecated CAS: 131213-20-2
• Molecular Formula: C12H6O2
• Molecular Weight: 182.178
• Hs Code.: 29146990
• European Community (EC) Number: 201-441-3
• NSC Number: 7656
• UNII: 3950D6UEIQ
• DSSTox Substance ID: DTXSID7049429
• Nikkaji Number: J192.605E
• Wikipedia: Acenaphthoquinone
• Wikidata: Q2739953
• Pharos Ligand ID: GBWDM163TVSL
• Metabolomics Workbench ID: 49833
• ChEMBL ID: CHEMBL395653
• Mol file: 82-86-0.mol

Synonyms:acenaphthenequinone

Chemical Property of Acenaphthenequinone

Chemical Property:

• Appearance/Colour: yellow crystals
• Melting Point: 249-252 °C (dec.)(lit.)
• Refractive Index: 1.655
• Boiling Point: 362.5 °C at 760 mmHg
• Flash Point: 150.2 °C
• PSA: 34.14000
• Density: 1.424 g/cm³
• LogP: 2.21880
• Storage Temp.: Refrigerator
• Solubility.: Chloroform
• Water Solubility.: INSOLUBLE
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 182.036779430
• Heavy Atom Count: 14
• Complexity: 267

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,2-Acenaphthylenedione ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Pesticides -> Fungicides
• Canonical SMILES: C1=CC2=C3C(=C1)C(=O)C(=O)C3=CC=C2
• Uses: Acenaphthenequinone is used in the preparation of acetylcholinesterase inhibitory agents. It is also used in the preparation of turn-on sensors for cysteine/homocysteine and its application in bioimaging. Further, it is used as an intermediate in manufacturing of dyes and pharmaceuticals. In addition to this, it is used in chemical research as a drug and therapeutic agent.

Technology Process of Acenaphthenequinone

There total 52 articles about Acenaphthenequinone 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: 50.0%

acenaphthene (83-32-9) → 1,8-Naphthalic anhydride (81-84-5) + acenaphthene quinone (82-86-0)

Guidance literature:

With copper(II) acetate dihydrate; manganese(II) acetate dihydrate; oxygen; acetic acid; potassium bromide; at 65 ℃; Temperature; Concentration;

DOI:10.1021/op0100448

Reference yield: 46.0%

2-diazoacenaphthen-1-one (2008-77-7) → 1,8-Naphthalic anhydride (81-84-5) + acenaphthene quinone (82-86-0)

Guidance literature:

With oxygen; 5,15,10,20-tetraphenylporphyrin; In dichloromethane; for 1h; Irradiation;

DOI:10.1016/S0040-4039(01)85472-1

Reference yield:

acenaphthene (83-32-9) → [1,1']biacenaphthylenylidene-2,2'-dione (13286-14-1) + 1,8-naphthalaldehydic acid (5811-87-0) + acenaphthylene (208-96-8,25036-01-5) + acenaphthene quinone (82-86-0)

Guidance literature:

at 310 - 330 ℃; beim Leiten ueber eine vanadinhaltige Kontaktmasse;

upstream raw materials:

acenaphthenequinone monoxime

phenalene-1,2,3-trione

2,2-dihydroxy-phenalene-1,3-dione

2-(4-dimethylamino-phenylimino)-acenaphthen-1-one

Downstream raw materials:

2-(2-oxo-acenaphthen-1-ylidene)-benzo[b]thiophen-3-one

2,2-bis(4-dimethylaminophenyl)acenaphthen-1-one

2-(2-oxo-2H-acenaphthylen-1-ylidene)malononitrile

2-phenoxy-4,5-acenaphthene-2-oxo-p-1,3,2-dioxaphosphole

Refernces

• 1、 Liu, Yulong,Hua, Xiufu. "Degradation of acenaphthylene and anthracene by chemically modified laccase from Trametes versicolor". . p. 31120 - 31122. Retrieved 2014/08/05.
• 2、 Topf, Christoph,Monkowius, Uwe,Kn?r, Günther. "Design, synthesis and characterization of a modular bridging ligand platform for bio-inspired hydrogen production". scheme or table. p. 147 - 150. Retrieved 2012/08/27.