4-bromo-1,8-naphthalic anhydride

CAS Number
81-86-7
EC Number
201-382-3
Chemical Formula
C12H5BrO3
Molecular Weight
277.07 g/mol

Description

4-Bromo-1,8-naphthalic anhydride (CAS 81-86-7) is a halogenated cyclic anhydride used as a reactive intermediate in the synthesis of naphthalimide-based dyes, fluorescent pigments, and specialty polymers. Its bromine substituent provides a versatile handle for further functionalization, making it a key building block in dye chemistry and materials science for various industrial applications.

In textile and printing applications, it serves as a precursor to high-performance fluorescent dyes used in fabric brightening and inkjet colorants. Polymer chemists incorporate it into polyimide backbones. These high-temperature polymer backbones are utilized where controlled optical or electronic properties are required. The compound is also used in pharmaceutical intermediate synthesis for bioactive candidates.

The naphthalimide scaffold is elaborated through palladium-catalyzed cross-coupling or nucleophilic substitution at the bromine site. In specialty pigment manufacturing, it contributes to the production of vat dyes. It is also used for solvent dyes for plastics coloration and packaging inks. 4-Bromo-1,8-naphthalic anhydride is supplied as a solid powder, typically in off-white to pale yellow form.

It is available in technical and high-purity research grades, with purity specifications commonly ranging from 97% to 99%+ depending on the intended application and specific requirements. Packaging options range from small laboratory quantities to multi-kilogram industrial lots. This ensures flexibility for both research development and large-scale commercial manufacturing processes.

Other Names (Synonyms)

6-Bromo-1H,3H-naphtho[1,8-cd]pyran-1,3-dione|1H,3H-Naphtho[1,8-cd]pyran-1,3-dione, 6-bromo-|RefChem:437750|Naphthalic anhydride, 4-bromo-|4-Bromonaphthalic anhydride|4-Bromo-1,8-naphthalenedicarboxylic anhydride

Key Technical Features

  • High Purity Grade standard
  • Consistent Batch Quality
  • Full Regulatory & REACH Support
  • Global Logistics Network enabled

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Physical Properties

Melting Point 218-220 °C
Boiling Point 467.2±28.0 °C(Predicted)
Density 1.812±0.06 g/cm3(Predicted)
Color Off-White to Pale Yellow
Form Solid

Documentation

Safety & Handling Learn More

Warning
GHS07· Irritant

Hazard Statements

H315 Causes skin irritation
H319 Causes serious eye irritation
H335 May cause respiratory irritation

Precautionary Statements

P261 Avoid breathing dust/fume/gas/mist/vapours/spray.
P264 Wash … thoroughly after handling.
P271 Use only outdoors or in a well-ventilated area.
P280 Wear protective gloves/protective clothing/eye protection/face protection.

Trade & Regulatory

HS Code 29173990
Storage Class 11 - Combustible Solids
WGK (Germany) 3
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