Naphtho[1,2-c]furan-1,3-dione

Base Information

• Chemical Name: Naphtho[1,2-c]furan-1,3-dione
• CAS No.: 5343-99-7
• Molecular Formula: C12H6 O3
• Molecular Weight: 198.178
• Hs Code.: 2917399090
• European Community (EC) Number: 678-294-0
• NSC Number: 521
• UNII: 0N189MC6JS
• DSSTox Substance ID: DTXSID40201599
• Nikkaji Number: J451.239A
• Wikidata: Q83074800
• Mol file: 5343-99-7.mol

Synonyms:1,2-naphthalenedicarboxylic anhydride;naphtho(1,2-c)furan-1,3-dione

Chemical Property of Naphtho[1,2-c]furan-1,3-dione

Chemical Property:

• Melting Point: 170°C
• Boiling Point: 401.9oC at 760 mmHg
• Flash Point: 203.1oC
• PSA: 43.37000
• Density: 1.449g/cm3
• LogP: 2.15040
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 198.031694049
• Heavy Atom Count: 15
• Complexity: 310

Purity/Quality:

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

1,2-Naphthalic Anhydride ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC3=C2C(=O)OC3=O

Technology Process of Naphtho[1,2-c]furan-1,3-dione

There total 5 articles about Naphtho[1,2-c]furan-1,3-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:

phenanthrene (85-01-8) → phthalic anhydride (85-44-9) + 6H-benzo[c]chromen-6-one (2005-10-9) + 1,2-naphthalenedicarboxylic anhydride (5343-99-7) + 9-fluorenone (486-25-9,952573-42-1) + biphenyl-2,2'-dicarboxylic acid anhydride (6050-13-1) + 1,4-phenanthrenequinone (569-15-3) + 9,10-dihydrophenanthrene-9,10-diol (25061-77-2) + 1-hydroxyphenanthrenequinone (57404-53-2) + 9,10-phenanthrenequinone (84-11-7) + Biphenyl-2,2'-dicarbaldehyde (1210-05-5)

Guidance literature:

phenanthrene; With water; In acetone; for 2h; Darkness;

In acetone; for 1h; Irradiation;

DOI:10.1016/j.molcata.2010.03.029

Reference yield:

phenanthrene (85-01-8) → maleic anhydride (108-31-6) + phthalic anhydride (85-44-9) + 1,2-naphthalenedicarboxylic anhydride (5343-99-7) + 1,4-phenanthrenequinone (569-15-3)

Guidance literature:

at 420 ℃;

Reference yield:

phenanthrene (85-01-8) → phthalic anhydride (85-44-9) + 6H-benzo[c]chromen-6-one (2005-10-9) + 1,2-naphthalenedicarboxylic anhydride (5343-99-7)

Guidance literature:

in der Dampfphase;

upstream raw materials:

maleic anhydride

1-bromovinylbenzene

bromostyrene

benzene

Downstream raw materials:

Dibenzoanthrachinone

dibenzo[a,h]anthracene-7,14-dione

2-(3,4,5-trimethyl-benzoyl)-[1]naphthoic acid

1-(3,4,5-trimethyl-benzoyl)-[2]naphthoic acid

Refernces

Synthesis of 10-(Hydroxymethyl)-7,12-dimethylbenzanthracene

10.1021/jo00359a058

The research involves the synthesis of various organic compounds. The first part focuses on the synthesis of a keto ester and a bicyclic keto lactam. The key chemicals used include ketene O,S-acetals, p-TsOH, methylamine, and silica gel for purification. The second part describes the synthesis of 10-(hydroxymethyl)-7,12-dimethylbenz[a]anthracene, involving a series of reactions starting from 1,2-naphthalic anhydride and chlorobenzene, with reagents such as AlCl?, NaBH?, Zn, KOH, and others playing crucial roles. The final part reports the synthesis of gem-dilithiofluorene by thermal rearrangement of 9-lithiofluorene, with n-butyllithium and fluorene as the starting materials. The research highlights the use of various solvents like THF, benzene, and ethyl acetate, and purification techniques such as chromatography and recrystallization.