Cas no 1072944-62-7 (4-(2-Bromo-4-nitrophenoxy)tetrahydro-2H-pyran)

4-(2-Bromo-4-nitrophenoxy)tetrahydro-2H-pyran is a brominated nitroaromatic compound featuring a tetrahydro-2H-pyran (THP) ether linkage. This structure imparts stability and reactivity, making it a valuable intermediate in organic synthesis, particularly for constructing complex heterocyclic frameworks. The bromo and nitro functional groups offer versatile sites for further derivatization, enabling applications in pharmaceuticals, agrochemicals, and materials science. Its THP-protected phenoxy moiety enhances solubility in organic solvents, facilitating handling in multistep reactions. The compound’s well-defined reactivity profile allows for selective transformations, supporting its use in cross-coupling and nucleophilic substitution reactions. Suitable for controlled functionalization, it serves as a key building block in medicinal chemistry and specialty chemical development.
4-(2-Bromo-4-nitrophenoxy)tetrahydro-2H-pyran structure
1072944-62-7 structure
Product Name:4-(2-Bromo-4-nitrophenoxy)tetrahydro-2H-pyran
CAS No:1072944-62-7
MF:C11H12BrNO4
MW:302.121282577515
MDL:MFCD11504903
CID:857574
PubChem ID:46739164
Update Time:2025-10-28

4-(2-Bromo-4-nitrophenoxy)tetrahydro-2H-pyran Chemical and Physical Properties

Names and Identifiers

    • 4-(2-Bromo-4-nitrophenoxy)tetrahydro-2H-pyran
    • A-4461
    • ACMC-2098p7
    • AG-D-22381
    • AK-90475
    • ANW-15545
    • CTK4A5157
    • KB-33719
    • AKOS015835543
    • 4-(2-bromo-4-nitrophenoxy)oxane
    • MFCD11504903
    • DTXSID50674790
    • 1072944-62-7
    • CS-0207789
    • BS-23144
    • MDL: MFCD11504903
    • Inchi: 1S/C11H12BrNO4/c12-10-7-8(13(14)15)1-2-11(10)17-9-3-5-16-6-4-9/h1-2,7,9H,3-6H2
    • InChI Key: YSKAVPMKTKFJEA-UHFFFAOYSA-N
    • SMILES: BrC1C=C(C=CC=1OC1CCOCC1)[N+](=O)[O-]

Computed Properties

  • Exact Mass: 300.99497g/mol
  • Monoisotopic Mass: 300.99497g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 3
  • Complexity: 265
  • 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: 2.8
  • Topological Polar Surface Area: 64.3?2

Experimental Properties

  • Density: 1.549±0.06 g/cm3 (20 oC 760 Torr),
  • Solubility: Almost insoluble (0.091 g/l) (25 o C),

4-(2-Bromo-4-nitrophenoxy)tetrahydro-2H-pyran Pricemore >>

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Additional information on 4-(2-Bromo-4-nitrophenoxy)tetrahydro-2H-pyran

4-(2-Bromo-4-nitrophenoxy)tetrahydro-2H-pyran: A Comprehensive Overview

4-(2-Bromo-4-nitrophenoxy)tetrahydro-2H-pyran, identified by the CAS number 1072944-62-7, is a complex organic compound with significant potential in various chemical and pharmaceutical applications. This compound, often referred to as a heterocyclic ether derivative, has garnered attention due to its unique structural features and functional groups, which make it versatile for use in advanced chemical synthesis and material science.

The molecular structure of 4-(2-Bromo-4-nitrophenoxy)tetrahydro-2H-pyran consists of a tetrahydropyran ring system substituted with a phenoxy group that carries both bromine and nitro functionalities. The tetrahydropyran ring, a six-membered oxygen-containing ring, contributes to the compound's stability and reactivity. The phenoxy group, attached at the 4-position of the tetrahydropyran ring, introduces additional electronic effects that can influence the compound's behavior in different chemical environments.

Recent studies have highlighted the importance of such compounds in the development of novel materials with tailored properties. For instance, researchers have explored the use of heterocyclic ethers like this compound in creating advanced polymers and high-performance adhesives. The bromine and nitro groups on the phenoxy moiety are particularly valuable as they can act as reactive sites for further functionalization, enabling the creation of more complex molecular architectures.

In terms of synthesis, 4-(2-Bromo-4-nitrophenoxy)tetrahydro-2H-pyran is typically prepared through a multi-step process involving nucleophilic substitution and oxidation reactions. The synthesis begins with the preparation of the phenoxy group, which is then coupled with the tetrahydropyran ring using appropriate coupling agents. The introduction of bromine and nitro groups is achieved through electrophilic substitution reactions, ensuring precise control over the final product's structure.

The physical properties of this compound are also noteworthy. It exhibits a high melting point due to its rigid molecular structure and strong intermolecular hydrogen bonding. Its solubility in common organic solvents makes it suitable for use in various solution-based chemical reactions. Additionally, its stability under thermal and oxidative conditions makes it a reliable component in industrial applications.

From an application standpoint, 4-(2-Bromo-4-nitrophenoxy)tetrahydro-2H-pyran has found utility in several fields. In pharmaceutical chemistry, it serves as an intermediate in the synthesis of bioactive compounds with potential therapeutic applications. Its ability to form stable ether linkages makes it valuable in drug delivery systems and pro-drug design.

In materials science, this compound has been utilized as a precursor for synthesizing advanced polymers with enhanced mechanical and thermal properties. Its ability to undergo polymerization under controlled conditions allows for the creation of materials tailored for specific industrial needs. Furthermore, its electronic properties make it a candidate for use in optoelectronic devices and sensors.

The latest research on this compound has focused on its potential role in green chemistry initiatives. Scientists are exploring ways to synthesize this compound using environmentally friendly methods, such as catalytic processes that minimize waste generation. Additionally, studies are underway to evaluate its biodegradability and environmental impact, ensuring its sustainable use in various applications.

In conclusion, 4-(2-Bromo-4-nitrophenoxy)tetrahydro-2H-pyran, CAS No. 1072944-62-7, stands out as a versatile and valuable compound with wide-ranging applications across multiple disciplines. Its unique structural features, combined with recent advancements in synthesis and application techniques, position it as a key player in modern chemical research and development.

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