Naphthalin-1,8:4,5-tetracarbonsaeuredianhydrid
Naphthalenetetracarboxylic dianhydride
Grundinformationen
- CAS
81-30-1- Standard-SMILES
O=C1OC(=O)c2ccc3c4c(ccc1c24)C(=O)OC3=O- InChIKey
YTVNOVQHSGMMOV-UHFFFAOYSA-N- Summenformel
- C14H4O6
- Durchschnittliche Molmasse
- 268,18 g/mol
- Monoisotopische Masse
- 268,00078785
Überblick
structure in first source
Namen und Bezeichner
- Bevorzugter Name
- Naphthalenetetracarboxylic dianhydride
- IUPAC
- 6,13-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),2,4(16),8,10-pentaene-5,7,12,14-tetrone
- Lokaler Name
- Naphthalin-1,8:4,5-tetracarbonsaeuredianhydrid
- Englischer Name
- 1,4,5,8-Naphthalenetetracarboxylic dianhydride
- Summenformel
- C14H4O6
- Molmasse
- 268.18
Namen und Synonyme
81-30-11,4,5,8-Naphthalenetetracarboxylic dianhydrideNTCDANaphthalenetetracarboxylic dianhydride2,7-Dioxapyrene-1,3,6,8-tetroneDTXSID40525541,4,5,8-Naphthalenetetracarboxylic acid dianhydrideL56XQD1V6Y1,4,5,8-Naphthalenetetracarboxylic 1,8:4,5-dianhydrideNSC-84241DTXCID10311271,4,5,8-Naphthalenetetracarboxylic 1,8:4,5 dianhydride
Weitere Namen anzeigen
1,4,5,8-Naphthalenetetracarboxylic6,13-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),2,4(16),8,10-pentaene-5,7,12,14-tetroneS1099
NTA dianhydrideRefChem:831982201-342-5Isochromeno[6,5,4-def]isochromene-1,3,6,8-tetraoneNaphthalene-1,4,5,8-tetracarboxylic dianhydride1,4,5,8-naphthalenetetracar-boxylic dianhydrideNTDANSC 84241
Datenbank-Bezeichner
- CAS
81-30-1
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 1,9
- Polarare Oberfläche (TPSA)
- 86,7 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 6
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 20
- Formalladung
- 0
- Komplexität
- 446
Physikochemische Eigenschaften
- Schmelzpunkt
- 300 °C · >300 °C (lit.)
- Siedepunkt
- 371.34 °C · 371.34°C (rough estimate)
- Dichte
- 1.5122 · 1.5122 (rough estimate)
- Brechungsindex
- 1.523 · 1.5230 (estimate)
- storage temp.
- Inert atmosphere,Room Temperature
- Löslichkeit
- DMSO (Slightly, Heated), Methanol (Slightly)
- Aggregatzustand
- Solid
- Farbe
- Off-White to Light Beige
- BRN
- 272788 · 272788
- Stabilität
- Hygroscopic, Moisture Sensitive
- InChI
- 1S/C14H4O6/c15-11-5-1-2-6-10-8(14(18)20-12(6)16)4-3-7(9(5)10)13(17)19-11/h1-4H
- InChIKey
- YTVNOVQHSGMMOV-UHFFFAOYSA-N
- SMILES
- O=C1OC(=O)c2ccc3C(=O)OC(=O)c4ccc1c2c34
- CAS Datenbank
- 81 · 81-30-1(CAS DataBase Reference)
- NIST chemische Informationen
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
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 48 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Sicherheitsdaten
- F
- 10-21
- wgk
- 2
- tsca
- TSCA listed
- hs_code
- 29173990
- RTECS-Nr.
- QK3695000
- risk_code
- 36/37/38
- Toxizität
- LD50 oral in rat: 7400mg/kg
- hazard_code
- Xi
- safety_code
- 26-36
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2Skin Sens. 1STOT SE 3
Chemie und Industrie
Verwendung und Herstellung
General Manufacturing Information[2]Benzopyrano[6,5,4-def][2]benzopyran-1,3,6,8-tetrone: ACTIVE
Anwendungen
Beschreibung1,4,5,8-Naphthalenetetracarboxylic dianhydride (NTCDA) has a naphthalene core with four carboxylic acids at the 1, 4, 5, and 8 positions, with each adjacent carboxylic acid forming an anhydride. NTCDA is aromatic, stable, planar, and highly symmetric chemically, and also possesses favourable electrical properties. Due to the electron-deficient nature of the carboxyl group, NTCDA is known to be a strong electron acceptor molecule with an electron affinity as high as 4.0 eV. It has been demonstrated that NTCDA significantly improves the electrical conductivity of co-deposited thin films of NTCDA and a wide range of metals including indium, magnesium and aluminium. The high electron conductivity of co-deposited NTCDA/In films also strongly suggests that co-deposited NTCDA/In films are excellent electron transport layers for organic light emitting diodes and photovoltaic devices.
Verwenden1,4,5,8-Naphthalenetetracarboxylic Dianhydride is used as a reagent in the preparation of novel fluorescent markers for hypoxic cells of naphthalimides with two heterocyclic side chains for bioreductive binding.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Zugehörige Reaktionen
4
Notizen zur Verbindung
Wird geladen…