2-Nitro-1,8-naphthalic anhydride, CAS No. 34087-02-0

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34087-02-0

Catalog No. EBD35060

CAS 34087-02-0

Name 2-Nitro-1,8-naphthalic anhydride

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Basic Information

Synonyms: 2-nitro-1,8-naphthalicanhydride 4-nitro-1H,3H-benzo[de]isochromene-1,3-dione 2-Nitronaphthalene-1,8-DicarboxylicAnhydride 4-Nitrobenzo[de]isochromene-1,3-dione 4-nitro-1,8-naphthalicanhydride 6-nitro-1H,3H-benzo[de]isochromene-1,3-dione 6-nitro-1H,3H-naphtho[1,8-cd]pyran-1,3-dione 6-Nitro-1H,3H-naphtho(1,8-cd)pyran-1,3-dione

Molecular Formula: C12H5NO5

Molecular Weight: 243.17

MDL Number: MFCD00013446

Categories: Materials Chemistry > Optoelectronic and Organic Semiconductor Materials > Dye Precursors Synthetic Chemistry > Organic Building Blocks > Other Organic Building Blocks

Product Description:

2-Nitro-1,8-naphthalic anhydride is an organic compound characterized by a naphthalene core fused with a nitro-substituted anhydride functional group. It serves as a crucial synthetic precursor in the preparation of naphthalimide derivatives, a prominent class of functional dyes and fluorophores. Its primary industrial and research application lies in the synthesis of 4-amino-1,8-naphthalimide (4-AN) and its derivatives. These compounds are widely utilized as fluorescent dyes, laser dyes, and key intermediates for more complex naphthalimide-based materials. The nitro group in the starting anhydride is readily reduced to an amine, which is then used to construct molecules with applications in organic light-emitting diodes (OLEDs), fluorescent sensors, and biological imaging probes due to their strong fluorescence, good photostability, and tunable emission properties. While fundamentally an organic building block, its dominant and specific use case is in the development of advanced optical and electronic materials, placing it firmly within the materials chemistry domain. Its role as a precursor to well-defined functional dye systems is more specific than that of a general-purpose synthetic intermediate.

Physical Properties

Melting Point: 226-229 °C(lit.)

Boiling Point: 509.9 °C at 760 mmHg

Flash Point: 262.6 °C

Density: 1.637g/cm3