Cas no 206181-90-0 (3-chloropyridine-2-carbaldehyde)

3-Chloropyridine-2-carbaldehyde is a versatile heterocyclic compound featuring both aldehyde and chloro functional groups on a pyridine backbone. This structure makes it a valuable intermediate in organic synthesis, particularly for pharmaceuticals, agrochemicals, and specialty chemicals. The aldehyde group enables condensation and nucleophilic addition reactions, while the chloro substituent offers further derivatization potential via substitution or cross-coupling reactions. Its high reactivity and selectivity make it useful in constructing complex molecular frameworks. The compound is typically handled under controlled conditions due to its sensitivity. Its purity and stability are critical for consistent performance in synthetic applications, ensuring reliable results in research and industrial processes.
3-chloropyridine-2-carbaldehyde structure
206181-90-0 structure
Product Name:3-chloropyridine-2-carbaldehyde
CAS No:206181-90-0
MF:C6H4ClNO
MW:141.555060386658
MDL:MFCD09991855
CID:239206
PubChem ID:10749280
Update Time:2025-08-05

3-chloropyridine-2-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 3-Chloropyridine-2-carboxaldehyde
    • 3-chloropyridine-2-carbaldehyde
    • 2-Pyridinecarboxaldehyde,3-chloro-
    • 3-Chloro-2-formylpyridine
    • 3-chloropicolinaldehyde
    • 5-Bromo-2-isopropylpyridine
    • AS-18200
    • 3-chloro-2-pyridinecarbaldehyde
    • AMY6731
    • QXNVCYJXFQPEKQ-UHFFFAOYSA-N
    • W-206541
    • SY008181
    • A4481
    • EN300-137195
    • Z1198267206
    • MFCD09991855
    • CS-W005646
    • 206181-90-0
    • 3-chloro-pyridine-2-carboxaldehyde
    • SCHEMBL1134027
    • AC-33347
    • 2-Pyridinecarboxaldehyde, 3-chloro-
    • FT-0649979
    • AKOS006310707
    • DTXSID30444251
    • DB-081937
    • MDL: MFCD09991855
    • Inchi: 1S/C6H4ClNO/c7-5-2-1-3-8-6(5)4-9/h1-4H
    • InChI Key: QXNVCYJXFQPEKQ-UHFFFAOYSA-N
    • SMILES: ClC1=CC=CN=C1C=O

Computed Properties

  • Exact Mass: 140.99800
  • Monoisotopic Mass: 140.998
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 1
  • Complexity: 107
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 30A^2
  • XLogP3: 1.3

Experimental Properties

  • Color/Form: No data avaiable
  • Density: 1.332
  • Melting Point: No data available
  • Boiling Point: 202 oC
  • Flash Point: 76 oC
  • Refractive Index: 1.593
  • PSA: 29.96000
  • LogP: 1.54750
  • Vapor Pressure: 0.3±0.4 mmHg at 25°C

3-chloropyridine-2-carbaldehyde Security Information

3-chloropyridine-2-carbaldehyde Customs Data

  • HS CODE:2933399090
  • Customs Data:

    China Customs Code:

    2933399090

    Overview:

    2933399090. Other compounds with non fused pyridine rings in structure. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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3-chloropyridine-2-carbaldehyde Production Method

3-chloropyridine-2-carbaldehyde Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:206181-90-0)3-chloropyridine-2-carbaldehyde
Order Number:A4481
Stock Status:in Stock
Quantity:25g/100g
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 16:03
Price ($):378.0/1511.0

Additional information on 3-chloropyridine-2-carbaldehyde

Comprehensive Analysis of 3-Chloropyridine-2-carbaldehyde (CAS No. 206181-90-0): Properties, Applications, and Industry Trends

3-Chloropyridine-2-carbaldehyde (CAS No. 206181-90-0) is a versatile organic compound widely utilized in pharmaceutical synthesis, agrochemical production, and specialty chemical research. This halogenated pyridine derivative features a reactive aldehyde group at the 2-position and a chlorine substituent at the 3-position, making it a valuable building block for heterocyclic chemistry. Recent studies highlight its role in developing biologically active molecules, particularly in kinase inhibitor design and antimicrobial agents, aligning with growing interest in targeted drug discovery.

The compound's molecular structure (C6H4ClNO) exhibits unique electronic properties due to the electron-withdrawing effects of both the chloro and formyl groups. Analytical characterization typically shows: melting point 58-62°C, boiling point 245-248°C, and solubility in common organic solvents like ethanol and dichloromethane. Advanced purification methods such as column chromatography or recrystallization achieve >98% purity for research applications, addressing the pharmaceutical industry's demand for high-purity intermediates.

In synthetic applications, 3-Chloropyridine-2-carbaldehyde serves as a precursor for Schiff base ligands in coordination chemistry and multicomponent reactions for nitrogen-containing heterocycles. A 2023 study demonstrated its efficacy in constructing imidazo[1,2-a]pyridine scaffolds through catalyst-free cyclization, reflecting the industry's shift toward green chemistry protocols. These findings respond to frequent search queries about eco-friendly synthetic methods and atom-efficient reactions.

Market analysis reveals increasing demand for this compound in Asia-Pacific regions, driven by expansion in contract research organizations (CROs) and generic drug manufacturing. Regulatory compliance with REACH and GMP standards ensures its safe handling in industrial settings. Storage recommendations include amber glass containers under inert atmosphere to prevent oxidative degradation, a common concern among laboratory users searching for compound stability solutions.

Emerging applications include its use in photocatalysis and electrochemical sensors, particularly for detecting heavy metal ions. Researchers are investigating its structure-activity relationships in medicinal chemistry projects, with computational studies predicting favorable ADMET properties for derived compounds. These developments address trending search terms like AI-assisted drug design and computational chemistry tools in pharmaceutical R&D.

Quality control protocols for CAS 206181-90-0 emphasize HPLC-UV analysis (typically ≥99% purity) and rigorous residual solvent testing. Suppliers increasingly provide certificates of analysis with detailed spectroscopic data (IR, NMR, MS), responding to buyer requirements for analytical documentation. The compound's shelf life extends beyond 24 months when stored at -20°C, a critical parameter for inventory management in research facilities.

Recent patent literature (2022-2024) describes novel applications in crop protection formulations and material science, particularly as a monomer for conductive polymers. These innovations correlate with search trends for sustainable agriculture solutions and organic electronics. The global market for pyridine derivatives is projected to grow at 6.2% CAGR through 2030, with 3-Chloropyridine-2-carbaldehyde maintaining significance in fine chemical supply chains.

Environmental considerations include biodegradability studies showing moderate persistence in aquatic systems, prompting development of green synthesis routes. Life cycle assessment (LCA) approaches are being applied to optimize production processes, aligning with ESG (Environmental, Social, and Governance) criteria increasingly searched by responsible sourcing professionals. Transportation regulations classify it as non-hazardous for limited quantities, facilitating global logistics.

Technical challenges in scaling up 3-Chloropyridine-2-carbaldehyde synthesis involve controlling regioisomer formation during chlorination steps. Process chemistry innovations include continuous flow reactors that improve yield (reported up to 87%) and reduce byproduct generation. These advancements answer frequent queries about process intensification and manufacturing optimization in specialty chemical production.

Academic and industrial researchers consistently rank this compound as valuable for constructing privileged structures in medicinal chemistry. Its balanced lipophilicity (calculated logP ~1.2) and molecular weight (141.55 g/mol) make it particularly useful in fragment-based drug discovery, a hot topic in pharmaceutical searches. Collaborative studies between academia and industry are exploring its potential in neglected disease research, particularly for tropical infections.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:206181-90-0)3-chloropyridine-2-carbaldehyde
A4481
Purity:99%/99%
Quantity:25g/100g
Price ($):378.0/1511.0
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