Cas no 51439-58-8 (1-Naphthalenecarbonylchloride, 2-methoxy-)

1-Naphthalenecarbonylchloride, 2-methoxy-, is a specialized organic compound featuring a naphthalene backbone substituted with a methoxy group at the 2-position and a reactive carbonyl chloride functional group. This structure makes it a valuable intermediate in organic synthesis, particularly for the preparation of esters, amides, and other derivatives through acyl chloride chemistry. The methoxy group enhances solubility and influences reactivity, offering controlled selectivity in coupling reactions. Its high purity and stability under standard handling conditions ensure consistent performance in fine chemical and pharmaceutical applications. Suitable for use under inert atmospheres, it is commonly employed in research and industrial-scale synthesis.
1-Naphthalenecarbonylchloride, 2-methoxy- structure
51439-58-8 structure
Product Name:1-Naphthalenecarbonylchloride, 2-methoxy-
CAS No:51439-58-8
MF:C12H9ClO2
MW:220.65166258812
CID:372137
PubChem ID:3016662
Update Time:2025-11-01

1-Naphthalenecarbonylchloride, 2-methoxy- Chemical and Physical Properties

Names and Identifiers

    • 1-Naphthalenecarbonylchloride, 2-methoxy-
    • 2-Methoxynaphthalene-1-carbonyl chloride
    • SCHEMBL3997233
    • DTXSID50199413
    • EINECS 257-205-5
    • 2-methoxy-naphthalene-1-carbonyl chloride
    • 2-methoxy-1-naphthoyl chloride
    • NS00032275
    • 51439-58-8
    • SXPBNKRSGVLWJQ-UHFFFAOYSA-N
    • AM20040603
    • Inchi: 1S/C12H9ClO2/c1-15-10-7-6-8-4-2-3-5-9(8)11(10)12(13)14/h2-7H,1H3
    • InChI Key: SXPBNKRSGVLWJQ-UHFFFAOYSA-N
    • SMILES: ClC(C1C(=CC=C2C=CC=CC2=1)OC)=O

Computed Properties

  • Exact Mass: 220.02917
  • Monoisotopic Mass: 220.029
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 242
  • 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: 3.7
  • Topological Polar Surface Area: 26.3?2

Experimental Properties

  • Density: 1.268
  • Boiling Point: 365.2°Cat760mmHg
  • Flash Point: 134.7°C
  • Refractive Index: 1.618
  • PSA: 26.3

1-Naphthalenecarbonylchloride, 2-methoxy- Pricemore >>

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Additional information on 1-Naphthalenecarbonylchloride, 2-methoxy-

1-Naphthalenecarbonylchloride, 2-methoxy- (CAS No. 51439-58-8): An Overview of Its Synthesis, Applications, and Recent Research

1-Naphthalenecarbonylchloride, 2-methoxy- (CAS No. 51439-58-8) is a versatile organic compound that has gained significant attention in the fields of organic synthesis, pharmaceutical research, and materials science. This compound, also known as 2-Methoxy-1-naphthoyl chloride, is a derivative of naphthalene and possesses unique chemical properties that make it a valuable reagent in various synthetic processes.

The synthesis of 2-Methoxy-1-naphthoyl chloride typically involves the reaction of 2-methoxynaphthalene with thionyl chloride or phosphorus pentachloride. This process results in the formation of the corresponding acyl chloride, which is a highly reactive electrophile. The reactivity of 2-Methoxy-1-naphthoyl chloride makes it an excellent coupling agent in the formation of amides, esters, and other functionalized derivatives.

In recent years, 2-Methoxy-1-naphthoyl chloride has been extensively studied for its potential applications in the development of new pharmaceuticals. One notable area of research is its use as an intermediate in the synthesis of naphthoquinone derivatives, which have shown promising antitumor and anti-inflammatory properties. For example, a study published in the *Journal of Medicinal Chemistry* reported that certain naphthoquinone derivatives synthesized using 2-Methoxy-1-naphthoyl chloride exhibited potent cytotoxic activity against various cancer cell lines.

Beyond its pharmaceutical applications, 2-Methoxy-1-naphthoyl chloride has also found use in the synthesis of advanced materials. Researchers at the University of California, Berkeley, have explored its potential in the development of polymer-based materials with enhanced mechanical and thermal properties. The unique structure of 2-Methoxy-1-naphthoyl chloride allows for the creation of polymers with tailored functionalities, making it a valuable building block in materials science.

The environmental impact and safety profile of 2-Methoxy-1-naphthoyl chloride are also important considerations. Studies have shown that this compound can be handled safely under appropriate laboratory conditions, but proper precautions should be taken to avoid exposure to skin and eyes. Additionally, efforts are being made to develop more sustainable synthetic routes for 2-Methoxy-1-naphthoyl chloride, focusing on reducing waste and minimizing environmental impact.

In conclusion, 1-Naphthalenecarbonylchloride, 2-methoxy- (CAS No. 51439-58-8) is a multifaceted compound with a wide range of applications in organic synthesis, pharmaceutical research, and materials science. Its unique chemical properties and reactivity make it an indispensable reagent in various synthetic processes. Ongoing research continues to uncover new possibilities for this compound, further solidifying its importance in the scientific community.

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