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

Naphtho(2,3-c)furan-1,3-dione

HCID 69743CAS 716-39-2

Grundinformationen

Standard-SMILES
O=C1OC(=O)c2cc3ccccc3cc21
InChIKey
IZJDCINIYIMFGX-UHFFFAOYSA-N
Summenformel
C12H6O3
Durchschnittliche Molmasse
198,17 g/mol
Monoisotopische Masse
198,03169405

Namen und Bezeichner

Bevorzugter Name
Naphtho(2,3-c)furan-1,3-dione
IUPAC
benzo[f][2]benzofuran-1,3-dione
Lokaler Name
Naphtho[2,3-c]furan-1,3-dion
Englischer Name
2,3-Naphthalenedicarboxylic Anhydride
Summenformel
C12H6O3
Molmasse
198.17

Namen und Synonyme

naphtho[2,3-c]furan-1,3-dione716-39-22,3-Naphthalenedicarboxylic AnhydrideEINECS 211-936-6Naphtho(2,3-c)furan-1,3-dioneDTXSID9061049RefChem:832032DTXCID6047078211-936-62,3-naphthalic anhydrideMFCD00059091benzo[f][2]benzofuran-1,3-dione
Weitere Namen anzeigen
EA2532,3-NAPHTHALI2,3-Napthalenedicarboxycanhydridebenzo[f]isobenzofuran-1,3-quinone2,3-NaphthalenedicarboxylicAnhydride>1,3-Dihydronaphtho[2,3-c]furan-1,3-dione
naphthalene-2,3-dicarboxylic anhydridebenzo[f]isobenzofuran-1,3-dione1H,3H-naphtho[2,3-c]furan-1,3-dioneAYA8A7JT6PSCHEMBL103SCHEMBL30083328AAA716392,3-napthalenedicarboxylic anhydride

Datenbank-Bezeichner

CAS
716-39-2
PubChem CID
69743
DTXSID
DTXSID9061049
UNII
AYA8A7JT6P
EC Number
211-936-6
Nikkaji
J193.086I

Eigenschaften

Berechnete Struktureigenschaften

XLogP
2,5
Polarare Oberfläche (TPSA)
43,4 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
0
Schwere Atome
15

Physikochemische Eigenschaften

Schmelzpunkt
246 °C · 246 °C
Siedepunkt
275 · 275-280 °C(Press: 100 Torr)
Dichte
1.449 · 1.449±0.06 g/cm3(Predicted)
storage temp.
2 · under inert gas (nitrogen or Argon) at 2-8°C
Löslichkeit
Chloroform (Slightly), Ethyl Acetate (Slightly)
Aggregatzustand
Solid

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Sicherheitsdaten

tsca
TSCA listed
hs_code
2917.39.7000
safety_code
22-24/25

Chemie und Industrie

Verwendung und Herstellung

General Manufacturing InformationNaphtho[2,3-c]furan-1,3-dione: INACTIVE
Anwendungen · 2 Einträge

BeschreibungA few years ago, the product was still synthesized from the corresponding diacid, but in recent years, it has been difficult to find the shadow of the diacid in the market, and the sales of this product have been repeatedly restricted, resulting in high prices.

Verwenden2,3-Naphthalic anhydride is used as a reagent to synthesize analogues of Thalidomide (T338850), an inhibitor of tumour necrosis factor that was once abandoned because it caused birth defects, but is currently used as an inhibitor of angiogenesis in patients with multiple myeloma.

Darstellung · 1 Eintrag

synthetischeAdd anhydrous tetrahydrofuran (its mass ratio to maleic anhydride is 1.5:1), cat-1 (0.05 mole), maleic anhydride (1 mole), and o-phthalaldehyde (1.5 mole) to the reactor. After adding triethylamine (5 moles), adjust the temperature below -40°C. Silicon tetrachloride (4 moles) was added dropwise to the reaction system and the reaction was placed at -40 °C for 4 h. The mixture was heated to reflux for 20 h. After the end of the reaction, concentrating the solution to a certain concentration with diatomaceous earth filtration. A light yellow solid, namely 2,3-Naphthalenedicarboxylic Anhydride, is obtained by precipitation, filtration, recrystallization and drying. Its yield reaches 88%.

Anbieter50 Anbieter

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