Cas no 13247-79-5 (1-(2-Bromoethoxy)naphthalene)

1-(2-Bromoethoxy)naphthalene is a brominated naphthalene derivative commonly used as an intermediate in organic synthesis. Its key structural feature is the bromoethoxy side chain, which enhances reactivity in nucleophilic substitution reactions, making it valuable for constructing more complex molecules. This compound is particularly useful in pharmaceutical and materials chemistry, where it serves as a precursor for functionalized naphthalene derivatives. The bromine atom provides a versatile handle for further modifications, enabling coupling reactions or polymerizations. Its stability under standard conditions and well-defined reactivity profile make it a reliable choice for researchers developing advanced organic frameworks. Proper handling is required due to its potential lachrymatory properties and sensitivity to moisture.
1-(2-Bromoethoxy)naphthalene structure
1-(2-Bromoethoxy)naphthalene structure
Product Name:1-(2-Bromoethoxy)naphthalene
CAS No:13247-79-5
MF:C12H11BrO
MW:251.119142770767
CID:1039463
PubChem ID:11075906
Update Time:2025-06-13

1-(2-Bromoethoxy)naphthalene Chemical and Physical Properties

Names and Identifiers

    • 1-(2-Bromoethoxy)naphthalene
    • 1-(2-Bromoethoxy)phthalene
    • 1-bromo-2-(naphth-1-yl-oxy)ethane
    • 1-Naphthol 2-bromoethyl ether
    • 2-(Naphth-1-yloxy)ethyl bromide
    • 2-bromoethyl naphthyl ether
    • 2-Bromoethyl-1-naphthyl ether
    • AC1Q27ZU
    • ANW-70937
    • CTK0F5056
    • Naphthalene, 1-(2-bromoethoxy)-
    • SureCN2204553
    • 2-(1-naphthyloxy)ethyl bromide
    • OBGFJKNQKBMXBM-UHFFFAOYSA-N
    • EN300-56159
    • 2-(1-naphthoxy) ethylbromide
    • InChI=1/C12H11BrO/c13-8-9-14-12-7-3-5-10-4-1-2-6-11(10)12/h1-7H,8-9H
    • CS-0216728
    • 1-(2-bromoethoxyl)naphthalene
    • SCHEMBL2204553
    • DTXSID00927703
    • DB-336657
    • AKOS000170383
    • 13247-79-5
    • MDL: MFCD02030865
    • Inchi: 1S/C12H11BrO/c13-8-9-14-12-7-3-5-10-4-1-2-6-11(10)12/h1-7H,8-9H2
    • InChI Key: OBGFJKNQKBMXBM-UHFFFAOYSA-N
    • SMILES: BrCCOC1C=CC=C2C=CC=CC2=1

Computed Properties

  • Exact Mass: 249.99933
  • Monoisotopic Mass: 249.99933g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • Complexity: 172
  • 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: 4.4
  • Topological Polar Surface Area: 9.2?2

Experimental Properties

  • PSA: 9.23

1-(2-Bromoethoxy)naphthalene Security Information

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Additional information on 1-(2-Bromoethoxy)naphthalene

Introduction to 1-(2-Bromoethoxy)naphthalene (CAS No. 13247-79-5)

1-(2-Bromoethoxy)naphthalene (CAS No. 13247-79-5) is a versatile organic compound that has garnered significant attention in the fields of chemistry, biology, and pharmaceutical research. This compound, characterized by its unique molecular structure, has found applications in various scientific and industrial processes. In this comprehensive introduction, we will delve into the chemical properties, synthesis methods, biological activities, and potential applications of 1-(2-Bromoethoxy)naphthalene.

The molecular formula of 1-(2-Bromoethoxy)naphthalene is C12H11BrO, with a molecular weight of approximately 243.12 g/mol. The compound consists of a naphthalene ring substituted with a 2-bromoethoxy group. This substitution imparts unique physical and chemical properties to the molecule, making it an interesting subject for both academic and industrial research.

In terms of physical properties, 1-(2-Bromoethoxy)naphthalene is a solid at room temperature with a melting point ranging from 50 to 55°C. It is slightly soluble in water but exhibits good solubility in organic solvents such as ethanol, acetone, and dichloromethane. These solubility characteristics make it suitable for various chemical reactions and analytical techniques.

The synthesis of 1-(2-Bromoethoxy)naphthalene can be achieved through several methods. One common approach involves the reaction of naphthol with 2-bromoethyl bromide in the presence of a base such as potassium carbonate. This reaction typically proceeds via an SN2 mechanism, leading to the formation of the desired product. Another method involves the nucleophilic substitution of naphthyl bromide with 2-bromoethanol in the presence of a suitable catalyst. Both methods have been extensively studied and optimized to achieve high yields and purity levels.

In recent years, 1-(2-Bromoethoxy)naphthalene has been explored for its potential biological activities. Research has shown that this compound exhibits moderate antioxidant properties, which can be attributed to its ability to scavenge free radicals. Additionally, studies have indicated that 1-(2-Bromoethoxy)naphthalene possesses anti-inflammatory effects, making it a promising candidate for the development of new therapeutic agents.

The pharmaceutical industry has also shown interest in 1-(2-Bromoethoxy)naphthalene. Preliminary studies have demonstrated its potential as a lead compound for the development of drugs targeting various diseases. For instance, researchers have investigated its efficacy in treating neurodegenerative disorders such as Alzheimer's disease and Parkinson's disease. The compound's ability to cross the blood-brain barrier and its low toxicity profile make it an attractive candidate for further drug development.

Beyond its biological applications, 1-(2-Bromoethoxy)naphthalene has found use in materials science and organic synthesis. Its unique electronic properties make it suitable for the preparation of functional materials such as polymers and coatings. In organic synthesis, it serves as a valuable building block for the construction of more complex molecules with diverse functionalities.

In conclusion, 1-(2-Bromoethoxy)naphthalene (CAS No. 13247-79-5) is a multifaceted compound with a wide range of applications in chemistry, biology, and pharmaceutical research. Its unique molecular structure and versatile properties make it an important subject for ongoing scientific investigation and industrial development. As research continues to uncover new aspects of this compound's behavior and potential uses, it is likely to play an increasingly significant role in various fields.

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