Cas no 57322-45-9 (1,4-NAPHTHALENEDIMETHANOL)

1,4-Naphthalenedimethanol is a diol compound derived from naphthalene, characterized by its two hydroxymethyl functional groups positioned at the 1 and 4 locations of the naphthalene ring. This structure imparts rigidity and reactivity, making it a valuable intermediate in polymer synthesis, particularly for producing high-performance polyesters and polyurethanes. Its aromatic backbone enhances thermal stability and mechanical strength in resulting materials. The compound is also utilized in specialty chemical applications, including crosslinking agents and coatings, due to its bifunctional reactivity. It exhibits good solubility in common organic solvents, facilitating its incorporation into various formulations. Proper handling is advised due to potential sensitivity to moisture and light.
1,4-NAPHTHALENEDIMETHANOL structure
1,4-NAPHTHALENEDIMETHANOL structure
Product Name:1,4-NAPHTHALENEDIMETHANOL
CAS No:57322-45-9
MF:C12H12O2
MW:188.222483634949
CID:946842
PubChem ID:15536753
Update Time:2025-06-08

1,4-NAPHTHALENEDIMETHANOL Chemical and Physical Properties

Names and Identifiers

    • 1,4-NAPHTHALENEDIMETHANOL
    • [4-(hydroxymethyl)naphthalen-1-yl]methanol
    • (naphthalene-1,4-diyl)dimethanol
    • 1,4-bishydroxymethylnaphthalene
    • 1,4-Bis-hydroxymethyl-naphthalin
    • 1,4-dihydroxymethyl naphthalene
    • 4-NAPHTHALENEDIMETHANOL
    • 57322-45-9
    • naphthalene-1,4-diyldimethanol
    • YSZC1894
    • 1,4-dihydroxymethylnaphthalene
    • JAKLGXVFNYYOSU-UHFFFAOYSA-N
    • AKOS006293414
    • EN300-201195
    • CS-0182987
    • SCHEMBL431656
    • G72462
    • DTXSID20573822
    • Inchi: 1S/C12H12O2/c13-7-9-5-6-10(8-14)12-4-2-1-3-11(9)12/h1-6,13-14H,7-8H2
    • InChI Key: JAKLGXVFNYYOSU-UHFFFAOYSA-N
    • SMILES: OCC1C=CC(CO)=C2C=CC=CC2=1

Computed Properties

  • Exact Mass: 188.08400
  • Monoisotopic Mass: 188.083729621g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 161
  • 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: nothing
  • XLogP3: nothing
  • Topological Polar Surface Area: 40.5?2

Experimental Properties

  • PSA: 40.46000
  • LogP: 1.82440

1,4-NAPHTHALENEDIMETHANOL Pricemore >>

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Additional information on 1,4-NAPHTHALENEDIMETHANOL

Introduction to 1,4-Naphthalenedimethanol (CAS No. 57322-45-9)

1,4-Naphthalenedimethanol, identified by its Chemical Abstracts Service (CAS) number 57322-45-9, is a significant organic compound with a wide range of applications in chemical synthesis and pharmaceutical research. This heterocyclic aromatic diamine derivative features a naphthalene core substituted with two hydroxymethyl groups at the 1 and 4 positions. Its unique structural configuration makes it a valuable intermediate in the production of various specialty chemicals, including dyes, resins, and fine chemicals. The compound's versatility stems from its reactive hydroxymethyl functional groups, which enable diverse chemical transformations such as esterification, etherification, and condensation reactions.

The naphthalenedimethanol structure is particularly noteworthy for its role in polymer chemistry. It serves as a monomer or modifier in the synthesis of polycondensates and polyesters, where its aromatic backbone contributes to enhanced thermal stability and mechanical strength. Recent advancements in polymer science have highlighted the potential of 1,4-naphthalenedimethanol in developing high-performance materials for industrial applications. For instance, researchers have explored its incorporation into polyethylene terephthalate (PET) derivatives to improve material properties for use in automotive components and packaging films.

In the pharmaceutical domain, 1,4-naphthalenedimethanol has garnered attention as a precursor in the synthesis of bioactive molecules. Its scaffold is frequently employed in medicinal chemistry to design novel compounds with potential therapeutic effects. Notably, derivatives of this compound have been investigated for their antimicrobial and anti-inflammatory properties. A study published in *Journal of Medicinal Chemistry* demonstrated that structural analogs of naphthalenedimethanol exhibit inhibitory activity against certain enzymes implicated in inflammatory pathways. This finding underscores the compound's significance as a building block for drug discovery initiatives.

The chemical reactivity of 1,4-naphthalenedimethanol is further highlighted by its utility in catalytic processes. Researchers have utilized this compound as a ligand or co-catalyst in transition-metal-catalyzed reactions, such as cross-coupling and hydrogenation processes. Its ability to stabilize metal centers while facilitating desired chemical transformations makes it a valuable asset in synthetic organic chemistry. For example, palladium complexes incorporating naphthalenedimethanol ligands have been reported to enhance the efficiency of Suzuki-Miyaura coupling reactions, which are widely used in pharmaceutical and agrochemical synthesis.

Environmental applications of 1,4-naphthalenedimethanol have also emerged as an area of interest. Its derivatives are being explored as corrosion inhibitors for metal surfaces exposed to industrial environments. The compound's ability to form stable complexes with metal ions helps prevent oxidative degradation, extending the lifespan of infrastructure components such as pipelines and machinery. Additionally, research suggests that certain naphthalenedimethanol-based compounds may serve as intermediates in biodegradable polymer formulations, aligning with sustainable chemistry principles.

The synthesis of 1,4-naphthalenedimethanol typically involves multi-step organic reactions starting from commercially available naphthalene derivatives. Common synthetic routes include methylation followed by hydroxylation or oxidation processes to introduce the hydroxymethyl groups at the desired positions. Advances in green chemistry have prompted investigations into more sustainable synthetic methodologies, such as catalytic hydrogenation or enzymatic functionalization, to minimize waste and energy consumption.

In conclusion,1,4-Naphthalenedimethanol (CAS No. 57322-45-9) represents a versatile compound with broad applicability across multiple industries. Its role in polymer science, pharmaceutical development, catalysis, and environmental technology underscores its importance as a chemical intermediate. As research continues to uncover new uses for this molecule,naphthalenedimethanol is poised to remain a key player in innovation within the chemical sector.

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