ChemicalBook--->CAS DataBase List--->81-30-1

81-30-1

81-30-1 Structure

81-30-1 Structure
IdentificationMore
[Name]

1,4,5,8-Naphthalenetetracarboxylic dianhydride
[CAS]

81-30-1
[Synonyms]

1,4,5,8-NAPHTHALENETETRACARBOXYLIC DIANHYDRIDE
ISOCHROMENO[6,5,4-DEF]ISOCHROMENE-1,3,6,8-TETRAONE
NAPHTHALENE-1,4,5,8-TETRACARBOXYLIC ACID DIANHYDRIDE
NAPHTHALENE-1,4,5,8-TETRACARBOXYLIC DIANHYDRIDE
(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
1,4,5,8-naphthalenetetracarboxylicacid,1,8:4,5-dianhydride
1,8:4,5-Naphthalenetetracarboxylic dianhydride
2,7-Dioxapyrene-1,3,6,8-tetrone
Isochromeno[6,5,4-def]isochromene-1,3,6,8-tetrone
Naphthalenetetracarboxylic dianhydride
naphthalenetetracarboxylicdianhydride
nsc84241
ntcda
naphthalene-1,8:4,5-tetracarboxylic dianhydride
NAPHTHALENE-1,4,5,8-TETRACARBOXYLIC ACID DIANHYDRIDE 97%
[EINECS(EC#)]

201-342-5
[Molecular Formula]

C14H4O6
[MDL Number]

MFCD00006915
[Molecular Weight]

268.18
[MOL File]

81-30-1.mol
Questions And AnswerBack Directory
[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.
Chemical PropertiesBack Directory
[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
[semiconductor properties]

N-type (mobility=0.003cm2/V·s)
[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]

81-30-1(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264-P271-P280-P302+P352-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[WGK Germany ]

2
[RTECS ]

QK3695000
[F ]

10-21
[TSCA ]

Yes
[HS Code ]

29173990
[Toxicity]

LD50 oral in rat: 7400mg/kg
Hazard InformationBack Directory
[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
[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.
[Synthesis]

1,4,5,8-Naphthalenetetracarboxylic acid 1,8-monoanhydride

52671-72-4

1,4,5,8-Naphthalenetetracarboxylic acid

128-97-2

1,4,5,8-Naphthalenetetracarboxylic dianhydride

81-30-1

General procedure: 100.0 g of a mixture consisting of 1,4,5,8-naphthalenetetracarboxylic acid and 1,4,5,8-naphthalenetetracarboxylic acid monoanhydride (mass ratio 86:14) was added to a 1000 mL three-necked flask with 200 mL of N,N-dimethylacetamide and 400 mL of toluene as solvent. The mixture was heated to 111 °C under nitrogen protection and the reaction was stirred at this temperature for 2 hours. After completion of the reaction, the reaction solution was cooled to 10 °C and stirring was continued for 1 hour. Subsequently, the precipitate was collected by filtration to afford 73 g of 1,4,5,8-naphthalenetetracarboxylic dianhydride.

[References]

[1] Patent: US2016/376285, 2016, A1. Location in patent: Paragraph 0113
Spectrum DetailBack Directory
[Spectrum Detail]

1,4,5,8-Naphthalenetetracarboxylic dianhydride(81-30-1)MS
1,4,5,8-Naphthalenetetracarboxylic dianhydride(81-30-1)1HNMR
1,4,5,8-Naphthalenetetracarboxylic dianhydride(81-30-1)IR1
1,4,5,8-Naphthalenetetracarboxylic dianhydride(81-30-1)IR2
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

Naphthalene-1,4,5,8-tetracarboxylic acid dianhydride, 97%(81-30-1)
[Sigma Aldrich]

81-30-1(sigmaaldrich)
[TCI AMERICA]

Naphthalene-1,4,5,8-tetracarboxylic Dianhydride,>93.0%(LC)(81-30-1)
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