Cas no 100367-36-0 (3-Amino-2-bromophenol)

3-Amino-2-bromophenol is a brominated aromatic compound featuring both amino and hydroxyl functional groups, making it a versatile intermediate in organic synthesis. Its molecular structure (C6H6BrNO) allows for selective modifications, particularly in pharmaceutical and agrochemical applications. The presence of the amino group facilitates further derivatization, while the bromine substituent enhances reactivity in cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings. This compound is valued for its high purity and stability under controlled conditions, ensuring consistent performance in complex synthetic pathways. Its utility spans dye synthesis, ligand preparation, and bioactive molecule development, offering researchers a reliable building block for fine chemical manufacturing.
3-Amino-2-bromophenol structure
3-Amino-2-bromophenol structure
Product Name:3-Amino-2-bromophenol
CAS No:100367-36-0
MF:C6H6BrNO
MW:188.02194070816
MDL:MFCD11846453
CID:1084288
PubChem ID:459240
Update Time:2025-05-25

3-Amino-2-bromophenol Chemical and Physical Properties

Names and Identifiers

    • 3-Amino-2-bromophenol
    • Phenol, 3-amino-2-bromo-
    • amino bromophenol
    • 3-amino-2-bromo-phenol
    • ZSNIVQDQECTJAJ-UHFFFAOYSA-N
    • MB10095
    • Z2235810245
    • DA-16509
    • 100367-36-0
    • Z1255432102
    • A897467
    • AKOS022182843
    • AB8016
    • DTXSID80332614
    • DS-16554
    • SY042380
    • EN300-245722
    • CS-0042781
    • SCHEMBL1356834
    • MFCD11846453
    • MDL: MFCD11846453
    • Inchi: 1S/C6H6BrNO/c7-6-4(8)2-1-3-5(6)9/h1-3,9H,8H2
    • InChI Key: ZSNIVQDQECTJAJ-UHFFFAOYSA-N
    • SMILES: BrC1C(=CC=CC=1N)O

Computed Properties

  • Exact Mass: 186.96328g/mol
  • Monoisotopic Mass: 186.96328g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 0
  • Complexity: 99.1
  • 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: 1.6
  • Topological Polar Surface Area: 46.2

3-Amino-2-bromophenol Security Information

3-Amino-2-bromophenol Pricemore >>

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Additional information on 3-Amino-2-bromophenol

3-Amino-2-Bromophenol: A Comprehensive Overview

3-Amino-2-bromophenol, also known by its CAS number CAS No. 100367-36-0, is a versatile organic compound with significant applications in various fields of chemistry and materials science. This compound, characterized by its bromine and amino groups attached to a phenol ring, has garnered attention due to its unique chemical properties and potential for functionalization in advanced materials. Recent studies have highlighted its role in the synthesis of novel polymers, sensors, and bioactive molecules, underscoring its importance in contemporary research.

The molecular structure of 3-amino-2-bromophenol consists of a benzene ring with hydroxyl (-OH), amino (-NH?), and bromine (Br) substituents. The presence of these functional groups imparts the compound with both nucleophilic and electrophilic reactivity, making it a valuable precursor in organic synthesis. Researchers have exploited these properties to develop innovative materials with tailored functionalities. For instance, the amino group can act as a nucleophile in coupling reactions, while the bromine atom can serve as an electrophilic site for substitution reactions.

Recent advancements in polymer chemistry have leveraged 3-amino-2-bromophenol as a building block for constructing polymeric networks with enhanced mechanical and thermal stability. By incorporating this compound into polymer backbones, scientists have achieved materials with improved resistance to environmental factors such as UV radiation and oxidative stress. These materials hold promise for applications in aerospace, electronics, and biomedical devices.

In the realm of sensor technology, 3-amino-2-bromophenol has been employed as a key component in the fabrication of chemical sensors capable of detecting trace amounts of analytes with high sensitivity. The compound's ability to form coordination complexes with metal ions has been instrumental in developing sensors for heavy metal detection, which is critical for environmental monitoring and water quality assessment.

Beyond material science, 3-amino-2-bromophenol has shown potential in drug discovery efforts. Its structural features make it an attractive candidate for designing bioactive molecules with anti-inflammatory, antioxidant, or anticancer properties. Recent studies have demonstrated that derivatives of this compound exhibit promising activity against certain cancer cell lines, suggesting its role in the development of novel therapeutic agents.

The synthesis of 3-amino-2-bromophenol typically involves multi-step processes that require precise control over reaction conditions to ensure high purity and yield. Common methods include nucleophilic aromatic substitution and coupling reactions, often utilizing transition metal catalysts to facilitate bond formation. Researchers continue to explore more efficient and sustainable synthetic pathways to meet the growing demand for this compound.

In terms of safety considerations, while 3-amino-2-bromophenol is not classified as a hazardous material under standard conditions, proper handling procedures are recommended due to its chemical reactivity. Occupational exposure guidelines should be adhered to ensure worker safety during synthesis and processing.

In conclusion, 3-amino-2-bromophenol, CAS No. 100367-36-0, stands out as a pivotal compound in modern chemistry research. Its unique chemical properties make it indispensable in the development of advanced materials, sensors, and pharmaceuticals. As research progresses, new applications and insights into this compound's potential are likely to emerge, further solidifying its role in scientific innovation.

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