Description
6-Chloropyridine-3-carbaldehyde (CAS No. 23100-12-1) is a high-purity chlorinated pyridine derivative with the molecular formula C6H4ClNO. This compound is a versatile heterocyclic aldehyde, widely utilized as a key intermediate in pharmaceutical synthesis, agrochemical production, and materials science research. Its reactive aldehyde group and chlorine substitution at the 6-position enable selective functionalization, making it valuable for cross-coupling reactions, nucleophilic additions, and Schiff base formation.
Available in >98% purity (GC), this product is supplied as a crystalline solid with strict quality control to ensure consistency in sensitive applications. Store under inert conditions at 2-8°C to prevent degradation. Suitable for HPLC, NMR, and LC-MS analysis. Hazard codes: H302-H315-H319-H335. SDS available upon request.
Properties
- CAS Number: 23100-12-1
- Complexity: 107
- IUPAC Name: 6-chloropyridine-3-carbaldehyde
- InChI: InChI=1S/C6H4ClNO/c7-6-2-1-5(4-9)3-8-6/h1-4H
- InChI Key: AFWWKZCPPRPDQK-UHFFFAOYSA-N
- Exact Mass: 140.9981414
- Molecular Formula: C6H4ClNO
- Molecular Weight: 141.55
- SMILES: C1=CC(=NC=C1C=O)Cl
- Topological: 30
- Monoisotopic Mass: 140.9981414
- Synonyms: 6-chloropyridine-3-carbaldehyde, 627-646-1, 6-Chloronicotinaldehyde, 23100-12-1, 2-chloropyridine-5-carbaldehyde, 6-Chloropyridine-3-carboxaldehyde, 2-Chloropyridine-5-carboxaldehyde, 3-Pyridinecarboxaldehyde, 6-chloro-, 2-chloro-5-formylpyridine, 6-Chloro-pyridine-3-carbaldehyde, 6-Chloro-3-pyridinecarboxaldehyde, 2-Chloro-5-pyridinecarboxaldehyde, MFCD03095223, 6-chloro-nicotinaldehyde, 6-chloronicotinic aldehyde, 6-Chloronicotinic aldehide, 6-chloropyridine-3-aldehyde, SCHEMBL453852, SCHEMBL453853, 6-Chloropyridin-3-carbaldehyde, 2-chloro-5-pyridinecarbaldehyde, 6-Chloro-3-pyridinecarbaldehyde, 6-chloro-pyridin-3-carbaldehyde, CHEMBL2228157, DTXSID10377270, (6-chloro-3-pyridyl)formaldehyde, (6-chloropyridin-3-yl)-methanone, 6-chloro-pyridine-3-carboxaldehyde, (6-chloro-pyridin-3-yl)-methanone, BCP22155, CS-B0848, BBL102417, BDBM50486230, CX1055, SBB004157, STL556219, AKOS005070535, 5L-349S, AC-6150, PB18586, 6-Chloropyridine-3-carboxaldehyde, 96%, SY017266, C2519, EN300-99381
Application
6-Chloropyridine-3-carbaldehyde serves as a critical building block in the synthesis of antiviral agents and herbicides. Its aldehyde group facilitates the preparation of imidazopyridine scaffolds in medicinal chemistry. Researchers employ it in palladium-catalyzed cross-coupling to construct complex heterocycles. The compound is also used to develop ligands for catalysis and photoactive materials.
Safety and Hazards
GHS Hazard Statements
- H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
- H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
- H335 (97.8%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statements
- P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501
Hazard Classes and Categories
- Skin Irrit. 2 (100%)
- Eye Irrit. 2 (100%)
- STOT SE 3 (97.8%)
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