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Sigma-Aldrich

4-Nitro-1,8-naphthalic anhydride

95%

Sinonimo/i:

4-Nitronaphthalene-1,8-dicarboxylic anhydride

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About This Item

Formula empirica (notazione di Hill):
C12H5NO5
Numero CAS:
6642-29-1
Peso molecolare:
243.17
Beilstein:
237909
Numero CE:
229-659-4
Numero MDL:
MFCD00013446
Codice UNSPSC:
12162002
ID PubChem:
24859437
NACRES:
NA.23

Saggio

95%

Punto di fusione

226-229 °C (lit.)

Stringa SMILE

[O-][N+](=O)c1ccc2C(=O)OC(=O)c3cccc1c23

InChI

1S/C12H5NO5/c14-11-7-3-1-2-6-9(13(16)17)5-4-8(10(6)7)12(15)18-11/h1-5H
LKOZHLXUWUBRDK-UHFFFAOYSA-N

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Categorie correlate

Descrizione generale

4-Nitro-1,8-naphthalic anhydride is a yellow crystalline nitrocompound widely used in the field of dye synthesis and cellular imaging.

Applicazioni

4-Nitro-1,8-naphthalic anhydride can be used:
  • As a precursor to synthesize N-phenyl-amino-1,8-naphthalimide based fluorescent chemosensor to detect nitro-antibiotics at ppb level.
  • As a building block to synthesize shape memory polymers due to its ability to undergo Diels-Alder reaction
  • As a fluorochrome substrate for nitrogen reductase for noninvasive hypoxia imaging in cancer detection.
  • As a precursor to synthesize amphiphilic naphthalimide dyes with good color brilliancy.

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H315,H319,H335

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

Certificati d'analisi (COA)

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Desislava Staneva et al.
Sensors (Basel, Switzerland), 20(12) (2020-06-25)
In this study, a novel 6-(allylamino)-2-(2-(dimethylamino)ethyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione (NI3) was synthesized and characterized. Its copolymer with styrene was also obtained. The photophysical characteristics of NI3 were investigated in organic solvents and the results were compared with those of its structural analogue, 2-allyl-6-((2-(dimethylamino)ethyl)amino)-1H-benzo[de]isoquinoline-1,3(2H)-dione
Jin Zhou et al.
Chemistry, an Asian journal, 11(19), 2719-2724 (2016-02-09)
A lysosome-targeting fluorescent off-on probe has been developed by one-step synthesis for detecting lysosomal nitroreductase and hypoxia. The probe is constructed by incorporating morpholine (a lysosome-targeting unit) into 4-nitro-1,8-naphthalimide (as a fluorochrome and specific substrate for nitroreductase), and the detection
Naphthalimides in fluorescent imaging of tumor hypoxia ? An up-to-date review
Rashmi Kumari, et al.
Bioorganic Chemistry, 88, 102979-102979 (2019)
Awad I Said et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 196, 76-82 (2018-02-13)
A novel fluorescence sensing 1,8-naphthalimide fluorophore is synthesized and investigated. The novel probe comprising two different binding moieties is capable to detect selectively Fe3+ over the other representative metal ions as well as a combination of biologically important cations such
Synthesis of disperse dyes derived from 4-amino-N-decyl-1, 8-naphthalimide and their dyeing properties on polyester fabrics
Umar Salami Ameuru, et al.
Dyes and Pigments, 157, 190-197 (2018)
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