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2-Chloro-3-cyanopyridine
1. Basic Information
Name: 2-Chloro-3-cyanopyridine
Alias: 2-Chloronicotinonitrile
CAS No.: 6602-54-6
Molecular Formula: C6H3ClN2
Molecular Weight: 138.55
Category: Pyridine heterocyclic pharmaceutical intermediate, fine chemical synthesis building block, agrochemical raw material
2. Physical and Chemical Properties
Physical Properties
- Appearance: White to pale yellow crystalline powder
- Odor: Faint heterocyclic pungent odor
- Solubility: Soluble in dichloromethane, chloroform, THF, toluene, hot ethanol; slightly soluble in cold ethanol; insoluble in water and aliphatic alkanes
- Melting Point: 80–83 °C
- Predicted Density: 1.33 g/cm3
- Hygroscopy: Non-hygroscopic under regular storage environment
- Aqueous property: Neutral aromatic nitrogen heterocycle, stable in neutral cold water at room temperature
Chemical Properties
- Molecular structure: Pyridine ring substituted with chlorine at C2 and cyano group at C3; two highly reactive functional groups for derivatization
- Chlorine reactivity: The ortho-chlorine atom undergoes nucleophilic substitution with amines, alcohols, thiols to construct various drug side chains
- Cyano group reactivity: Cyano can be hydrolyzed to carboxylic acid, reduced to aminomethyl, or cyclized to form nitrogen heterocycles such as tetrazole
- Photostability: Light-sensitive; long-term UV exposure leads to darkening and oxidative impurities
- Thermal stability: Stable below 70 °C; heating above melting point decomposes and releases toxic cyanide and chloride volatile substances
- Compatibility: Compatible with anhydrous aprotic solvents; incompatible with strong oxidants, concentrated strong acid and alkali under heating
3. Main Application Fields
1. Pharmaceutical Synthetic Intermediate (Core Application)
Key precursor for synthesizing JAK inhibitors, anti-inflammatory drugs, anti-tumor and central nervous system small-molecule APIs
2. Agrochemical Intermediate
Raw material for preparing pyridine-based fungicides, insecticides and plant growth regulators
3. Organic Synthesis Laboratory Reagent
Standard disubstituted pyridine substrate for nucleophilic substitution and nitrile conversion research
4. Fluorescent Probe Intermediate
Precursor for pyridine-based fluorescent dyes and ion recognition probes
4. Quality Specification Table
| Test Item | Standard Specification |
| CAS Number | 6602-54-6 |
| Molecular Formula | C6H3ClN2 |
| Appearance | Uniform white crystalline powder without dark discoloration |
| HPLC Purity | Pharmaceutical Grade ≥99.0%, Industrial Grade ≥98.0% |
| Melting Point | 80–83 °C |
| Water Content (KF) | ≤0.20% |
| Residue on Ignition | ≤0.05% |
| Single Unknown Impurity | ≤0.10% |
| Heavy Metals (Pb) | ≤10 ppm |
| Packaging | Light-proof nitrogen-filled aluminum foil vacuum bag; bulk 25kg PE lined fiber drum |
| Storage Condition | Hermetically sealed cool dry warehouse below 25 °C, full light shielding, separated from strong oxidants |
| Transportation Requirement | Light-sensitive chloropyridine crystalline powder, moisture-proof sealed packaging, isolated from oxidizing hazardous goods |
| Shelf Life | 24 months under nitrogen vacuum sealed storage |
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