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| CAS No.: | 716-39-2 |
|---|---|
| Name: | Naphtho[2,3-c]furan-1,3-dione |
| Article Data: | 28 |
| Cas Database | |
| Molecular Structure: | |
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| Formula: | C12H6 O3 |
| Molecular Weight: | 198.178 |
| Synonyms: | 2,3-Naphthalenedicarboxylicanhydride (7CI,8CI); 1,3-bb-Isonaphthofurandione; 2,3-Naphthalenedicarboxylic acid anhydride;2,3-Naphthalic anhydride |
| EINECS: | N/A |
| Density: | 1.449g/cm3 |
| Melting Point: | 246 °C |
| Boiling Point: | 401.9°C at 760 mmHg |
| Flash Point: | 203.1°C |
| Solubility: | N/A |
| Appearance: | N/A |
| Hazard Symbols: | N/A |
| Risk Codes: | N/A |
| Safety: | |
| Transport Information: | N/A |
| PSA: | 43.37000 |
| LogP: | 2.15040 |
| Conditions | Yield |
|---|---|
| at 250 - 260℃; for 0.5h; | 97% |
| With acetic anhydride for 1.25h; Heating; | 97% |
| With acetic anhydride for 0.333333h; Heating; | 95% |
C12H8O4
2,3-Naphthalenedicarboxylic anhydride
| Conditions | Yield |
|---|---|
| With sulfuric acid at 50℃; for 7h; Temperature; Reagent/catalyst; | 95% |
| With sulfuric acid; acetic anhydride 1.) 15 min, 2.) reflux; Yield given. Multistep reaction; |
maleic anhydride
1,2-bis(dibromomethyl)benzene
2,3-Naphthalenedicarboxylic anhydride
| Conditions | Yield |
|---|---|
| With sodium iodide In N,N-dimethyl-formamide at 65℃; for 16h; | 87.6% |
| With sodium iodide In N,N-dimethyl-formamide at 70℃; for 4.5h; Diels-Alder Cycloaddition; | 50% |
C12H8O4
A
2,3-Naphthalenedicarboxylic anhydride
B
1,2,3,4-tetrahydronaphthalene-2,3-dicarboxylic acid anhydride
| Conditions | Yield |
|---|---|
| With trimethylsilyl iodide In acetonitrile for 70h; Heating; | A 70% B n/a |
| Conditions | Yield |
|---|---|
| With tert.-butylhydroperoxide; tetrabutyl phosphonium bromide In water; chlorobenzene at 80℃; for 3.5h; Sealed tube; | 65% |
maleic anhydride
o-phthalic dicarboxaldehyde
2,3-Naphthalenedicarboxylic anhydride
| Conditions | Yield |
|---|---|
| With triethylsilane; scandium tris(trifluoromethanesulfonate) In toluene at 135℃; for 24h; Inert atmosphere; | 40% |
benz[a]anthracene
A
2,3-Naphthalenedicarboxylic anhydride
B
7,12-Dihydrobenz[a]anthracene
C
2-(2'-formyl)phenyl-3-naphthaldehyde
| Conditions | Yield |
|---|---|
| With vanillin In benzene at 16℃; for 5h; Decomposition; Irradiation; Further byproducts given. Title compound not separated from byproducts; |
naphthalene-2,3-dicarboxylic acid
phosphorus pentachloride
2,3-Naphthalenedicarboxylic anhydride
1,3-dihydro-1-ethoxyisobenzofuran
2,3-Naphthalenedicarboxylic anhydride
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 98 percent / acetic anhydride / chlorobenzene / 24 h / Heating 2: 1.) conc. H2SO4, 2.) acetic anhydride / 1.) 15 min, 2.) reflux View Scheme | |
| Multi-step reaction with 2 steps 1: 98 percent / acetic anhydride / chlorobenzene / 24 h / Heating 2: 70 percent / Me3SiI / acetonitrile / 70 h / Heating View Scheme |
