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Key Documents

N1607

Sigma-Aldrich

1,8-Naphthalic anhydride

Synonym(s):

Naphtho[1,8,8a-c,d]pyran-1,3-dione

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About This Item

Empirical Formula (Hill Notation):
C12H6O3
CAS Number:
Molecular Weight:
198.17
Beilstein:
153190
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

form

powder

Quality Level

mp

267-269 °C (lit.)

SMILES string

O=C1OC(=O)c2cccc3cccc1c23

InChI

1S/C12H6O3/c13-11-8-5-1-3-7-4-2-6-9(10(7)8)12(14)15-11/h1-6H

InChI key

GRSMWKLPSNHDHA-UHFFFAOYSA-N

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Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

521.6 °F

Flash Point(C)

272 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Stacey Sova et al.
Photochemistry and photobiology, 95(5), 1169-1178 (2019-04-18)
The ground- and excited-state interactions of β-alanine, tyrosine and l-dopa substituted 1,8 naphthalimides (NI-Ala, NI-Tyr and NI-Dopa) with lysozyme and mushroom tyrosinase were evaluated to understand the mechanism of oxidative modification. Photooxidative cross-linking of lysozyme was observed for all three
Jean Camps et al.
American journal of dentistry, 15(5), 300-304 (2003-01-23)
To compare in vitro the efficacy of five resin-based desensitizing agents at reducing human dentin permeability and to compare their cytotoxicity. The tested hypothesis was that their different curing techniques cause variations in efficiency and cytotoxicity. Dentin slices (0.5 +/-
Lijuan Xie et al.
Bioorganic & medicinal chemistry, 17(2), 804-810 (2008-12-17)
A series of 5-alkylamino substituted amonafide analogues were synthesized from naphthalic anhydride by three steps including bromization, amination and CuI/proline catalyzed coupling reaction. The CuI/L-proline catalyzed coupling reaction was first applied to the naphthalimide system. These new amonafide analogues showed
J Sauther et al.
The Journal of chemical physics, 131(3), 034711-034711 (2009-07-25)
The pi-conjugated organic molecules 3,4,9,10-perylene-tetracarboxylic dianhydride, 1,4,5,8-naphthalene-tetracarboxylic dianhydride, and 1,8-naphthalene-dicarboxylic anhydride were investigated via gas phase and bulk ultraviolet photoemission spectroscopy and compared to density functional theory calculations. Values for final state effects such as intermolecular polarization were determined and
Nikolai I Georgiev et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 183, 7-16 (2017-04-23)
Two novel highly water-soluble fluorescence sensing 1,8-naphthalimides are synthesized and investigated. The novel compounds are designed on the "fluorophore-receptor

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