5-Bromo-2-pyridinecarbonitrile RC00217

Manufacturer: Hangzhou Royalchem Co.,LTD.

Website:  www.cnroyalchem.com

【 Providing a complete set of intermediates and impurities for Tedizolid 】

【 Providing a complete set of intermediates and impurities for Tedizolid 】

【 Providing a complete set of intermediates and impurities for Tedizolid 】

Here is a detailed product description for  5-Bromo-2-pyridinecarbonitrile (CAS No. 97483-77-7)   :

1. Chemical Identification

Preferred IUPAC Name:  5-Bromopyridine-2-carbonitrile

Synonyms:  5-Bromo-2-cyanopyridine; 5-Bromopicolinonitrile; 2-Cyano-5-bromopyridine

CAS Registry Number:  97483-77-7

Molecular Formula:  C₆H₃BrN₂

Molecular Weight:  183.01 g/mol

2. Structural Characteristics

Core Structure:  Pyridine ring (a six-membered heterocyclic aromatic ring containing one nitrogen atom).

Substituents:

A bromine (-Br) atom at position 5 (meta to the nitrogen).

A cyano (-C≡N) group at position 2 (ortho to the nitrogen). 

3. Physical Description

Appearance:  Typically supplied as a n  off-white   to   pale yellow   crystalline powder or solid.

Melting Point:  Approximately 72-76 °C (reported values may vary slightly).

Boiling Point:  Not commonly specified; decomposes before boiling under standard conditions.

Solubility:

Moderately soluble in common organic solvents (e.g., dichloromethane (DCM), chloroform, ethyl acetate, acetone, dimethylformamide (DMF), dimethyl sulfoxide (DMSO)).

Poorly soluble in water.

4. Key Chemical Properties

Reactivity:

Electrophilic Site:  The bromine atom at position 5 is susceptible to nucleophilic substitution reactions, particularly transition metal-catalyzed cross-couplings (e.g., Suzuki, Stille, Negishi). The electron-withdrawing nature of the ortho cyano group activates the halogen towards substitution.

Nucleophilic Site:  The nitrile group (-CN) can undergo various transformations, including hydrolysis to carboxylic acids/amides, reduction to amines, or participation in cycloadditions.

Electron-Deficient Ring:  The pyridine ring, further electron-deficient due to the ortho cyano group, can undergo nucleophilic aromatic substitution (especially at position 4), electrophilic substitution under forcing conditions (typically at position 3), or coordination to metals.

Stability:  Stable under standard storage conditions. Sensitive to strong oxidizing agents, strong acids, and strong bases. Protect from prolonged exposure to light and moisture.

5. Primary Applications

Pharmaceutical Intermediates:  A highly valuable  building block  in medicinal chemistry for synthesizing biologically active molecules (e.g., kinase inhibitors, receptor modulators, antiviral agents).

Agrochemical Intermediates:  Used in the synthesis of pesticides and herbicides.

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

Chemical Synthesis:  Utilized as a versatile synthon in organic synthesis, particularly for constructing complex heterocyclic systems via cross-coupling reactions and subsequent transformations of the nitrile group.

6. Handling, Storage & Safety

Handling:  Handle with care in a well-ventilated fume hood. Wear appropriate personal protective equipment (PPE): chemical-resistant gloves (e.g., nitrile), safety goggles, and a lab coat. Avoid contact with skin, eyes, and clothing. Avoid generating dust. Avoid ingestion and inhalation.

Storage:  Store tightly sealed in its original container in a cool (2-8°C recommended), dry, well-ventilated place. Protect from light and moisture. Keep away from heat, sparks, open flames, and incompatible materials (strong oxidizers, strong acids, strong bases).

Stability:  Stable when stored as directed. Check for discoloration or decomposition before use.

Hazard Statements (GHS - Typical):

H315:  Causes skin irritation.

H319:  Causes serious eye irritation.

H335:  May cause respiratory irritation (if inhaled as dust).

H302:  Harmful if swallowed.

Precautionary Statements (P261, P264, P270, P271, P280, P301+P312+P330, P302+P352, P304+P340+P312, P305+P351+P338, P332+P313, P337+P313, P362, P403+P233, P405, P501):  Handle with care using appropriate PPE. Avoid dust formation. Do not breathe dust/fume/gas/mist/vapours/spray. Wash thoroughly after handling. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Safety Data Sheet (SDS):   Always consult the specific Safety Data Sheet (SDS) provided by the supplier before handling.