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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

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

Certificates of Analysis (COA)

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J J McFadden et al.
Biochemical and biophysical research communications, 168(1), 206-213 (1990-04-16)
In vitro metabolism of the herbicide bentazon was studied in microsomal membranes isolated from 6-day-old etiolated corn shoots. Microsomes isolated from shoots of nontreated seeds did not metabolize bentazon when assayed with NADPH or peroxides. However, microsomes isolated from shoots
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
C Gaillard et al.
FEBS letters, 352(2), 219-221 (1994-09-26)
In plants potentially toxic compounds are ultimately deposited in the large central vacuole. In this report we show that isolated barley mesophyll vacuoles take up the glucoside conjugate of the herbicide derivate [5-hydroxyphenyl]primisulfuron. Transport is stimulated by Mg-ATP and is
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

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