Acenaphthene-5,6-dicarboxylic anhydride

Base Information

• Chemical Name: Acenaphthene-5,6-dicarboxylic anhydride
• CAS No.: 5699-00-3
• Molecular Formula: C14H8 O3
• Molecular Weight: 224.21
• Mol file: 5699-00-3.mol

Synonyms:5,6-Acenaphthenedicarboxylicanhydride (7CI,8CI); Acenaphthalic anhydride

Chemical Property of Acenaphthene-5,6-dicarboxylic anhydride

Chemical Property:

• PSA: 43.37000
• LogP: 2.24900
• Solubility.: Chloroform

Purity/Quality:

99% ^*data from raw suppliers

6,7-Dihydroacenaphtho[5,6-cd]pyran-1,3-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 6,7-Dihydroacenaphtho[5,6-cd]pyran-1,3-dione is an intermediate in synthesizing 3,?5,?6-?Tribromo-?1,?2-?dihydroacenaphthylene (T771875), a derived from Acenaphthene (1,2-Dihydro Acenaphthylene) (D448330), which is a polycyclic aromatic hydrocarbons as carcinogenic agents.

Technology Process of Acenaphthene-5,6-dicarboxylic anhydride

There total 11 articles about Acenaphthene-5,6-dicarboxylic anhydride 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: 68.7%

N5,N5,N6,N6-tetramethyl-1,2-dihydroacenaphthylene-5,6-dicarboxamide (31458-06-7) → 1,2-dihydro-6-oxacyclopentaphenalene-5,7-dione (5699-00-3)

Guidance literature:

With hydrogenchloride; In water; Reflux;

DOI:10.1002/anie.201210085

Reference yield:

5,6-acenaphthenedicarboxylic acid (5698-99-7) → 1,2-dihydro-6-oxacyclopentaphenalene-5,7-dione (5699-00-3)

Guidance literature:

In acetic acid; Heating;

DOI:10.1246/bcsj.54.3020

Reference yield:

1,2-diketopyracene (5254-01-3) → 1,2-dihydro-6-oxacyclopentaphenalene-5,7-dione (5699-00-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / ethanol / 24 h / Heating

2: 60 percent / 0.1 N aq. sodium hydroxide / CH₂Cl₂ / 5 h / Ambient temperature

3: 18.33 h / Irradiation

With sodium hydroxide; In ethanol; dichloromethane;

DOI:10.1021/ja00311a063

upstream raw materials:

5,6-acenaphthenedicarboxylic acid

2-diazo-5,6-dihydrocyclopentacenaphthylen-1-one

1,2-diketopyracene

5,6-dihydrocyclopentacenaphthylene-1,2-dione mono-p-toluenesulfonylhydrazone

Downstream raw materials:

dimethyl acenaphthylene-4,5-dicarboxylate

5,6-bis(bromomethyl)acenaphthene

Acenaphthen-5,6-dicarbonsaeure-N-amino-imid

Acenaphthen-5,6-dicarbonsaeure-N-(p-nitro-phenyl)-imid

Refernces

• 1、 -. "ACENAPHTHYLENE IMIDE-DERIVED SEMICONDUCTORS". Page/Page column 40. . Retrieved 2014/03/25.
• 2、 Herrera, Helena,De Echegaray, Paula,Urdanpilleta, Marta,Mancheno, Maria J.,Mena-Osteritz, Elena,Baeuerle, Peter,Segura, Jose L.. "Linear and star-shaped naphthalimide-fused pyrazinacenes". supporting information. p. 713 - 715. Retrieved 2013/02/25.