Cas no 61343-99-5 (4-(4-Chlorophenoxy)benzaldehyde)

4-(4-Chlorophenoxy)benzaldehyde is a versatile aromatic aldehyde compound characterized by the presence of a chlorophenoxy substituent on the benzaldehyde core. This structural feature enhances its reactivity, making it a valuable intermediate in organic synthesis, particularly for the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. The compound exhibits favorable stability under standard conditions and demonstrates selective reactivity in condensation and nucleophilic addition reactions. Its well-defined molecular structure allows for precise functionalization, enabling applications in the development of complex organic frameworks. The chlorophenoxy group further contributes to its utility in cross-coupling and heterocyclic synthesis, offering synthetic chemists a reliable building block for targeted molecular design.
4-(4-Chlorophenoxy)benzaldehyde structure
61343-99-5 structure
Product Name:4-(4-Chlorophenoxy)benzaldehyde
CAS No:61343-99-5
MF:C13H9ClO2
MW:232.66236281395
MDL:MFCD01631895
CID:90100
PubChem ID:87558382
Update Time:2025-05-19

4-(4-Chlorophenoxy)benzaldehyde Chemical and Physical Properties

Names and Identifiers

    • 4-(4-Chlorophenoxy)benzaldehyde
    • 4-(4-chlorophoxy)benzaldehyde
    • 4-Chloro-4'-formyldiphenyl Ether
    • BLCXBCYVCDPFEU-UHFFFAOYSA-
    • BLCXBCYVCDPFEU-UHFFFAOYSA-N
    • 4-(4-chloranylphenoxy)benzaldehyde
    • Benzaldehyde,4-(4-chlorophenoxy)-
    • AR1934
    • KM0497
    • 5441AH
    • VZ28793
    • TZ000968
    • TC
    • A833176
    • SY049529
    • CS-0038685
    • SCHEMBL2267829
    • 4-(4-Chlorophenoxy)benzaldehyde, 97%
    • FT-0640748
    • 61343-99-5
    • CHEMBL1933311
    • AKOS000260170
    • C2006
    • InChI=1/C13H9ClO2/c14-11-3-7-13(8-4-11)16-12-5-1-10(9-15)2-6-12/h1-9H
    • DTXSID20397323
    • MFCD01631895
    • DTXCID10348182
    • DB-053849
    • MDL: MFCD01631895
    • Inchi: 1S/C13H9ClO2/c14-11-3-7-13(8-4-11)16-12-5-1-10(9-15)2-6-12/h1-9H
    • InChI Key: BLCXBCYVCDPFEU-UHFFFAOYSA-N
    • SMILES: ClC1C=CC(=CC=1)OC1C=CC(C=O)=CC=1

Computed Properties

  • Exact Mass: 232.02900
  • Monoisotopic Mass: 232.029
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 3
  • Complexity: 216
  • 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
  • XLogP3: 3.6
  • Topological Polar Surface Area: 26.3
  • Surface Charge: 0
  • Tautomer Count: nothing

Experimental Properties

  • Color/Form: Solid
  • Density: 1.3±0.1 g/cm3
  • Melting Point: 53.0 to 57.0 deg-C
  • Boiling Point: 181°C/2.5mmHg(lit.)
  • Flash Point: 146.8±21.3 °C
  • Refractive Index: 1.618
  • PSA: 26.30000
  • LogP: 3.94480
  • Vapor Pressure: 0.0±0.8 mmHg at 25°C

4-(4-Chlorophenoxy)benzaldehyde Security Information

4-(4-Chlorophenoxy)benzaldehyde Customs Data

  • HS CODE:2913000090
  • Customs Data:

    China Customs Code:

    2913000090

    Overview:

    2913000090 Item2912Other derivatives of the listed products [refer to halogenation,sulfonation,Nitrosative or nitrosative derivatives]. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:5.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    HS: 2913000090 halogenated, sulphonated, nitrated or nitrosated derivatives of products of heading 2912 Educational tariff:17.0% Tax rebate rate:9.0% Regulatory conditions:none Most favored nation tariff:5.5% General tariff:30.0%

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4-(4-Chlorophenoxy)benzaldehyde Production Method

Additional information on 4-(4-Chlorophenoxy)benzaldehyde

Introduction to 4-(4-Chlorophenoxy)benzaldehyde (CAS No. 61343-99-5)

4-(4-Chlorophenoxy)benzaldehyde, identified by the Chemical Abstracts Service Number (CAS No.) 61343-99-5, is a significant organic compound widely utilized in the field of pharmaceutical research and chemical synthesis. This compound belongs to the class of aromatic aldehydes, characterized by a benzaldehyde moiety attached to a 4-chlorophenoxy group. The presence of the chloro substituent on the phenyl ring enhances its reactivity and makes it a valuable intermediate in the development of various chemical entities.

The structural features of 4-(4-Chlorophenoxy)benzaldehyde contribute to its versatility in synthetic chemistry. The benzaldehyde group serves as a common pharmacophore in medicinal chemistry, often participating in hydrogen bonding interactions and influencing the binding affinity of drug candidates. Meanwhile, the 4-chlorophenoxy moiety introduces electronic and steric effects that can modulate the compound's biological activity. This combination makes it an attractive building block for designing novel molecules with potential therapeutic applications.

In recent years, 4-(4-Chlorophenoxy)benzaldehyde has garnered attention in academic and industrial research due to its role as a precursor in synthesizing bioactive compounds. One notable area of interest is its application in the development of kinase inhibitors, which are crucial in treating cancers and inflammatory diseases. The chloro group on the phenyl ring facilitates nucleophilic substitution reactions, enabling the introduction of diverse functional groups that can enhance target specificity.

Moreover, studies have explored the use of 4-(4-Chlorophenoxy)benzaldehyde in constructing heterocyclic scaffolds, which are prevalent in many pharmacologically active agents. By reacting this compound with various nitrogen-containing reagents, researchers can generate pyridines, quinolines, and other nitrogen-rich heterocycles known for their broad spectrum of biological activities. These heterocycles have been investigated for their potential as antimicrobial, antiviral, and anti-inflammatory agents.

The pharmaceutical industry has also leveraged 4-(4-Chlorophenoxy)benzaldehyde in the synthesis of nonsteroidal anti-inflammatory drugs (NSAIDs). The aldehyde functionality allows for condensation reactions with hydroxamic acids or amidines, yielding derivatives with enhanced anti-inflammatory properties. Such derivatives are being evaluated for their efficacy in reducing pain and inflammation while minimizing gastrointestinal side effects associated with traditional NSAIDs.

Recent advancements in green chemistry have prompted investigations into sustainable synthetic routes for 4-(4-Chlorophenoxy)benzaldehyde. Researchers are exploring catalytic methods that reduce waste and improve yields, aligning with global efforts to minimize environmental impact. For instance, transition metal-catalyzed cross-coupling reactions have been employed to construct the 4-chlorophenoxy group efficiently from simpler precursors. These methods not only enhance atom economy but also offer scalability for industrial production.

The compound's utility extends beyond pharmaceuticals into agrochemical research. Derivatives of 4-(4-Chlorophenoxy)benzaldehyde have been investigated as intermediates for herbicides and fungicides due to their ability to interfere with essential metabolic pathways in plants and fungi. The chloro group's electron-withdrawing nature enhances the reactivity of adjacent functional groups, allowing for fine-tuning of biological activity against specific targets.

In conclusion, 4-(4-Chlorophenoxy)benzaldehyde (CAS No. 61343-99-5) is a multifaceted compound with significant applications across multiple domains of chemical research. Its structural features make it a valuable intermediate for synthesizing biologically active molecules, particularly in pharmaceuticals and agrochemicals. As research continues to evolve, new methodologies and applications for this compound are expected to emerge, further solidifying its importance in synthetic chemistry and drug discovery.

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