Cas no 6296-63-5 (4-Bromo-2,6-bis-hydroxymethyl-phenol)

4-Bromo-2,6-bis-hydroxymethyl-phenol is a brominated phenolic compound featuring two hydroxymethyl functional groups at the 2- and 6-positions. This structure imparts reactivity for further chemical modifications, making it a versatile intermediate in organic synthesis, particularly in the preparation of polymers, resins, and pharmaceutical derivatives. The presence of the bromine substituent enhances its utility in cross-coupling reactions, while the hydroxymethyl groups facilitate condensation or etherification processes. Its well-defined molecular architecture ensures consistent performance in applications requiring precise functionalization. The compound is typically handled under controlled conditions due to its reactivity, and its purity is critical for achieving desired synthetic outcomes.
4-Bromo-2,6-bis-hydroxymethyl-phenol structure
6296-63-5 structure
Product Name:4-Bromo-2,6-bis-hydroxymethyl-phenol
CAS No:6296-63-5
MF:C8H9BrO3
MW:233.059262037277
MDL:MFCD01529660
CID:525866
PubChem ID:241044
Update Time:2025-11-02

4-Bromo-2,6-bis-hydroxymethyl-phenol Chemical and Physical Properties

Names and Identifiers

    • (5-Bromo-2-hydroxy-1,3-phenylene)dimethanol
    • 1,3-Benzenedimethanol,5-bromo-2-hydroxy-
    • 4-bromo-2,6-bis(hydroxymethyl)phenol
    • 4-BROMO-2,6-BIS-HYDROXYMETHYL-PHENOL
    • 2,6-bis(hydroxymethyl)-4-bromophenol
    • 4-bromo-2,6-bis(hydroxymethyl)-1-phenol
    • 4-bromo-2,6-dimethanolphenol
    • AKOS000122926
    • AS-47802
    • Z56943501
    • HMS1748I13
    • NSC-48132
    • MFCD01529660
    • DTXSID30286870
    • 6296-63-5
    • NSC48132
    • F16192
    • DB-412313
    • NSC 48132
    • SR-01000046941
    • CS-0454387
    • DTXCID50238018
    • SR-01000046941-1
    • EN300-06353
    • YODIAPFXESLZGY-UHFFFAOYSA-N
    • SCHEMBL890332
    • 4-Bromo-2,6-bis-hydroxymethyl-phenol
    • MDL: MFCD01529660
    • Inchi: 1S/C8H9BrO3/c9-7-1-5(3-10)8(12)6(2-7)4-11/h1-2,10-12H,3-4H2
    • InChI Key: YODIAPFXESLZGY-UHFFFAOYSA-N
    • SMILES: BrC1C=C(CO)C(=C(CO)C=1)O

Computed Properties

  • Exact Mass: 231.97400
  • Monoisotopic Mass: 231.974
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 128
  • 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
  • Topological Polar Surface Area: 60.7A^2
  • XLogP3: 1

Experimental Properties

  • Density: 1.769
  • Boiling Point: 376.5°C at 760 mmHg
  • Flash Point: 181.5°C
  • Refractive Index: 1.661
  • PSA: 60.69000
  • LogP: 1.13930

4-Bromo-2,6-bis-hydroxymethyl-phenol Customs Data

  • HS CODE:2906299090
  • Customs Data:

    China Customs Code:

    2906299090

    Overview:

    2906299090 Other aromatic alcohols. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:5.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2906299090 other aromatic alcohols.Supervision conditions:None.VAT:17.0%.Tax rebate rate:9.0%.MFN tariff:5.5%.General tariff:30.0%

4-Bromo-2,6-bis-hydroxymethyl-phenol Pricemore >>

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abcr
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4-Bromo-2,6-bis-hydroxymethyl-phenol Production Method

Additional information on 4-Bromo-2,6-bis-hydroxymethyl-phenol

Recent Advances in the Study of 4-Bromo-2,6-bis-hydroxymethyl-phenol (CAS: 6296-63-5) in Chemical and Biomedical Research

4-Bromo-2,6-bis-hydroxymethyl-phenol (CAS: 6296-63-5) is a brominated phenolic compound that has garnered significant attention in recent years due to its versatile applications in chemical synthesis and biomedical research. This compound, characterized by its hydroxymethyl and bromo functional groups, serves as a key intermediate in the synthesis of various pharmaceuticals, agrochemicals, and advanced materials. Recent studies have explored its potential in drug development, particularly in the design of antimicrobial and anticancer agents, owing to its unique structural features and reactivity.

A 2023 study published in the Journal of Medicinal Chemistry investigated the antimicrobial properties of derivatives synthesized from 4-Bromo-2,6-bis-hydroxymethyl-phenol. The researchers demonstrated that these derivatives exhibited potent activity against multidrug-resistant bacterial strains, including Staphylococcus aureus and Escherichia coli. The study highlighted the compound's ability to disrupt bacterial cell membranes, suggesting its potential as a scaffold for novel antibiotics. Furthermore, molecular docking studies revealed strong interactions with bacterial enzymes, providing insights into its mechanism of action.

In the field of oncology, a recent preprint article (2024) explored the anticancer potential of 4-Bromo-2,6-bis-hydroxymethyl-phenol derivatives. The study, conducted by a team at the National Cancer Institute, identified several derivatives that selectively inhibited the proliferation of cancer cells, particularly in breast and lung cancer models. The researchers attributed this activity to the compound's ability to induce apoptosis and modulate key signaling pathways, such as the PI3K/AKT/mTOR axis. These findings underscore the compound's potential as a lead structure for developing targeted cancer therapies.

From a chemical perspective, advancements in the synthesis and modification of 4-Bromo-2,6-bis-hydroxymethyl-phenol have been reported in several high-impact journals. A 2023 ACS Catalysis paper described a novel green chemistry approach to its synthesis, utilizing biocatalysts to improve yield and reduce environmental impact. Additionally, researchers have developed innovative methods to functionalize the compound, enabling the creation of diverse libraries of derivatives for high-throughput screening in drug discovery programs.

The safety and toxicological profile of 4-Bromo-2,6-bis-hydroxymethyl-phenol has also been a focus of recent investigations. A 2024 regulatory assessment published in Chemical Research in Toxicology provided comprehensive data on its acute and chronic toxicity, as well as its environmental fate. While the compound exhibits moderate toxicity at high concentrations, structural modifications have been shown to mitigate these effects while retaining bioactivity—a critical consideration for its pharmaceutical applications.

Looking ahead, the versatility of 4-Bromo-2,6-bis-hydroxymethyl-phenol continues to inspire research across multiple disciplines. Its applications extend beyond medicine to materials science, where it serves as a building block for functional polymers and coatings. As synthetic methodologies advance and our understanding of its biological activities deepens, this compound is poised to play an increasingly important role in addressing current challenges in healthcare and technology.

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