Chemodex

4-Nitro-1,8-naphthalic anhydride

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Product Details
Synonyms 4-NNA; 4-Nitronaphthalic anhydride; NSC 15356
Product Type Chemical
Properties
Formula C12H5NO5
MW 243.17
CAS 6642-29-1
Source/Host Chemicals Synthetic
Purity Chemicals ≥95% (HPLC)
Appearance Yellow to brown solid.
Solubility Soluble in DMSO.
Declaration Manufactured by Chemodex.
Other Product Data

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Our product description may differ slightly from the original manufacturers product datasheet.

InChi Key LKOZHLXUWUBRDK-UHFFFAOYSA-N
Smiles O=C(C1=CC=C([N+]([O-])=O)C2=C1C3=CC=C2)OC3=O
Shipping and Handling
Shipping AMBIENT
Short Term Storage +20°C
Long Term Storage +20°C
Handling Advice Protect from light and moisture.
Use/Stability Stable for at least 2 years after receipt when stored at RT.
Documents
Product Specification Sheet
Datasheet Download PDF
Description
4-Nitro-1,8-naphthalic anhydride is a versatile chemical intermediate and building block for the synthesis of various organic compounds. It is used synthesizing N-phenyl-amino-1,8-naphthalimide fluorescent chemosensors, especially for nitro-antibiotic detection at ppb levels, and serves as a key precursor in manufacturing amphiphilic naphthalimide dyes with strong color and fluorescence properties. It also finds use in constructing flavorably designed shape-memory polymers, thanks to its reactive anhydride ring. Additionally, it's been employed as the substrate for nitroreductase activity assays, allowing quantification of enzyme activity by chromatographic means. The specific absorbance wavelengths of 4-NNA (in methanol) are 230 and 341nm in the ultraviolet range.
Product References
(1) J. Xu, et al.; J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 847, 82 (2007) | (2) A.-F. Miller, et al.; Molecules 23, 211 (2018) | (3) D. Staneva, et al.; Sensors 20, 3501 (2020) | (4) A. Shanmughan, et al.; Res. Chem. 4, 100546 (2022)
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