Cas no 116131-44-3 (3-(bromomethyl)oxane)

3-(Bromomethyl)oxane is a brominated heterocyclic compound featuring a six-membered oxane (tetrahydropyran) ring with a bromomethyl substituent at the 3-position. This structure makes it a versatile intermediate in organic synthesis, particularly for introducing the bromomethyl functional group into more complex molecules. The oxane ring provides stability, while the bromomethyl group offers reactivity for further functionalization, such as nucleophilic substitution or cross-coupling reactions. Its well-defined reactivity profile and compatibility with various reaction conditions make it valuable for pharmaceutical, agrochemical, and materials science applications. The compound is typically handled under inert conditions due to the sensitivity of the C-Br bond.
3-(bromomethyl)oxane structure
3-(bromomethyl)oxane structure
Product Name:3-(bromomethyl)oxane
CAS No:116131-44-3
MF:C6H11BrO
MW:179.054941415787
MDL:MFCD08235012
CID:131094
PubChem ID:22617257
Update Time:2025-08-05

3-(bromomethyl)oxane Chemical and Physical Properties

Names and Identifiers

    • 3-(Bromomethyl)tetrahydro-2H-pyran
    • 2H-Pyran,3-(bromomethyl)tetrahydro-
    • 3-(bromomethyl)-tetrahydro-2H-pyran
    • 3-(bromomethyl)oxane
    • 3-BroMoMethyl tetrahydropyran
    • PYRAN, 3-(BROMOMETHYL)TETRAHYDRO-
    • 2H-Pyran, 3-(broMoMethyl)tetrahydro-
    • (R)-3-(Bromomethyl)tetrahydro-2H-pyran
    • (S)-3-(Bromomethyl)tetrahydro-2H-pyran
    • 3-bromomethyltetrahydropyran
    • ZLUWLWXZMXLDGO-UHFFFAOYSA-N
    • 2659AA
    • 2H-Pyran, 3-(bromomethyl)tetrahydro
    • RP24019
    • PB14565
    • DTXSID30626974
    • A846664
    • AM20080110
    • AKOS009866010
    • SCHEMBL980407
    • MFCD08235012
    • SY042140
    • 116131-44-3
    • FT-0660724
    • CS-D0475
    • AS-34511
    • EN300-44032
    • F8889-0815
    • DB-050755
    • ALBB-026433
    • MDL: MFCD08235012
    • Inchi: 1S/C6H11BrO/c7-4-6-2-1-3-8-5-6/h6H,1-5H2
    • InChI Key: ZLUWLWXZMXLDGO-UHFFFAOYSA-N
    • SMILES: BrCC1COCCC1

Computed Properties

  • Exact Mass: 177.99900
  • Monoisotopic Mass: 177.999
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 1
  • Complexity: 65.5
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 9.2
  • XLogP3: 1.6

Experimental Properties

  • Density: 1.359
  • Boiling Point: 205 oC
  • Flash Point: 81 oC
  • PSA: 9.23000
  • LogP: 1.80790

3-(bromomethyl)oxane Security Information

3-(bromomethyl)oxane Pricemore >>

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Additional information on 3-(bromomethyl)oxane

Comprehensive Overview of 3-(bromomethyl)oxane (CAS No. 116131-44-3): Properties, Applications, and Industry Insights

3-(bromomethyl)oxane (CAS No. 116131-44-3) is a specialized organic compound gaining attention in pharmaceutical and agrochemical research due to its unique molecular structure. This brominated derivative of oxane features a reactive bromomethyl group, making it a valuable intermediate in synthetic chemistry. The compound's versatility stems from its ability to participate in nucleophilic substitution reactions, enabling the construction of complex heterocyclic frameworks.

Recent advancements in green chemistry have sparked interest in optimizing the synthesis of 3-(bromomethyl)oxane. Researchers are exploring catalytic methods to improve atom economy while reducing hazardous byproducts. The compound's molecular weight of 179.04 g/mol and boiling point characteristics make it suitable for various industrial processes. Its solubility profile in common organic solvents enhances its utility in multi-step synthetic routes.

In pharmaceutical applications, 116131-44-3 serves as a key building block for bioactive molecules. The oxane ring system contributes to improved metabolic stability in drug candidates, while the bromomethyl group allows for strategic functionalization. Current studies focus on its incorporation into central nervous system (CNS) targeted compounds and antimicrobial agents, addressing global health challenges.

The agrochemical industry utilizes 3-(bromomethyl)oxane in developing novel crop protection agents. Its structural features enable the creation of compounds with enhanced pesticidal activity and reduced environmental persistence. Manufacturers are particularly interested in its potential for sustainable agriculture solutions, aligning with the growing demand for eco-friendly formulations.

Analytical characterization of CAS 116131-44-3 typically involves GC-MS and NMR spectroscopy techniques. The compound displays distinctive spectral signatures, including characteristic proton resonances between 3.4-4.2 ppm for the bromomethyl protons. These analytical markers ensure quality control during production and application processes.

Storage and handling of 3-(bromomethyl)oxane require attention to moisture sensitivity and light exposure considerations. Best practices recommend amber glass containers under inert atmosphere when long-term stability is required. The compound's shelf life can be significantly extended through proper storage conditions, maintaining its reactivity for synthetic applications.

Emerging research explores the compound's potential in material science, particularly in polymer modification. The bromomethyl group's reactivity enables surface functionalization of various substrates, opening possibilities for advanced nanomaterials development. This interdisciplinary application demonstrates the compound's expanding role beyond traditional chemical synthesis.

Regulatory aspects of 116131-44-3 production emphasize compliance with REACH and other international chemical regulations. Manufacturers are increasingly adopting quality by design (QbD) principles to ensure consistent batch-to-batch performance. The compound's safety data profile continues to be refined through ongoing toxicological studies.

Market trends indicate growing demand for 3-(bromomethyl)oxane across Asia-Pacific regions, driven by expanding pharmaceutical and agrochemical sectors. Technological innovations in process chemistry are expected to improve production efficiency while reducing environmental impact. The compound's supply chain dynamics reflect the broader specialty chemicals market evolution.

Future research directions for CAS 116131-44-3 include exploration of its enantioselective applications and development of continuous flow synthesis methods. The scientific community continues to investigate its potential in medicinal chemistry platforms, particularly for targeted drug delivery systems. These advancements position 3-(bromomethyl)oxane as a compound of enduring significance in chemical research and industrial applications.

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