2-Aminobenzaldehyde | CAS 529-23-7 | 98% Purity | White to Pale Yellow Low-Melting Crystalline Solid | Pharmaceutical Intermediate & Organic Synthesi

1. Product Overview

2-Aminobenzaldehyde, CAS 529-23-7, also known as o-aminobenzaldehyde or anthranilaldehyde, is an ortho-substituted aromatic aldehyde with molecular formula C₇H₇NO and MW 121.14 g/mol. It presents as white to pale yellow low-melting crystalline solid at room temperature (mp 38–42°C), readily melting to a pale yellow liquid below 38°C. It is slightly soluble in cold water, freely soluble in ethanol, ether, acetone, chloroform and benzene, and volatile with steam. The molecule bears both an ortho-amino and an aldehyde group, enabling intramolecular cyclizations to form heterocycles such as quinazolines, benzimidazoles and quinolines. It is inherently unstable at ambient temperature and prone to rapid polymerization; therefore it is supplied and stored at −20°C under inert atmosphere. Widely used as a pharmaceutical intermediate (e.g., for ambroxol precursor 2-amino-3,5-dibromobenzaldehyde), dye intermediate, and building block in heterocyclic and coordination chemistry.

2. Key Features and Advantages

• Ortho-Functional Duality — Adjacent –NH₂ and –CHO groups enable one-pot cyclocondensations to quinazolines, benzoxazoles, benzimidazoles and quinoline derivatives.

• High Purity Grades — Reagent grade ≥97–98% (GC/HPLC); suitable for sensitive heterocyclic syntheses and pharmaceutical intermediate production.

• Versatile Reactivity — Aldehyde participates in imine formation, reduction, oxidation; amine undergoes diazotization, acylation, Schiff base and metal-complex formation.

• Established Synthetic Utility — Key intermediate for ambroxol-related brominated aldehydes, quinazolinone APIs, azo dyes, and luminescent ligands.

• Stabilized Supply — Available as freshly recrystallized low-melt solid in amber vials, desiccated and argon-sealed for polymerization control.

3. Main Applications

2-Aminobenzaldehyde is deployed across fine chem and pharma sectors: Pharmaceutical Intermediates (precursor to 2-amino-3,5-dibromobenzaldehyde for ambroxol synthesis; scaffold for quinazolinone/quinoline-based APIs); Heterocyclic Synthesis (one-pot cyclocondensation to quinazolines, benzimidazoles, benzoxazoles, quinolines in medicinal/agrochemistry R&D); Dye & Pigment Industry (azo dye intermediate, anthranilaldehyde-derived chromophores); Coordination Chemistry (Schiff base ligand precursor for transition-metal complexes in catalysis and materials); Analytical Chemistry (reagent for codeine determination and biochemical assays); Custom Synthesis (kg-scale pharma intermediate under GMP or non-GMP routes, inquire-only).

4. Technical Specifications

5. Storage and Handling

• Storage Conditions: Store at −20°C in a cool, dry place under inert atmosphere (argon or nitrogen). Keep in amber vials, tightly sealed, desiccated and protected from light. Do not store at room temperature; rapid polymerization occurs above 0–5°C. For long-term: −20°C to −80°C in argon-blanketed ampoules or septum-capped vials.

• Packaging Options: Research: 100 mg / 500 mg / 1 g / 5 g / 25 g amber glass vials with septa under Ar; bulk/intermediate: 100 g / 500 g / 1 kg / 5 kg foil-pouched with desiccant and inert gas; custom synthesis kg–25 kg drums by inquiry.

• Shelf Life: ≥12 months when unopened at −20°C under inert gas; once opened, use promptly and re-seal under inert atmosphere; avoid repeated warming to RT.

• Handling Precautions: Handle in fume hood with low-temperature gloves; weigh quickly at <25°C to avoid melting/polymerization. Wear nitrile gloves, goggles, lab coat. Avoid inhalation of fine solid particles; do not expose to moisture, heat or light.

• Incompatible Materials: Strong oxidizing agents, strong bases, acids causing condensation/polymerization; keep from elevated temperature and UV/visible light.

6. Safety Overview

GHS pictograms: GHS07 (Exclamation mark). Signal word: Warning. Hazard statements: H315 (causes skin irritation), H319 (causes serious eye irritation), H335 (may cause respiratory irritation). Precautionary: P261 / P264 / P271 / P280 / P302+P352 / P305+P351+P338 / P337+P313. Acute toxicity: oral LD₅₀ (rat, related aromatic aldehydes): low to moderate; dermal/ocular irritant. Transport: Not classified as dangerous goods in small research packs; bulk may be UN1325 (Flammable Solid, Organic, n.o.s.) PG III by discretion. WGK Germany 3. TSCA listed. For research/pharma intermediate use only; dispose as organic irritant hazardous waste. In case of skin contact: wash with soap/water; eyes: rinse 15 min + medical aid; inhalation: move to fresh air.