5-Bromonicotinic acid 99%Min Off-white to light brown crystalline solid RC00093

Manufacturer: Hangzhou Royalchem Co.,LTD.

Website:  www.cnroyalchem.com

5- Bromonicotinic acid (CAS 20826-04-4)

Product Name:  5-Bromonicotinic acid
Synonyms:

5-Bromo-3-pyridinecarboxylic acid

3-Pyridinecarboxylic acid, 5-bromo-

5-Bromopyridine-3-carboxylic acid
CAS Registry Number:  20826-04-4
Molecular Formula:  C₆H₄BrNO₂
Molecular Weight:  202.01 g/mol

Chemical Structure:

  A pyridine ring substituted with a bromine (Br) atom at the 5-position and a carboxylic acid (-COOH) group at the 3-position.

Appearance:  Typically supplied as an  off-white to light brown crystalline solid .
Purity:  Commonly available in purities ranging from  95% to 99%+ (HPLC/GC) . Specific purity grades (e.g., 97%, 98%, 99%) are usually designated by suppliers.
Melting Point:  Approximately  184~187  °C  (lit.) - May vary slightly depending on purity and crystal form.
Solubility:

Sparingly soluble  in cold water.

Partially soluble  in hot water.

Soluble  in common organic solvents such as methanol, ethanol, dimethylformamide (DMF), and dimethyl sulfoxide (DMSO).

Slightly soluble  in diethyl ether, dichloromethane.

Often forms salts (e.g., sodium salt) which are more water-soluble.

Chemical Properties:

Heterocyclic Carboxylic Acid:  Contains both a basic pyridine nitrogen and an acidic carboxylic acid group, making it an  amphoteric  molecule capable of forming salts with both acids and bases.

Reactive Sites:

Carboxylic Acid (-COOH):  Can undergo typical carboxylic acid reactions: salt formation, esterification, amidation, reduction to alcohol.

Bromine Atom (Br):  Activates the ring towards electrophilic substitution (ortho/para to Br) and is susceptible to various nucleophilic aromatic substitution (SNAr) reactions (especially with strong nucleophiles) or metal-catalyzed cross-coupling reactions (e.g., Suzuki, Stille, Negishi coupling).

Pyridine Ring Nitrogen:  Can be protonated (forming salts), complexed, or alkylated. Can influence the electron density at the 2, 4, and 6 positions.

Stability:  Generally stable under ambient conditions when stored properly. Sensitive to strong oxidizing agents, strong acids, and strong bases.

Key Applications:

Pharmaceutical Intermediates:  A  crucial building block  in organic synthesis, particularly for developing active pharmaceutical ingredients (APIs). The bromine atom allows for versatile derivatization via cross-coupling, while the carboxylic acid provides a handle for further functionalization or attachment.

Agrochemical Synthesis:  Used in the research and development of pesticides, herbicides, and fungicides.

Ligand Synthesis:  Can be used to synthesize ligands for metal catalysts or coordination chemistry applications.

Material Science:  Potential precursor for functionalized polymers or organic electronic materials.

General Organic Synthesis:  Versatile intermediate for synthesizing substituted pyridine derivatives, including nicotinic acid analogs.

Storage:

Store in a  cool, dry, well-ventilated place .

Keep container tightly  closed  and sealed.

Store away from incompatible materials (strong oxidizers, strong acids, strong bases).

Preferably stored under an inert atmosphere (e.g., nitrogen) for long-term stability.

Store at temperatures typically between  2 °C and 8 °C  (refrigerated) for prolonged shelf life, although room temperature storage is common for short periods.

Handling Precautions:

Harmful if swallowed (H302).

Causes skin irritation (H315).

Causes serious eye irritation (H319).

May cause respiratory irritation (H335).
Personal Protective Equipment (PPE):  Wear suitable gloves (e.g., nitrile), protective clothing, eye/face protection (safety goggles), and ensure adequate ventilation or respiratory protection if dust is generated. Avoid contact with skin, eyes, and clothing. Avoid breathing dust/fume/gas/mist/vapors/spray. Wash hands thoroughly after handling.

Regulatory Information (Check SDS for specifics):

Not classified under GHS for acute toxicity beyond the hazards listed above.

Always consult the specific Safety Data Sheet (SDS) provided by the supplier for detailed hazard classification, handling, disposal, and regulatory information (e.g., REACH, TSCA).