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ChemicalBook >  Product Catalog >  Chemical Reagents >  Organic reagents >  Bicyclic compound >  1,4,5,8-Naphthalenetetracarboxylic dianhydride

1,4,5,8-Naphthalenetetracarboxylic dianhydride

Basic information Uses Safety Supplier Related

1,4,5,8-Naphthalenetetracarboxylic dianhydride Basic information

Product Name:
1,4,5,8-Naphthalenetetracarboxylic dianhydride
Synonyms:
  • (2)benzopyrano(6,5,4-def)(2)benzopyran-1,3,6,8-tetrone
  • [2]Benzopyrano[6,5,4-def][2]benzopyran-1,3,6,8-tetrone
  • 1,4,5,8-Naphthalenetetracarboxylic 1,8:4,5-dianhydride
  • 1,4,5,8-Naphthalenetetracarboxylic acid anhydride
  • 1,4,5,8-Naphthalenetetracarboxylic acid dianhydride
  • 1,4,5,8-Naphthalenetetracarboxylic acid, 1,8:4,5-dianhydride
  • Aids125787
  • Aids-125787
CAS:
81-30-1
MF:
C14H4O6
MW:
268.18
EINECS:
201-342-5
Product Categories:
  • Highly Purified Reagents
  • Other Categories
  • Intermediates of Dyes and Pigments
  • Naphthalene derivatives
  • Acid Anhydrides, etc. (Reagents for Conducting Polymer Research)
  • Refined Products by Sublimation
  • Aromatic Tetracarboxylic Dianhydrides (for High-Performance Polymer Research)
  • Functional Materials
  • Reagent for High-Performance Polymer Research
  • Reagents for Conducting Polymer Research
Mol File:
81-30-1.mol
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1,4,5,8-Naphthalenetetracarboxylic dianhydride Chemical Properties

Melting point:
>300 °C (lit.)
Boiling point:
371.34°C (rough estimate)
Density 
1.5122 (rough estimate)
refractive index 
1.5230 (estimate)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
DMSO (Slightly, Heated), Methanol (Slightly)
form 
Solid
color 
Off-White to Light Beige
Sensitive 
Moisture Sensitive
BRN 
272788
Stability:
Hygroscopic, Moisture Sensitive
InChIKey
YTVNOVQHSGMMOV-UHFFFAOYSA-N
CAS DataBase Reference
81-30-1(CAS DataBase Reference)
NIST Chemistry Reference
1,4,5,8-Naphthalenetetracarboxylic dianhydride(81-30-1)
EPA Substance Registry System
[2]Benzopyrano[6,5,4-def][2]benzopyran-1,3,6,8-tetrone (81-30-1)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
2
RTECS 
QK3695000
10-21
TSCA 
Yes
HS Code 
29173990
Toxicity
LD50 oral in rat: 7400mg/kg

MSDS

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1,4,5,8-Naphthalenetetracarboxylic dianhydride Usage And Synthesis

Uses

1,4,5,8-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.

Description

1,4,5,8-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.

Chemical Properties

Light brown solid

Uses

1,4,5,8-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.

Uses

NTCDA can be used in the fabrication of a variety of devices such as fuel cells, thin film transistors (OTFTs), lithium ion batteries, and organic photovoltaics (OPV).

General Description

1,4,5,8-Naphthalenetetracarboxylic dianhydride (NTCDA) is a tetrafunctional monomer that can be used as an electron transporting material in organic electronics.

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