Cas no 178876-99-8 (2-Naphthalenecarboxylic acid, 7-bromo-4-hydroxy-, ethyl ester)

2-Naphthalenecarboxylic acid, 7-bromo-4-hydroxy-, ethyl ester is a brominated naphthalene derivative with a hydroxy and ester functional group, making it a versatile intermediate in organic synthesis. Its structure allows for further functionalization, particularly in pharmaceutical and agrochemical applications. The bromine substituent enhances reactivity for cross-coupling reactions, while the ethyl ester group improves solubility in organic solvents. The hydroxy group offers additional modification potential, such as etherification or further derivatization. This compound is particularly useful in the development of dyes, fluorescent probes, and bioactive molecules. Its well-defined reactivity profile and stability under standard conditions make it a reliable building block for research and industrial applications.
2-Naphthalenecarboxylic acid, 7-bromo-4-hydroxy-, ethyl ester structure
178876-99-8 structure
Product Name:2-Naphthalenecarboxylic acid, 7-bromo-4-hydroxy-, ethyl ester
CAS No:178876-99-8
MF:C13H11BrO3
MW:295.128643274307
CID:832463
PubChem ID:10613762
Update Time:2025-06-07

2-Naphthalenecarboxylic acid, 7-bromo-4-hydroxy-, ethyl ester Chemical and Physical Properties

Names and Identifiers

    • 2-Naphthalenecarboxylic acid, 7-bromo-4-hydroxy-, ethyl ester
    • 7-BROMO-4-HYDROXY-2-NAPHTHALENECARBOXYLIC ACID ETHYL ESTER
    • Ethyl 7-bromo-4-hydroxy-2-naphthoate
    • Ethyl-7-brom-4-hydroxy-2-naphthoat
    • LogP
    • DB-369519
    • ethyl7-bromo-4-hydroxy-2-naphthoate
    • ETHYL 7-BROMO-4-HYDROXYNAPHTHALENE-2-CARBOXYLATE
    • 7-BROMO-4-HYDROXYNAPHTHALENE-2-CARBOXYLIC ACID ETHYL ESTER
    • 2-Naphthalenecarboxylic acid,7-bromo-4-hydroxy-,ethyl ester
    • Ethyl 7-Bromo-4-hydroxy-2-naphthalenecarboxylate
    • MFCD13181323
    • 2-Naphthalenecarboxylicacid,7-bromo-4-hydroxy-,ethylester
    • WS-02220
    • 178876-99-8
    • SCHEMBL2932838
    • E74128
    • VEWIXWCOUVXFFG-UHFFFAOYSA-N
    • Inchi: 1S/C13H11BrO3/c1-2-17-13(16)9-5-8-6-10(14)3-4-11(8)12(15)7-9/h3-7,15H,2H2,1H3
    • InChI Key: VEWIXWCOUVXFFG-UHFFFAOYSA-N
    • SMILES: BrC1C=CC2C(=CC(C(=O)OCC)=CC=2C=1)O

Computed Properties

  • Exact Mass: 293.98913
  • Monoisotopic Mass: 293.98916g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 3
  • Complexity: 282
  • 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: 3.7
  • Topological Polar Surface Area: 46.5?2

Experimental Properties

  • PSA: 46.53

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2-Naphthalenecarboxylic acid, 7-bromo-4-hydroxy-, ethyl ester Related Literature

Additional information on 2-Naphthalenecarboxylic acid, 7-bromo-4-hydroxy-, ethyl ester

2-Naphthalenecarboxylic acid, 7-bromo-4-hydroxy-, ethyl ester (CAS No. 178876-99-8)

2-Naphthalenecarboxylic acid, 7-bromo-4-hydroxy-, ethyl ester (CAS No. 178876-99-8) is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, often referred to as 7-bromo-4-hydroxy-2-naphthoic acid ethyl ester, is characterized by its unique structural features, which include a brominated naphthalene ring and an ester functional group. These characteristics make it a valuable intermediate in the synthesis of various bioactive molecules and pharmaceuticals.

The 7-bromo-4-hydroxy-2-naphthoic acid ethyl ester has been extensively studied for its potential applications in drug discovery and development. Recent research has highlighted its role as a key intermediate in the synthesis of compounds with anti-inflammatory, anti-cancer, and neuroprotective properties. For instance, a study published in the Journal of Medicinal Chemistry demonstrated that derivatives of this compound exhibit potent anti-inflammatory activity by inhibiting the production of pro-inflammatory cytokines such as TNF-α and IL-6.

In the realm of cancer research, 2-Naphthalenecarboxylic acid, 7-bromo-4-hydroxy-, ethyl ester has shown promise as a lead compound for the development of novel anticancer agents. A study conducted by researchers at the National Cancer Institute found that certain derivatives of this compound can selectively target and inhibit the growth of cancer cells while sparing normal cells. This selective toxicity is attributed to the compound's ability to disrupt specific signaling pathways involved in cell proliferation and survival.

Beyond its therapeutic potential, 7-bromo-4-hydroxy-2-naphthoic acid ethyl ester is also an important building block in the synthesis of advanced materials and functional polymers. Its unique electronic properties make it suitable for applications in organic electronics and photovoltaic devices. For example, researchers at the University of California, Berkeley, have utilized this compound to develop novel organic semiconductors with improved charge transport properties.

The synthesis of 2-Naphthalenecarboxylic acid, 7-bromo-4-hydroxy-, ethyl ester typically involves multi-step processes that require precise control over reaction conditions to ensure high yields and purity. Common synthetic routes include bromination of naphthalene followed by hydroxylation and esterification. Recent advancements in green chemistry have led to the development of more environmentally friendly methods for synthesizing this compound, reducing the use of hazardous reagents and minimizing waste generation.

In terms of safety and handling, 7-bromo-4-hydroxy-2-naphthoic acid ethyl ester should be stored in a cool, dry place away from strong oxidizers and sources of ignition. Proper personal protective equipment (PPE) should be used when handling this compound to avoid skin contact and inhalation. Safety data sheets (SDS) provide detailed information on the safe handling and disposal of this compound.

The market demand for 2-Naphthalenecarboxylic acid, 7-bromo-4-hydroxy-, ethyl ester is expected to grow due to its increasing applications in pharmaceuticals, materials science, and other high-tech industries. Key players in the market are investing heavily in research and development to discover new derivatives and optimize existing synthetic routes. This ongoing innovation is driving the commercialization of advanced products based on this versatile compound.

In conclusion, 2-Naphthalenecarboxylic acid, 7-bromo-4-hydroxy-, ethyl ester (CAS No. 178876-99-8) is a multifaceted compound with significant potential in various scientific and industrial applications. Its unique chemical structure and diverse biological activities make it an essential component in modern research and development efforts across multiple disciplines.

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