Cas no 2316-62-3 (3,5-DIBROMO-4-HYDROXYBENZYL ALCOHOL)

3,5-Dibromo-4-hydroxybenzyl alcohol is a brominated aromatic compound characterized by its hydroxyl and alcohol functional groups. This intermediate is particularly valuable in organic synthesis, serving as a precursor for pharmaceuticals, agrochemicals, and specialty polymers. Its bromine substituents enhance reactivity, facilitating further functionalization via electrophilic aromatic substitution or nucleophilic displacement. The presence of both hydroxyl and alcohol groups allows for versatile derivatization, making it useful in cross-coupling reactions and as a building block for complex molecular architectures. The compound's stability under standard conditions ensures reliable handling and storage. Its high purity and well-defined structure contribute to consistent performance in synthetic applications.
3,5-DIBROMO-4-HYDROXYBENZYL ALCOHOL structure
2316-62-3 structure
Product Name:3,5-DIBROMO-4-HYDROXYBENZYL ALCOHOL
CAS No:2316-62-3
MF:C7H6Br2O2
MW:281.929340839386
CID:892740
PubChem ID:13703683
Update Time:2025-07-22

3,5-DIBROMO-4-HYDROXYBENZYL ALCOHOL Chemical and Physical Properties

Names and Identifiers

    • 3,5-DIBROMO-4-HYDROXYBENZYL ALCOHOL
    • 2,6-dibromo-4-(hydroxymethyl)phenol
    • 2,6-dibromo-4-hydroxymethylphenol
    • 2.6-Dibrom-4-hydroximethylenphenol
    • 3,5-Dibrom-4-hydroxy-benzylalkohol
    • 3,5-dibromo-4-hydroxy-benzyl alcohol
    • 3.5-Dibrom-4.11-dioxy-1-methyl-benzol
    • 3.5-Dibrom-4.11-dioxy-toluol
    • Benzenemethanol,3,5-dibromo-4-hydroxy
    • AKOS027460318
    • 2316-62-3
    • DTXSID60547148
    • EN300-365651
    • Z1269196015
    • SCHEMBL719722
    • 2, 6-dibromo-4-(hydroxymethyl)phenol
    • Benzenemethanol, 3,5-dibromo-4-hydroxy-
    • CS-0378178
    • Inchi: 1S/C7H6Br2O2/c8-5-1-4(3-10)2-6(9)7(5)11/h1-2,10-11H,3H2
    • InChI Key: UOJKSRWAJLJIOJ-UHFFFAOYSA-N
    • SMILES: BrC1C(=C(C=C(CO)C=1)Br)O

Computed Properties

  • Exact Mass: 279.87300
  • Monoisotopic Mass: 279.87345g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 120
  • 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: 2.1
  • Topological Polar Surface Area: 40.5?2

Experimental Properties

  • PSA: 40.46000
  • LogP: 2.40950

3,5-DIBROMO-4-HYDROXYBENZYL ALCOHOL Customs Data

  • HS CODE:2908199090
  • Customs Data:

    China Customs Code:

    2908199090

    Overview:

    HS:2908199090 Derivatives of other phenols and phenolic alcohols containing only halogen substituents and their salts 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:

    HS: 2908199090. derivatives of polyphenols or phenol-alcohols containing only halogen substituents and their salts. VAT:17.0%. tax rebate rate:9.0%. supervision conditions:None. MFN tariff:5.5%. general tariff:30.0%

3,5-DIBROMO-4-HYDROXYBENZYL ALCOHOL Pricemore >>

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Additional information on 3,5-DIBROMO-4-HYDROXYBENZYL ALCOHOL

Professional Introduction to 3,5-Dibromo-4-Hydroxybenzyl Alcohol (CAS No. 2316-62-3)

3,5-Dibromo-4-hydroxybenzyl alcohol, with the chemical formula C?H?Br?O? and CAS number 2316-62-3, is a significant compound in the field of organic chemistry and pharmaceutical research. This compound, characterized by its dibromo and hydroxy functional groups, has garnered considerable attention due to its versatile applications in synthetic chemistry and potential roles in drug development. The unique structural features of 3,5-dibromo-4-hydroxybenzyl alcohol make it a valuable intermediate in the synthesis of various bioactive molecules.

The structure of 3,5-dibromo-4-hydroxybenzyl alcohol consists of a benzene ring substituted with two bromine atoms at the 3rd and 5th positions and a hydroxyl group at the 4th position. This arrangement imparts distinct chemical properties that are exploited in multiple synthetic pathways. The presence of bromine atoms enhances the electrophilicity of the benzene ring, making it more susceptible to nucleophilic substitution reactions. Simultaneously, the hydroxyl group introduces reactivity that is conducive to etherification, esterification, and other transformations essential in medicinal chemistry.

In recent years, 3,5-dibromo-4-hydroxybenzyl alcohol has been extensively studied for its role in the synthesis of pharmaceutical intermediates. Its structural motifs are frequently incorporated into more complex molecules designed to interact with biological targets. For instance, researchers have utilized this compound to develop novel antimicrobial agents, leveraging its ability to form stable complexes with bacterial enzymes. The dibromo substituents facilitate cross-coupling reactions, such as Suzuki-Miyaura coupling, which are pivotal in constructing biaryl structures found in many drugs.

Moreover, the hydroxybenzyl alcohol moiety is a common pharmacophore in medicinal chemistry due to its ability to form hydrogen bonds with biological targets. This property is particularly useful in designing central nervous system (CNS) drugs, where precise molecular interactions are critical for efficacy. Recent studies have highlighted the potential of derivatives of 3,5-dibromo-4-hydroxybenzyl alcohol in developing neuroprotective agents and antidepressants. The compound’s ability to modulate enzyme activity and receptor binding makes it a promising candidate for further exploration.

The synthesis of 3,5-dibromo-4-hydroxybenzyl alcohol typically involves bromination and hydroxylation reactions on a halogenated benzene precursor. Advanced synthetic methodologies have been developed to improve yield and purity, ensuring that the final product meets pharmaceutical-grade standards. Techniques such as catalytic hydrogenation and metal-catalyzed cross-coupling reactions have been optimized for large-scale production. These advancements underscore the importance of this compound in industrial applications.

Recent research has also explored the role of 3,5-dibromo-4-hydroxybenzyl alcohol in material science, particularly in the development of organic electronic materials. Its rigid aromatic core and functional groups make it a suitable candidate for designing organic semiconductors and light-emitting diodes (OLEDs). The bromine atoms provide anchoring points for further functionalization, allowing chemists to tailor the material properties for specific applications.

In conclusion, 3,5-dibromo-4-hydroxybenzyl alcohol (CAS No. 2316-62-3) is a multifaceted compound with significant implications in pharmaceuticals and materials science. Its unique structural features enable diverse synthetic applications, making it an indispensable intermediate in drug development. As research continues to uncover new possibilities for this compound, its importance is likely to grow further. The intersection of organic chemistry and medicinal chemistry continues to drive innovation, with compounds like 3,5-dibromo-4-hydroxybenzyl alcohol at the forefront.

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