4-Bromo-1-naphthylamine CAS 2298-07-9 99% Light Purple to White Crystalline Solid Organic Intermediate / Pharmaceutical Synthesis

1. Product Overview

4-Bromo-1-naphthylamine, also known as 1-Amino-4-bromonaphthalene (CAS 2298-07-9), is an aromatic brominated amine with the molecular formula C₁₀H₈BrN and a molecular weight of 222.08 g/mol. It typically presents as a white to light purple or amber crystalline solid/powder. This compound features both a reactive amino group and a bromine substituent on the naphthalene ring, making it a versatile building block in organic synthesis. It is widely used as a key intermediate for pharmaceuticals (e.g., clopidogrel intermediate), dyes, pigments, and fluorescent probes in research and industrial applications.

2. Key Features and Advantages

• High Reactivity: The ortho/para-directing amino group and halogen allow diverse electrophilic substitution and cross-coupling reactions (Suzuki, Heck, etc.).

• Consistent Quality: Commercially available at 98%–99% purity with tight control on heavy metals and residual halides.

• Well-Defined Physical Form: Crystalline solid with a sharp melting point (102–103 °C lit.), easy to handle and store.

• Versatile Intermediate: Suitable for multi-step synthesis of APIs, azo dyes, and functional naphthalene derivatives.

• Stable Packaging: Supplied in amber vials or light-protective containers to minimize photodegradation (amines are light-sensitive).

3. Main Applications

Used as a pharmaceutical intermediate, notably in the synthesis route of antiplatelet drug clopidogrel. Applied in dye and pigment manufacturing as a coupling component for azo dyes. Employed in materials science for preparing naphthalene-based fluorescent probes and organic semiconductors. Serves as a reference standard or reagent in analytical chemistry and organic synthesis labs for Buchwald–Hartwig amination and other C–N coupling studies.

4. Technical Specifications

5. Storage and Handling

Store in a cool, dry place, preferably at 2–8 °C, in a tightly sealed amber container protected from light (the amine group is photosensitive and may darken on exposure). For long-term storage, keep under an inert atmosphere (N₂/Ar) to prevent oxidation. Handle with nitrile gloves, safety goggles, and lab coat in a well-ventilated area or fume hood. Avoid dust generation; do not inhale or allow contact with skin/eyes. Keep away from strong oxidizers and acids.

6. Safety Overview

Classified under GHS07 (Warning). Hazard statements: H315 (causes skin irritation), H319 (causes serious eye irritation), H335 (may cause respiratory irritation). Precautionary: P261 (avoid breathing dust), P280 (wear protective gloves/eye protection), P305+P351+P338 (if in eyes, rinse cautiously). Aryl amines can be potentially mutagenic/sensitizing; handle as hazardous. For industrial/synthetic use only — not for human or veterinary consumption, nor as a drug/food additive.