Cas no 1186663-54-6 (2-Chloro-4-(1H-pyrazol-1-YL)benzaldehyde)

2-Chloro-4-(1H-pyrazol-1-yl)benzaldehyde is a versatile heterocyclic aldehyde compound featuring a chloro-substituted benzene ring linked to a pyrazole moiety. Its unique structure makes it a valuable intermediate in organic synthesis, particularly in the development of pharmaceuticals, agrochemicals, and functional materials. The presence of both aldehyde and pyrazole groups offers multiple reactive sites for further functionalization, enabling the synthesis of complex derivatives. Its high purity and stability under standard conditions ensure reliable performance in cross-coupling reactions, condensation reactions, and other transformations. This compound is particularly useful in medicinal chemistry for designing bioactive molecules due to its potential as a pharmacophore. Suitable for research and industrial applications, it provides a robust building block for advanced chemical synthesis.
2-Chloro-4-(1H-pyrazol-1-YL)benzaldehyde structure
1186663-54-6 structure
Product Name:2-Chloro-4-(1H-pyrazol-1-YL)benzaldehyde
CAS No:1186663-54-6
MF:C10H7ClN2O
MW:206.62838101387
MDL:MFCD11656800
CID:1029934
PubChem ID:53429574
Update Time:2025-11-02

2-Chloro-4-(1H-pyrazol-1-YL)benzaldehyde Chemical and Physical Properties

Names and Identifiers

    • 2-Chloro-4-(1H-pyrazol-1-yl)benzaldehyde
    • 2-chloro-4-pyrazol-1-ylbenzaldehyde
    • 2-Chloro-4-(1-pyrazolyl)benzaldehyde
    • SY004873
    • AB1000250
    • ST2409804
    • AB0064241
    • Z3943
    • 1186663-54-6
    • DTXSID90700183
    • DB-014446
    • AKOS015950497
    • BP-11974
    • MFCD11656800
    • DS-2959
    • SCHEMBL23667579
    • 2-Chloro-4-(1H-pyrazol-1-YL)benzaldehyde
    • MDL: MFCD11656800
    • Inchi: 1S/C10H7ClN2O/c11-10-6-9(3-2-8(10)7-14)13-5-1-4-12-13/h1-7H
    • InChI Key: SLALOCOMXZNERI-UHFFFAOYSA-N
    • SMILES: ClC1=C(C=O)C=CC(=C1)N1C=CC=N1

Computed Properties

  • Exact Mass: 206.02500
  • Monoisotopic Mass: 206.0246905g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 212
  • 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: 34.9
  • XLogP3: 2

Experimental Properties

  • PSA: 34.89000
  • LogP: 2.33820

2-Chloro-4-(1H-pyrazol-1-YL)benzaldehyde Security Information

2-Chloro-4-(1H-pyrazol-1-YL)benzaldehyde Customs Data

  • HS CODE:2933199090
  • Customs Data:

    China Customs Code:

    2933199090

    Overview:

    2933199090. Other structurally non fused pyrazole ring compounds. 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:

    2933199090. other compounds containing an unfused pyrazole 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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Additional information on 2-Chloro-4-(1H-pyrazol-1-YL)benzaldehyde

2-Chloro-4-(1H-pyrazol-1-YL)benzaldehyde (CAS 1186663-54-6): A Versatile Building Block in Modern Organic Synthesis

2-Chloro-4-(1H-pyrazol-1-YL)benzaldehyde (CAS 1186663-54-6) represents an important heterocyclic aldehyde compound that has gained significant attention in pharmaceutical and materials science research. This pyrazole-substituted benzaldehyde derivative serves as a crucial intermediate in the synthesis of various biologically active molecules, particularly in the development of novel kinase inhibitors and antimicrobial agents.

The molecular structure of 2-Chloro-4-(1H-pyrazol-1-YL)benzaldehyde combines a chlorobenzaldehyde core with a pyrazole substituent at the 4-position, creating unique electronic properties that make it valuable for drug discovery applications. Recent studies highlight its role in developing compounds targeting cancer therapies and neurodegenerative diseases, addressing some of the most pressing healthcare challenges today.

In material science, researchers are exploring 2-Chloro-4-(1H-pyrazol-1-YL)benzaldehyde as a precursor for organic electronic materials. Its ability to form stable complexes with transition metals makes it particularly interesting for designing OLED materials and molecular sensors. The compound's electron-withdrawing characteristics, combined with the pyrazole nitrogen's coordination ability, offer exciting possibilities in supramolecular chemistry.

The synthetic versatility of 2-Chloro-4-(1H-pyrazol-1-YL)benzaldehyde (CAS 1186663-54-6) makes it valuable for constructing complex molecular architectures. Chemists frequently employ it in cross-coupling reactions, condensation reactions, and as a building block for heterocyclic scaffolds. Its aldehyde functionality allows for diverse transformations, while the chloro substituent provides an additional handle for further functionalization.

Recent trends in green chemistry have prompted investigations into more sustainable synthesis routes for 2-Chloro-4-(1H-pyrazol-1-YL)benzaldehyde. Researchers are exploring catalytic methods and solvent-free conditions to improve the environmental profile of its production. These developments align with growing industry demands for eco-friendly chemical processes and sustainable pharmaceutical intermediates.

The pharmaceutical industry values 2-Chloro-4-(1H-pyrazol-1-YL)benzaldehyde for its role in developing small molecule therapeutics. Its structural features appear in several drug candidates currently in clinical trials, particularly those targeting protein-protein interactions and allosteric binding sites. The compound's ability to modulate biological pathways while maintaining favorable drug-like properties contributes to its importance in medicinal chemistry.

Analytical characterization of 2-Chloro-4-(1H-pyrazol-1-YL)benzaldehyde typically involves HPLC analysis, mass spectrometry, and NMR spectroscopy. These techniques ensure the compound meets the stringent purity requirements for pharmaceutical applications. Recent advances in analytical chemistry have improved detection limits and accuracy for quality control of such specialty chemicals.

The global market for 2-Chloro-4-(1H-pyrazol-1-YL)benzaldehyde reflects increasing demand from both academic research and industrial applications. Suppliers are expanding production capacities to meet growing needs in drug discovery programs and material science research. The compound's unique structural features continue to inspire innovation across multiple scientific disciplines.

Storage and handling of 2-Chloro-4-(1H-pyrazol-1-YL)benzaldehyde require standard laboratory precautions for organic compounds. Proper conditions include protection from moisture and storage at recommended temperatures to maintain stability. These handling protocols ensure the compound retains its chemical integrity for research and development purposes.

Future research directions for 2-Chloro-4-(1H-pyrazol-1-YL)benzaldehyde (CAS 1186663-54-6) include exploring its potential in catalysis, materials science, and as a scaffold for bioactive compounds. The compound's versatility ensures it will remain an important tool for chemists addressing challenges in healthcare, energy, and advanced materials development.

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