Cas no 2707-23-5 (2-Chloro-N-4-(trifluoromethyl)phenylacetamide)

2-Chloro-N-4-(trifluoromethyl)phenylacetamide is a halogenated acetamide derivative featuring a trifluoromethylphenyl substituent. This compound is of interest in synthetic organic chemistry due to its reactive chloroacetamide group, which facilitates further functionalization, making it a versatile intermediate for pharmaceuticals, agrochemicals, and specialty chemicals. The trifluoromethyl group enhances lipophilicity and metabolic stability, contributing to its utility in the development of bioactive molecules. Its well-defined structure and purity ensure consistent performance in coupling reactions and nucleophilic substitutions. Suitable for controlled reactions under standard laboratory conditions, it is commonly employed in the synthesis of heterocycles and advanced intermediates. Proper handling and storage are recommended due to its reactive nature.
2-Chloro-N-4-(trifluoromethyl)phenylacetamide structure
2707-23-5 structure
Product Name:2-Chloro-N-4-(trifluoromethyl)phenylacetamide
CAS No:2707-23-5
MF:C9H7ClF3NO
MW:237.60619187355
MDL:MFCD00084933
CID:43345
PubChem ID:2736464
Update Time:2025-05-25

2-Chloro-N-4-(trifluoromethyl)phenylacetamide Chemical and Physical Properties

Names and Identifiers

    • 2-Chloro-N-(4-(trifluoromethyl)phenyl)acetamide
    • 2-Chloro-N-[4-(trifluoromethyl)phenyl]acetamide
    • JS-103C
    • Z87002368
    • J-509072
    • EN300-01749
    • N-(Chloroacetyl)-4-(trifluoromethyl)aniline
    • BB 0243344
    • 2-chloranyl-N-[4-(trifluoromethyl)phenyl]ethanamide
    • SY062461
    • FT-0634453
    • MFCD00084933
    • SCHEMBL4008934
    • AKOS000103576
    • 2-Chloro-N-(4-trifluoromethylphenyl)acetamide
    • N-(4-trifluoromethylphenyl)-2-chloroacetamide
    • 2-Chloro-N-(4-trifluoromethyl-phenyl)-acetam ide
    • A818906
    • DTXSID50371378
    • 2707-23-5
    • D86110
    • CS-0307537
    • n-chloroacetyl-4-(trifluoromethyl)aniline
    • BBL007177
    • STK401413
    • ALBB-002419
    • DB-047154
    • 2-Chloro-N-4-(trifluoromethyl)phenylacetamide
    • MDL: MFCD00084933
    • Inchi: 1S/C9H7ClF3NO/c10-5-8(15)14-7-3-1-6(2-4-7)9(11,12)13/h1-4H,5H2,(H,14,15)
    • InChI Key: BHXKHTOSJBCCMU-UHFFFAOYSA-N
    • SMILES: ClCC(NC1C=CC(C(F)(F)F)=CC=1)=O

Computed Properties

  • Exact Mass: 237.01700
  • Monoisotopic Mass: 237.0168260g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 4
  • Complexity: 224
  • 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
  • Surface Charge: 0
  • Tautomer Count: 3
  • XLogP3: nothing
  • Topological Polar Surface Area: 29.1?2

Experimental Properties

  • Color/Form: Not available
  • Density: 1.4±0.1 g/cm3
  • Melting Point: 158 °C
  • Boiling Point: 333.5±42.0 °C at 760 mmHg
  • Flash Point: 155.5±27.9 °C
  • PSA: 29.10000
  • LogP: 2.95570
  • Solubility: Not available
  • Vapor Pressure: 0.0±0.7 mmHg at 25°C

2-Chloro-N-4-(trifluoromethyl)phenylacetamide Security Information

2-Chloro-N-4-(trifluoromethyl)phenylacetamide Pricemore >>

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Additional information on 2-Chloro-N-4-(trifluoromethyl)phenylacetamide

Professional Introduction to Compound with CAS No 2707-23-5 and Product Name: 2-Chloro-N-4-(trifluoromethyl)phenylacetamide

The compound with the CAS number 2707-23-5 and the product name 2-Chloro-N-4-(trifluoromethyl)phenylacetamide represents a significant area of interest in the field of pharmaceutical chemistry. This compound, characterized by its unique structural and chemical properties, has garnered attention for its potential applications in drug development and medicinal chemistry. The presence of both chloro and trifluoromethyl substituents in its molecular structure imparts distinct reactivity and functionality, making it a valuable candidate for further exploration.

In recent years, the pharmaceutical industry has witnessed a surge in the development of novel compounds that incorporate fluorine atoms, particularly in the form of trifluoromethyl groups. These groups are known to enhance metabolic stability, binding affinity, and overall pharmacological activity of drug candidates. The 2-Chloro-N-4-(trifluoromethyl)phenylacetamide molecule exemplifies this trend, as it combines the benefits of chloro substitution with the potent effects of the trifluoromethyl moiety.

One of the most compelling aspects of this compound is its versatility in synthetic chemistry. The chloro group serves as a versatile handle for further functionalization, allowing chemists to explore a wide range of derivatives. This flexibility is particularly useful in medicinal chemistry, where structural modifications can significantly impact biological activity. Moreover, the phenylacetamide core is a well-established scaffold in drug design, known for its role in various therapeutic areas.

Recent studies have highlighted the importance of 2-Chloro-N-4-(trifluoromethyl)phenylacetamide in the development of novel therapeutic agents. For instance, researchers have investigated its potential as an intermediate in the synthesis of kinase inhibitors, which are crucial in treating cancers and inflammatory diseases. The trifluoromethyl group, in particular, has been shown to improve the binding affinity of these inhibitors to their target enzymes, thereby enhancing their efficacy.

Another area where this compound has shown promise is in the development of antimicrobial agents. The combination of chloro and trifluoromethyl substituents is known to confer enhanced activity against resistant bacterial strains. This is particularly relevant in today's healthcare landscape, where antibiotic resistance poses a significant challenge. By leveraging the structural features of 2-Chloro-N-4-(trifluoromethyl)phenylacetamide, scientists are exploring new strategies to combat this issue.

The synthesis of 2-Chloro-N-4-(trifluoromethyl)phenylacetamide involves a series of well-defined chemical transformations that highlight its synthetic accessibility. The process typically begins with the preparation of 4-trifluoromethylbenzoic acid, which is then converted into its corresponding acetyl chloride derivative. This intermediate undergoes nucleophilic substitution with amide-forming reagents to yield the final product. The reaction conditions are carefully optimized to ensure high yields and purity, making it suitable for industrial-scale production.

From a mechanistic standpoint, the reactivity of 2-Chloro-N-4-(trifluoromethyl)phenylacetamide can be attributed to the electronic properties of its substituents. The chloro group is an excellent leaving group, facilitating various substitution reactions under mild conditions. Meanwhile, the trifluoromethyl group exerts an electron-withdrawing effect through hyperconjugation and induction, influencing both acid-base properties and reaction pathways.

In conclusion, 2-Chloro-N-4-(trifluoromethyl)phenylacetamide represents a promising compound with significant potential in pharmaceutical research and drug development. Its unique structural features make it a valuable building block for synthesizing novel therapeutic agents targeting various diseases. As research continues to uncover new applications for this compound, it is likely to play an increasingly important role in shaping the future of medicinal chemistry.

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