9,10-Dihydro-9,10(3',4')-furanoanthracene-12,14-dione

Base Information

• Chemical Name: 9,10-Dihydro-9,10(3',4')-furanoanthracene-12,14-dione
• CAS No.: 1625-83-8
• Molecular Formula: C18H10O3
• Molecular Weight: 274.27
• Hs Code.: 2932190090
• NSC Number: 25351
• UNII: CGA4V4X78H
• DSSTox Substance ID: DTXSID50167379
• Nikkaji Number: J149.753G
• Wikidata: Q83036736
• Mol file: 1625-83-8.mol

Synonyms:1625-83-8;CGA4V4X78H;NSC 25351;NSC25351;UNII-CGA4V4X78H;NSC-25351;9,10-Dihydro-9,10(3',4')-furanoanthracene-12,14-dione;9,10-dihydro-9,10-ethenoanthracene-11,12-dicarboxylic anhydride;17-Oxapentacyclo[6.6.5.02,7.09,14.015,19]nonadeca-2,4,6,9,11,13,15(19)-heptaene-16,18-dione;SCHEMBL3182162;DTXSID50167379;9,10(3',4')-FURANOANTHRACENE-12,14-DIONE, 9,10-DIHYDRO-;9,10-ETHENOANTHRACENE-11,12-DICARBOXYLIC ANHYDRIDE, 9,10-DIHYDRO-;17-Oxapentacyclo[6.6.5.0~2,7~.0~9,14~.0~15,19~]nonadeca-2,4,6,9,11,13,15(19)-heptaene-16,18-dione

Chemical Property of 9,10-Dihydro-9,10(3',4')-furanoanthracene-12,14-dione

Chemical Property:

• Vapor Pressure: 1.46E-09mmHg at 25°C
• Melting Point: 247 °C
• Boiling Point: 485°C at 760 mmHg
• Flash Point: 244.9°C
• PSA: 43.37000
• Density: 1.47g/cm³
• LogP: 2.65740
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 274.062994177
• Heavy Atom Count: 21
• Complexity: 489

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C3C4=CC=CC=C4C(C2=C1)C5=C3C(=O)OC5=O

Technology Process of 9,10-Dihydro-9,10(3',4')-furanoanthracene-12,14-dione

There total 7 articles about 9,10-Dihydro-9,10(3',4')-furanoanthracene-12,14-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: 96.0%

9,10-dihydro-9,10-ethenoanthracene-11,12-dicarboxylic acid (1625-81-6) → 9,10-dihydro-9,10-etheno-11,12-anthracenedicarboxylic acid anhydride (1625-83-8)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jo702000d

Reference yield: 35.0%

9,10-dihydro-9,10-ethenoanthracene-11,12-dicarboxylic acid (1625-81-6) + acetic anhydride (108-24-7) → 9,10-dihydro-9,10-etheno-11,12-anthracenedicarboxylic acid anhydride (1625-83-8) + 9,10-dihydroanthracene-9,10-endo-α-acetoxy-α,β-succinic anhydride (80698-29-9,127862-09-3)

Guidance literature:

for 4h; Heating;

Reference yield:

Dimethyl 9,10-dihydro-9,10-ethenoanthracene-11,12-dicarboxylate (1625-82-7) → 9,10-dihydro-9,10-etheno-11,12-anthracenedicarboxylic acid anhydride (1625-83-8)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH; H₂O / methanol / 1 h / Heating

2: Ac₂O; NaOAc / 0.5 h / 80 °C

With sodium hydroxide; water; sodium acetate; acetic anhydride; In methanol;

DOI:10.3390/50200179

upstream raw materials:

9,10-dihydro-9,10-diethylanthracene-11,12-dicarboxylic acid

9,10-dihydro-9,10-ethenoanthracene-11,12-dicarboxylic acid

acetic anhydride

acetic acid

Downstream raw materials:

12-benzoyl-9,10-dihydro-9,10-etheno-anthracene-11-carboxylic acid

N-phenyl-9,10-dihydro-9,10-ethenoanthracene-11,12-dicarboximide