Cas no 244103-25-1 (2-Propenoic acid, 3-[2-(2-naphthalenylmethyl)phenyl]-, (2E)-)

2-Propenoic acid, 3-[2-(2-naphthalenylmethyl)phenyl]-, (2E)- is an unsaturated carboxylic acid derivative featuring a naphthalene-substituted phenyl group. This compound is structurally characterized by its conjugated double bond (E-configuration) and aromatic functionalities, which may impart unique reactivity in polymerization or cross-linking applications. The presence of both naphthalene and phenyl groups suggests potential utility in organic synthesis, particularly as a monomer for specialty polymers or as an intermediate in fine chemical production. Its rigid aromatic backbone could enhance thermal stability and optical properties in derived materials. The compound’s structure allows for further functionalization, making it a versatile building block in advanced material design.
2-Propenoic acid, 3-[2-(2-naphthalenylmethyl)phenyl]-, (2E)- structure
244103-25-1 structure
Product Name:2-Propenoic acid, 3-[2-(2-naphthalenylmethyl)phenyl]-, (2E)-
CAS No:244103-25-1
MF:C20H16O2
MW:288.339845657349
CID:1418512
PubChem ID:9817405
Update Time:2025-06-07

2-Propenoic acid, 3-[2-(2-naphthalenylmethyl)phenyl]-, (2E)- Chemical and Physical Properties

Names and Identifiers

    • 2-Propenoic acid, 3-[2-(2-naphthalenylmethyl)phenyl]-, (2E)-
    • 3-(2-(naphthalen-2-ylmethyl)phenyl)acrylic acid
    • (E)-3-(2-(Naphthalen-2-ylmethyl)phenyl)acrylicacid
    • (E)-3-(2-Naphthalen-2-ylmethyl-phenyl)-acrylic acid
    • F84388
    • SCHEMBL7922112
    • SCHEMBL7922115
    • (E)-3-[2-(naphthalen-2-ylmethyl)phenyl]prop-2-enoic Acid
    • PD180793
    • CHEMBL423815
    • 244103-25-1
    • BDBM50097792
    • (E)-3-(2-(NAPHTHALEN-2-YLMETHYL)PHENYL)ACRYLIC ACID
    • Inchi: 1S/C20H16O2/c21-20(22)12-11-17-6-2-4-8-19(17)14-15-9-10-16-5-1-3-7-18(16)13-15/h1-13H,14H2,(H,21,22)/b12-11+
    • InChI Key: MOLQZQYMXCCLHS-VAWYXSNFSA-N
    • SMILES: OC(/C=C/C1C=CC=CC=1CC1C=CC2C=CC=CC=2C=1)=O

Computed Properties

  • Exact Mass: 288.115029749g/mol
  • Monoisotopic Mass: 288.115029749g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 22
  • Rotatable Bond Count: 4
  • Complexity: 401
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 1
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 5
  • Topological Polar Surface Area: 37.3?2

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Additional information on 2-Propenoic acid, 3-[2-(2-naphthalenylmethyl)phenyl]-, (2E)-

2-Propenoic acid, 3-[2-(2-naphthalenylmethyl)phenyl]-, (2E)- (CAS No. 244103-25-1)

2-Propenoic acid, 3-[2-(2-naphthalenylmethyl)phenyl]-, (2E)- (CAS No. 244103-25-1) is a specialized compound that has garnered significant attention in the fields of organic chemistry and medicinal chemistry due to its unique structural properties and potential applications. This compound belongs to the class of α,β-unsaturated carboxylic acids and is characterized by its extended conjugated system, which imparts specific electronic and steric properties.

The (2E)- configuration of the double bond in the 2-Propenoic acid backbone is crucial for its reactivity and biological activity. The presence of the 3-[2-(2-naphthalenylmethyl)phenyl] substituent further enhances its complexity and functionality. This substituent introduces a bulky aromatic moiety that can influence the compound's solubility, stability, and interaction with biological targets.

Recent studies have explored the potential of 2-Propenoic acid, 3-[2-(2-naphthalenylmethyl)phenyl]-, (2E)- in various applications. One notable area of research is its use as an intermediate in the synthesis of pharmaceuticals. The compound's structural features make it an attractive starting material for the development of drugs targeting specific receptors or enzymes. For instance, researchers have investigated its potential as a precursor for small molecules that can modulate G protein-coupled receptors (GPCRs), which are key targets in drug discovery for conditions such as cardiovascular diseases, neurological disorders, and cancer.

In addition to its role in drug discovery, 2-Propenoic acid, 3-[2-(2-naphthalenylmethyl)phenyl]-, (2E)- has been studied for its photophysical properties. The extended conjugated system allows for efficient light absorption and emission, making it a promising candidate for applications in photodynamic therapy (PDT). PDT is a non-invasive treatment modality that uses light to activate photosensitizers, leading to the generation of reactive oxygen species (ROS) that can selectively destroy cancer cells.

The synthesis of 2-Propenoic acid, 3-[2-(2-naphthalenylmethyl)phenyl]-, (2E)- involves several steps that require precise control over reaction conditions to ensure the desired stereochemistry and regioselectivity. Common synthetic routes include the condensation of appropriate aldehydes or ketones with substituted acrylates or acrylic acids, followed by selective functional group manipulations. Recent advancements in catalytic methods have improved the efficiency and yield of these syntheses, making them more accessible for large-scale production.

From a safety perspective, 2-Propenoic acid, 3-[2-(2-naphthalenylmethyl)phenyl]-, (2E)- should be handled with care in laboratory settings due to its potential reactivity with certain chemicals. Proper personal protective equipment (PPE) and adherence to standard safety protocols are essential to ensure safe handling and storage. Additionally, environmental considerations should be taken into account when disposing of any waste materials generated during synthesis or use.

In conclusion, 2-Propenoic acid, 3-[2-(2-naphthalenylmethyl)phenyl]-, (2E)- (CAS No. 244103-25-1) is a versatile compound with significant potential in both research and industrial applications. Its unique structural features make it an important molecule for further exploration in areas such as drug discovery, photophysical studies, and materials science. As research continues to advance, it is likely that new applications and insights will emerge, further solidifying its importance in the scientific community.

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