Cas no 1261919-35-0 (2-Chloro-5-(3-cyanophenyl)phenol)

2-Chloro-5-(3-cyanophenyl)phenol is a specialized aromatic compound featuring a phenol core substituted with a chloro group at the 2-position and a 3-cyanophenyl moiety at the 5-position. This structure imparts unique reactivity, making it valuable as an intermediate in organic synthesis, particularly in pharmaceuticals and agrochemicals. The presence of both electron-withdrawing (cyano, chloro) and electron-donating (phenolic hydroxyl) groups enhances its utility in cross-coupling reactions and functional group transformations. Its high purity and stability under standard conditions ensure consistent performance in research and industrial applications. This compound is particularly suited for constructing complex molecular frameworks requiring precise substitution patterns.
2-Chloro-5-(3-cyanophenyl)phenol structure
1261919-35-0 structure
Product Name:2-Chloro-5-(3-cyanophenyl)phenol
CAS No:1261919-35-0
MF:C13H8ClNO
MW:229.661722183228
MDL:MFCD18315449
CID:2621897
PubChem ID:53221188
Update Time:2025-08-05

2-Chloro-5-(3-cyanophenyl)phenol Chemical and Physical Properties

Names and Identifiers

    • 4'-Chloro-3'-hydroxy[1,1'-biphenyl]-3-carbonitrile
    • 2-Chloro-5-(3-cyanophenyl)phenol, 95%
    • 1261919-35-0
    • DTXSID30685849
    • MFCD18315449
    • 2-CHLORO-5-(3-CYANOPHENYL)PHENOL
    • AKOS017557927
    • 2-Chloro-5-(3-cyanophenyl)phenol
    • MDL: MFCD18315449
    • Inchi: 1S/C13H8ClNO/c14-12-5-4-11(7-13(12)16)10-3-1-2-9(6-10)8-15/h1-7,16H
    • InChI Key: ISZLOOCVAMNNQL-UHFFFAOYSA-N
    • SMILES: ClC1C=CC(=CC=1O)C1C=CC=C(C#N)C=1

Computed Properties

  • Exact Mass: 229.0294416Da
  • Monoisotopic Mass: 229.0294416Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 1
  • Complexity: 285
  • 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: 3.5
  • Topological Polar Surface Area: 44?2

2-Chloro-5-(3-cyanophenyl)phenol Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
abcr
AB321634-5 g
2-Chloro-5-(3-cyanophenyl)phenol, 95%; .
1261919-35-0 95%
5g
€1,159.00 2022-08-31
abcr
AB321634-5g
2-Chloro-5-(3-cyanophenyl)phenol, 95%; .
1261919-35-0 95%
5g
€1159.00 2024-04-20

Additional information on 2-Chloro-5-(3-cyanophenyl)phenol

2-Chloro-5-(3-cyanophenyl)phenol and Its Role in Modern Pharmaceutical Research

2-Chloro-5-(3-cyanophenyl)phenol, with the chemical structure 2-Chloro-5-(3-cyanophenyl)phenol, is a multifunctional aromatic compound that has garnered significant attention in recent years due to its unique chemical properties and potential applications in pharmaceutical and materials science. This compound, identified by the CAS number 1261919-35-0, is characterized by its combination of hydroxyl, chlorine, and cyano functional groups, which contribute to its diverse reactivity and biological activity. Researchers have increasingly explored its utility in drug discovery, catalytic processes, and functional materials, driven by advancements in synthetic methodologies and analytical techniques.

The 2-Chloro-5-(3-cyanophenyl)phenol molecule is composed of a phenol ring substituted with a chlorine atom at the 2-position and a 3-cyanophenyl group at the 5-position. The phenol ring provides hydrophilic characteristics, while the cyano group introduces strong electron-withdrawing effects, influencing the molecule’s reactivity and stability. These features make it a promising candidate for applications in medicinal chemistry, particularly in the development of anti-inflammatory and antimicrobial agents. Recent studies have highlighted its potential as a scaffold for designing bioactive molecules with enhanced pharmacokinetic profiles.

One of the most notable advancements in the field is the synthesis of 2-Chloro-5-(3-cyanophenyl)phenol through efficient catalytic methods. A 2023 study published in Journal of Organic Chemistry demonstrated the use of transition-metal catalysts to achieve high-yield production of this compound under mild conditions. This approach not only reduces energy consumption but also minimizes the formation of byproducts, aligning with the principles of green chemistry. The ability to produce 2-Chloro-5-(3-cyanophenyl)phenol in pure form is critical for its application in pharmaceutical formulations, where purity and consistency are paramount.

Recent research has also focused on the biological activities of 2-Chloro-5-(3-cyanophenyl)phenol. In vitro studies have shown its potential as an anti-inflammatory agent, with mechanisms involving the inhibition of pro-inflammatory cytokine production. A 2024 paper in Pharmaceutical Research reported that derivatives of 2-Chloro-5-(3-cyanophenyl)phenol exhibit selective inhibition of NF-κB pathways, which are central to inflammatory responses. These findings suggest that 2-Chloro-5-(3-cyanophenyl)phenol could serve as a lead compound for the development of novel anti-inflammatory drugs, particularly for conditions such as rheumatoid arthritis and inflammatory bowel disease.

Another area of interest is the application of 2-Chloro-5-(3-cyanophenyl)phenol in materials science. Its aromatic structure and functional groups make it suitable for use in polymer chemistry, where it can act as a monomer or modifier. A 2023 study in Advanced Materials explored its role in the synthesis of conductive polymers, highlighting its ability to enhance charge transport properties. This application is particularly relevant for the development of flexible electronics and energy storage devices, where materials with high conductivity and stability are required.

The 2-Chloro-5-(3-cyanophenyl)phenol molecule also demonstrates potential in the field of antimicrobial research. Due to its ability to disrupt microbial cell membranes, it has been investigated as a candidate for combating antibiotic-resistant strains. A 2024 study in Antimicrobial Agents and Chemotherapy found that 2-Chloro-5-(3-cyanophenyl)phenol exhibits broad-spectrum antimicrobial activity against both Gram-positive and Gram-negative bacteria. This property is attributed to its hydrophobic interactions with lipid membranes, which facilitate membrane permeabilization and subsequent cell death. These findings underscore its potential as an alternative to traditional antibiotics in the fight against drug-resistant pathogens.

Despite its promising applications, the 2-Chloro-5-(3-cyanophenyl)phenol molecule faces challenges in terms of scalability and environmental impact. While its synthesis has been optimized for industrial production, further research is needed to ensure its compatibility with sustainable practices. Additionally, the long-term effects of 2-Chloro-5-(3-cyanophenyl)phenol on human health and the environment require thorough investigation, particularly as its use expands into new therapeutic and industrial domains.

Overall, 2-Chloro-5-(3-cyanophenyl)phenol represents a significant advancement in the field of chemical science, with its unique structure enabling a wide range of applications. Its role in pharmaceutical research, materials science, and antimicrobial development highlights the importance of continued exploration into its properties and potential. As new synthetic methods and analytical techniques emerge, the 2-Chloro-5-(3-cyanophenyl)phenol molecule is poised to play a pivotal role in shaping the future of chemical innovation.

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