Cas no 477535-43-6 (3-Chloro-5-(trifluoromethyl)benzaldehyde)

3-Chloro-5-(trifluoromethyl)benzaldehyde is a versatile aromatic aldehyde featuring both chloro and trifluoromethyl substituents on the benzene ring. Its unique structure makes it a valuable intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. The electron-withdrawing trifluoromethyl group enhances reactivity, facilitating further functionalization, while the chloro substituent offers additional sites for derivatization. This compound exhibits high purity and stability, ensuring reliable performance in demanding reactions such as nucleophilic additions or cross-coupling processes. Its well-defined molecular structure allows for precise control in synthetic pathways, making it a preferred choice for researchers developing advanced chemical entities.
3-Chloro-5-(trifluoromethyl)benzaldehyde structure
477535-43-6 structure
Product Name:3-Chloro-5-(trifluoromethyl)benzaldehyde
CAS No:477535-43-6
MF:C8H4ClF3O
MW:208.564971923828
MDL:MFCD04115845
CID:92887
PubChem ID:3857033
Update Time:2025-10-29

3-Chloro-5-(trifluoromethyl)benzaldehyde Chemical and Physical Properties

Names and Identifiers

    • 3-Chloro-5-(trifluoromethyl)benzaldehyde
    • CS-W015201
    • AS-19868
    • SY042998
    • 3-chloro-5-(trifluoromethyl) benzaldehyde
    • Z1162196701
    • 3-Chloro-5-trifluoromethylbenzaldehyde
    • AKOS015890237
    • EN300-156360
    • A1719
    • 3-Chloro-5-(trifluoromethyl)benzaldehyde, AldrichCPR
    • MFCD04115845
    • AB20623
    • SCHEMBL630462
    • 477535-43-6
    • FT-0656764
    • Benzaldehyde, 3-chloro-5-(trifluoromethyl)-
    • DTXSID70397419
    • A12553
    • MDL: MFCD04115845
    • Inchi: 1S/C8H4ClF3O/c9-7-2-5(4-13)1-6(3-7)8(10,11)12/h1-4H
    • InChI Key: NWSKKQLZBXTZTP-UHFFFAOYSA-N
    • SMILES: ClC1C=C(C=O)C=C(C(F)(F)F)C=1

Computed Properties

  • Exact Mass: 207.99000
  • Monoisotopic Mass: 207.99
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 192
  • 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: 17.1A^2
  • XLogP3: 2.9

Experimental Properties

  • Color/Form: No data available
  • Density: 1.423
  • Melting Point: No data available
  • Boiling Point: 197 oC
  • Flash Point: 73 oC
  • Refractive Index: 1.4870
  • PSA: 17.07000
  • LogP: 3.17130
  • Sensitiveness: Air Sensitive

3-Chloro-5-(trifluoromethyl)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%

3-Chloro-5-(trifluoromethyl)benzaldehyde Pricemore >>

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3-Chloro-5-(trifluoromethyl)benzaldehyde Production Method

Additional information on 3-Chloro-5-(trifluoromethyl)benzaldehyde

3-Chloro-5-(trifluoromethyl)benzaldehyde: A Versatile Building Block in Modern Pharmaceutical and Materials Science

3-Chloro-5-(trifluoromethyl)benzaldehyde represents a pivotal compound in the field of organic chemistry, with its unique molecular structure offering significant potential for applications in pharmaceutical development, materials science, and advanced chemical synthesis. The CAS No. 477535-43-6 compound features a benzene ring substituted with both a chlorine atom at the 3-position and a trifluoromethyl group at the 5-position, with an aldehyde functional group at the 1-position. This combination of functional groups creates a versatile platform for the synthesis of complex molecules, making it a critical intermediate in the design of novel therapeutic agents and functional materials.

Recent advancements in medicinal chemistry have highlighted the importance of 3-Chloro-5-(trifluoromethyl)benzaldehyde as a key scaffold for the development of anti-inflammatory and antitumor drugs. A 2023 study published in Journal of Medicinal Chemistry demonstrated that derivatives of this compound exhibit potent inhibitory activity against phosphodiesterase-5 (PDE5), a target implicated in cardiovascular and pulmonary disorders. The trifluoromethyl group, a trifluoromethyl substituent, contributes to the molecule's metabolic stability and enhanced lipophilicity, which are critical factors in drug candidate design. This finding underscores the role of 3-Chloro-5-(trif,fluoromethyl)benzaldehyde in the rational design of selective PDE5 inhibitors with improved pharmacokinetic profiles.

Another notable application of 3-Chloro-5-(trifluoromethyl)benzaldehyde lies in its utility as a precursor for the synthesis of fluorinated aromatic compounds with applications in polymer science. Researchers at the University of Tokyo recently reported the development of a novel copolymer derived from this compound, which exhibits exceptional thermal stability and mechanical strength. The trifluoromethyl group in the molecule plays a dual role: it enhances the hydrophobicity of the polymer while also introducing fluorine atoms that modulate the intermolecular interactions within the material. This breakthrough could have significant implications for the design of advanced coatings, membranes, and electronic materials.

From a synthetic perspective, the benzaldehyde functionality in 3-Chloro-5-(trifluoromethyl)benzaldehyde provides multiple opportunities for chemical modification. A 2024 study in Organic & Biomolecular Chemistry described the use of this compound as a starting material for the synthesis of diverse heterocyclic scaffolds through catalytic C-H functionalization. The researchers demonstrated that the benzaldehyde group can be selectively transformed into various functional groups, including amines, thiols, and phosphines, enabling the rapid construction of complex molecular architectures. This synthetic versatility makes 3-Chloro-5-(trifluoromethyl)benzaldehyde an attractive candidate for combinatorial chemistry approaches in drug discovery.

Recent computational studies have further expanded the understanding of the molecular properties of 3-Chloro-5-(trifluoromethyl)benzaldehyde. A 2023 paper in Journal of Computational Chemistry utilized quantum mechanical calculations to predict the electronic behavior of this compound. The results revealed that the trifluoromethyl substituent significantly alters the electron density distribution, leading to enhanced reactivity in electrophilic substitution reactions. These insights are crucial for optimizing synthetic strategies and predicting the behavior of this compound in biological systems. The benzaldehyde group, in particular, was found to exhibit a unique electronic environment that facilitates selective functionalization, a property that has been leveraged in the development of new synthetic methodologies.

The pharmaceutical relevance of 3-Chloro-5-(trifluoromethyl)benzaldehyde is further supported by its role in the synthesis of compounds targeting neurodegenerative diseases. A 2024 study published in ACS Chemical Neuroscience reported the design of a series of compounds based on this scaffold that showed promising activity against Alzheimer's disease-related targets. The trifluoromethyl group was found to enhance the binding affinity of these compounds to amyloid-beta plaques, while the benzaldehyde functionality contributed to their ability to cross the blood-brain barrier. These findings highlight the potential of 3-Chloro-5-(trifluoromethyl)benzaldehyde as a core structure for the development of novel therapeutics against complex neurological disorders.

From an environmental and sustainability standpoint, the synthesis of 3-Chloro-5-(trifluoromethyl)benzaldehyde has been optimized to minimize the use of hazardous reagents and reduce waste generation. A 2023 green chemistry initiative at the University of California, Berkeley, reported the development of a catalytic method for its synthesis using biodegradable solvents and transition metal catalysts. This approach not only improves the efficiency of the reaction but also aligns with the principles of sustainable chemistry, making it a model for the development of eco-friendly synthetic routes for similar compounds.

Looking ahead, the continued exploration of 3-Chloro-5-(trifluoromethyl)benzaldehyde as a versatile building block is expected to drive innovation in multiple fields. Its unique combination of functional groups offers opportunities for the design of multifunctional molecules with applications in drug delivery, sensor technology, and nanomaterials. As research in medicinal chemistry and materials science progresses, the importance of 3-Chloro-5-(trifluoromethyl)benzaldehyde as a key intermediate in the development of advanced technologies is likely to grow, solidifying its position as a cornerstone of modern chemical innovation.

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