Cas no 1805468-22-7 (3,5-Bis(trifluoromethyl)-2-formylbenzoyl chloride)

3,5-Bis(trifluoromethyl)-2-formylbenzoyl chloride is a highly reactive aromatic acyl chloride derivative, characterized by the presence of two trifluoromethyl groups and an aldehyde functionality adjacent to the carbonyl chloride. This compound is particularly valuable in organic synthesis due to its electron-withdrawing trifluoromethyl groups, which enhance electrophilicity and facilitate nucleophilic substitution reactions. The aldehyde group further expands its utility as a bifunctional intermediate, enabling sequential derivatization. Its reactivity makes it suitable for applications in pharmaceuticals, agrochemicals, and advanced material synthesis, where precise functionalization is required. The trifluoromethyl groups also contribute to improved metabolic stability and lipophilicity in derived compounds. Proper handling under anhydrous conditions is essential due to its moisture sensitivity.
3,5-Bis(trifluoromethyl)-2-formylbenzoyl chloride structure
1805468-22-7 structure
Product Name:3,5-Bis(trifluoromethyl)-2-formylbenzoyl chloride
CAS No:1805468-22-7
MF:C10H3ClF6O2
MW:304.573043107986
CID:4963994
Update Time:2025-06-11

3,5-Bis(trifluoromethyl)-2-formylbenzoyl chloride Chemical and Physical Properties

Names and Identifiers

    • 3,5-Bis(trifluoromethyl)-2-formylbenzoyl chloride
    • Inchi: 1S/C10H3ClF6O2/c11-8(19)5-1-4(9(12,13)14)2-7(6(5)3-18)10(15,16)17/h1-3H
    • InChI Key: NBPYOAHEOHPHBB-UHFFFAOYSA-N
    • SMILES: ClC(C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1C=O)=O

Computed Properties

  • Exact Mass: 303.9725760 g/mol
  • Monoisotopic Mass: 303.9725760 g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 8
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 2
  • Complexity: 364
  • 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
  • Molecular Weight: 304.57
  • XLogP3: 3.7
  • Topological Polar Surface Area: 34.1

3,5-Bis(trifluoromethyl)-2-formylbenzoyl chloride Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A014000787-1g
3,5-Bis(trifluoromethyl)-2-formylbenzoyl chloride
1805468-22-7 97%
1g
1,534.70 USD 2021-06-22

Additional information on 3,5-Bis(trifluoromethyl)-2-formylbenzoyl chloride

Introduction to 3,5-Bis(trifluoromethyl)-2-formylbenzoyl chloride (CAS No. 1805468-22-7)

3,5-Bis(trifluoromethyl)-2-formylbenzoyl chloride is a highly specialized organic compound that has garnered significant attention in the field of pharmaceutical and chemical research due to its unique structural properties and versatile applications. This compound, identified by the chemical abstracts service number CAS No. 1805468-22-7, belongs to the class of benzoyl chlorides and features two key substituents: trifluoromethyl groups at the 3rd and 5th positions, along with a formyl group at the 2nd position. These structural elements contribute to its distinct reactivity and make it a valuable intermediate in synthetic chemistry.

The presence of multiple trifluoromethyl groups enhances the electronic properties of the molecule, making it particularly useful in designing compounds with improved metabolic stability and lipophilicity. These characteristics are highly sought after in drug development, where optimizing pharmacokinetic profiles is crucial for achieving therapeutic efficacy. The formyl group, on the other hand, serves as a reactive site for further functionalization, enabling the synthesis of more complex molecules.

In recent years, 3,5-Bis(trifluoromethyl)-2-formylbenzoyl chloride has been explored in various research avenues, particularly in medicinal chemistry. Its utility as a building block for more intricate structures has been demonstrated in the synthesis of novel bioactive molecules. For instance, studies have shown its application in generating inhibitors targeting specific enzymatic pathways involved in diseases such as cancer and inflammation.

One notable application of this compound is in the development of trifluoromethylated heterocycles, which are known for their enhanced binding affinity and selectivity towards biological targets. The trifluoromethyl group is a common pharmacophore in modern drug discovery due to its ability to modulate electronic and steric properties of molecules. Researchers have leveraged 3,5-Bis(trifluoromethyl)-2-formylbenzoyl chloride to construct libraries of compounds for high-throughput screening, aiming to identify lead candidates with promising pharmacological activity.

Furthermore, the formyl group in this compound allows for further derivatization through condensation reactions with amines or alcohols, leading to the formation of amides or esters. These derivatives have been investigated for their potential biological effects, including anti-inflammatory and antimicrobial properties. The versatility of 3,5-Bis(trifluoromethyl)-2-formylbenzoyl chloride makes it an indispensable tool in synthetic organic chemistry labs focused on developing new therapeutic agents.

The synthesis of 3,5-Bis(trifluoromethyl)-2-formylbenzoyl chloride involves multi-step organic transformations that highlight its complexity and synthetic value. Advanced synthetic methodologies, including palladium-catalyzed cross-coupling reactions and fluorination techniques, are often employed to achieve high yields and purity. These synthetic strategies not only showcase the compound's structural intricacy but also demonstrate the advancements in modern chemical synthesis.

Recent studies have also explored the role of 3,5-Bis(trifluoromethyl)-2-formylbenzoyl chloride in materials science applications. Its unique electronic properties make it a candidate for use in organic electronics, such as light-emitting diodes (OLEDs) and photovoltaic cells. The trifluoromethyl groups contribute to electron-withdrawing effects, which can influence charge transport properties in these materials. This opens up new possibilities for integrating this compound into next-generation electronic devices.

The chemical reactivity of 3,5-Bis(trifluoromethyl)-2-formylbenzoyl chloride is further highlighted by its role as an intermediate in polymer chemistry. Functionalized polymers derived from this compound exhibit enhanced thermal stability and mechanical strength due to the presence of rigid benzoyl units and electron-withdrawing trifluoromethyl groups. Such polymers are being explored for applications in aerospace, automotive industries, and advanced coatings.

In conclusion,3,5-Bis(trifluoromethyl)-2-formylbenzoyl chloride (CAS No. 1805468-22-7) is a multifaceted compound with broad applications across pharmaceuticals、materials science,and polymer chemistry。 Its unique structural features,including multiple trifluoromethyl groups and a reactive formyl group,make it a valuable intermediate for synthesizing complex molecules with desired biological activities。 As research continues to uncover new applications,the importance of this compound is expected to grow,driving innovation across multiple scientific disciplines。

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