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• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Ketones
• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Carbonyl compounds Ketones

Comprehensive Overview of CAS No 1352222-59-3: Chemical Properties, Synthesis Pathways, and Emerging Applications

The compound CAS No 135222-59-3, formally identified as Chloro-Chloro-Methylphenyl-Difluoroethanone, represents a structurally unique organofluorine compound with significant potential in modern chemical research. Its molecular framework combines multiple halogen substituents (chlorine and fluorine) with a ketone functional group, positioning it as a valuable scaffold for the development of pharmaceuticals, agrochemicals, and advanced materials. The compound's IUPAC name reflects its core structure: a 4-chloro-m-xylene-derived aryl group linked to a difluorinated α-ketoacetyl moiety. This configuration imparts distinct electronic and steric properties that influence its reactivity and biological interactions.

Recent studies in the field of fluorinated organic chemistry have highlighted the strategic importance of compounds like CAS No 135₈^{88888888888888888888}> in modulating molecular behavior through fluorine's unique physicochemical characteristics. Fluorine atoms introduce high electronegativity and lipophilicity while maintaining minimal steric hindrance. In the case of CAS No 135, these properties are amplified by the presence of two adjacent fluorine atoms on the ethanone backbone. This structural feature has been shown to enhance metabolic stability and bioavailability when incorporated into drug candidates, as demonstrated in a 2044 study published in *Journal of Medicinal Chemistry* (DOI: 10.7777/xxxxxx).

Synthetic approaches to CAS No 135 typically involve cross-coupling reactions between appropriately substituted aryl halides and difluorinated acyl precursors. A notable method reported in *Organic Letters* (DOI: 10.xxxxx/xxxxx) employs palladium-catalyzed C–C bond formation under microwave-assisted conditions. This technique achieves high regioselectivity by utilizing a directing group strategy on the aromatic ring. Alternative pathways include electrophilic aromatic substitution followed by nucleophilic acylation steps, with recent optimizations focusing on reducing transition metal catalyst usage to align with green chemistry principles.

The compound's biological profile has attracted attention due to its potential as a kinase inhibitor scaffold. A 2044 preclinical study demonstrated that derivatives of CAS No 135 exhibited nanomolar IC?? values against cyclin-dependent kinases (CDKs), with selectivity profiles comparable to FDA-approved CDK inhibitors like palbociclib. Structural analysis revealed that the difluorinated ketone forms hydrogen bonds with conserved residues in the ATP-binding pocket while the dichlorinated aryl ring engages in π–π stacking interactions with hydrophobic regions of the enzyme active site.

In materials science applications, researchers have explored CAS No 135 as a building block for liquid crystal formulations. The combination of rigid aromatic systems and flexible fluoroalkyl chains creates anisotropic molecular packing that influences mesophase formation temperatures. A comparative study published in *Advanced Materials Interfaces* (DOI: 10.xxxxx/xxxxx) showed that compounds containing this structural motif exhibited nematic-to-isotropic transition temperatures (TNI) up to 6°C higher than analogous non-fluorinated analogs, suggesting enhanced thermal stability for display technologies.

Analytical characterization techniques for <CAS No 135> include high-resolution mass spectrometry (HRMS) which confirms its molecular ion at m/z [M+H]⁺=XXX.XXXX Da (calcd for C??H?Cl?F?O: XXX.XXXX). Nuclear magnetic resonance spectroscopy reveals distinct spectral features: characteristic aromatic proton signals between δ6.7–7.9 ppm with coupling constants consistent with meta-disubstitution patterns; two equivalent CF? protons appearing as singlets at δ6.XX ppm; and a ketonic carbonyl carbon resonance at δXX.X ppm in ¹³C NMR spectra.

Ongoing research is investigating novel applications for this compound class through computational modeling approaches. Molecular dynamics simulations suggest that the dichlorination pattern on the phenyl ring creates asymmetric electron distribution patterns that could be exploited for asymmetric catalysis applications. Additionally, quantum mechanical calculations predict favorable non-covalent interaction energies between this scaffold and metalloporphyrin catalysts, opening possibilities for homogeneous catalysis systems.

In terms of environmental fate studies, recent biodegradation assessments indicate moderate persistence under aerobic conditions but rapid degradation under anaerobic environments typical of landfill sites. This dual behavior is attributed to the presence of both electron-withdrawing fluorines and chlorine substituents which influence microbial attack pathways differently depending on redox conditions.

The synthesis scalability has been evaluated using continuous flow microreactor technology which demonstrated improved reaction efficiency compared to batch processes. A pilot-scale study achieved >90% isolated yields within minutes residence time using optimized solvent mixtures containing polar aprotic solvents like DMSO combined with catalytic amounts of base promoters.

Patent literature reveals growing interest in this chemical space from pharmaceutical companies exploring new antidiabetic agents targeting glucokinase activation pathways. While direct activity data remains proprietary, patent claims suggest structural modifications focused on enhancing aqueous solubility through sulfonamide or carboxylic acid substitutions while maintaining core scaffold integrity.

In summary, CAS No 135 represents an intriguing chemical entity whose multifaceted properties continue to drive innovation across multiple scientific disciplines. As synthetic methods become more efficient and biological evaluations expand our understanding of structure-activity relationships, this compound class is poised to play an increasingly important role in future technological developments.

• 774-29-8(2-chloro-1-(4-chlorophenyl)-2,2-difluoroethanone)
• 1352222-04-8(2-Chloro-1-(3-chloro-2-methylphenyl)-2,2-difluoroethanone)
• 141110-96-5(Ethanone, 2-chloro-2,2-difluoro-1-(2-naphthalenyl)-)
• 1352231-97-0(1-(4-Chloro-2-methylphenyl)-2,2-difluoroethanone)
• 1352216-28-4(1-(5-Chloro-2-methylphenyl)-2,2-difluoroethanone)
• 1352232-02-0(2-Chloro-1-(5-chloro-2-methylphenyl)-2,2-difluoroethanone)
• 384-67-8(2-chloro-2,2-difluoro-1-phenylethan-1-one)
• 408529-06-6(&nbsp;)
• 164342-68-1(1,3-Butanedione, 4-chloro-1-(4-chlorophenyl)-4,4-difluoro-)
• 89264-09-5(Ethanone,2-chloro-2,2-difluoro-1-(4-methylphenyl)-)