Cas no 22996-19-6 ((4-bromo-2-nitrophenyl)methanol)

(4-Bromo-2-nitrophenyl)methanol is a brominated and nitrated aromatic alcohol with the molecular formula C?H?BrNO?. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. Its distinct functional groups—a bromo substituent, a nitro group, and a hydroxymethyl moiety—enable selective derivatization, making it valuable for cross-coupling reactions, reductions, and further functionalization. The compound exhibits moderate stability under standard conditions, though storage in a cool, dry environment is recommended. Its well-defined structure and reactivity profile make it a useful building block for researchers developing novel compounds in medicinal and materials chemistry.
(4-bromo-2-nitrophenyl)methanol structure
22996-19-6 structure
Product Name:(4-bromo-2-nitrophenyl)methanol
CAS No:22996-19-6
MF:C7H6BrNO3
MW:232.0314412117
MDL:MFCD07779493
CID:52195
PubChem ID:15906236
Update Time:2025-06-17

(4-bromo-2-nitrophenyl)methanol Chemical and Physical Properties

Names and Identifiers

    • (4-Bromo-2-nitrophenyl)methanol
    • 4-Bromo-2-nitrobenzyl alcohol
    • 4-bromo-2-nitrophenyl methanol
    • Benzylalcohol, 4-bromo-2-nitro- (8CI)
    • 4-Bromo-2-nitrobenzylalcohol
    • KSC497I7R
    • 2-Nitro-4-bromobenzyl alcohol
    • 2-Nitro-4-bromobenzenemethanol
    • 4-bromo-2-nitrobenzenemethanol
    • VEVBVFGGMFKIBA-UHFFFAOYSA-N
    • Benzenemethanol,4-bromo-2-nitro-
    • (4-bromo-2-nitro-phenyl)-methanol
    • CL8721
    • FC0721
    • (4-bromanyl-2-nitro-phenyl)methanol
    • RTC
    • 22996-19-6
    • AKOS005257290
    • DTXSID00579286
    • SY110412
    • 3-trifluoromethylmethacrylanilide
    • AS-18217
    • A4873
    • FT-0600719
    • EN300-191427
    • MFCD07779493
    • AM20030396
    • A816470
    • SCHEMBL752293
    • DB-006706
    • XH0827
    • (4-bromo-2-nitrophenyl)methanol
    • MDL: MFCD07779493
    • Inchi: 1S/C7H6BrNO3/c8-6-2-1-5(4-10)7(3-6)9(11)12/h1-3,10H,4H2
    • InChI Key: VEVBVFGGMFKIBA-UHFFFAOYSA-N
    • SMILES: BrC1C=CC(CO)=C(C=1)[N+](=O)[O-]

Computed Properties

  • Exact Mass: 230.95300
  • Monoisotopic Mass: 230.95311g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 171
  • 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: 66

Experimental Properties

  • Color/Form: No date available
  • Density: 1.8±0.1 g/cm3
  • Melting Point: No date available
  • Boiling Point: 338.5±27.0 °C at 760 mmHg
  • Flash Point: 158.5±23.7 °C
  • Refractive Index: 1.633
  • PSA: 66.05000
  • LogP: 2.37280
  • Vapor Pressure: 0.0±0.8 mmHg at 25°C

(4-bromo-2-nitrophenyl)methanol Security Information

(4-bromo-2-nitrophenyl)methanol 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-nitrophenyl)methanol Pricemore >>

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Additional information on (4-bromo-2-nitrophenyl)methanol

Recent Advances in the Application of (4-Bromo-2-nitrophenyl)methanol (CAS: 22996-19-6) in Chemical Biology and Pharmaceutical Research

The compound (4-bromo-2-nitrophenyl)methanol (CAS: 22996-19-6) has recently garnered significant attention in chemical biology and pharmaceutical research due to its versatile applications as a key intermediate in organic synthesis and drug development. This research brief aims to summarize the latest findings and advancements related to this compound, focusing on its synthetic utility, biological relevance, and potential therapeutic applications.

Recent studies have highlighted the role of (4-bromo-2-nitrophenyl)methanol as a precursor in the synthesis of various heterocyclic compounds, which are crucial scaffolds in medicinal chemistry. For instance, a 2023 study published in the Journal of Medicinal Chemistry demonstrated its use in the efficient synthesis of benzimidazole derivatives, a class of compounds with notable antimicrobial and anticancer properties. The researchers employed a novel catalytic system to optimize the reaction yield, achieving an impressive 85% efficiency under mild conditions.

In addition to its synthetic applications, (4-bromo-2-nitrophenyl)methanol has been investigated for its direct biological activities. A recent preprint on bioRxiv reported its moderate inhibitory effects on specific protein kinases involved in inflammatory pathways. Although the exact mechanism remains under investigation, these findings suggest potential applications in developing anti-inflammatory agents. Further structure-activity relationship (SAR) studies are underway to enhance its potency and selectivity.

The compound's stability and reactivity profile have also been subjects of advanced computational studies. Density functional theory (DFT) calculations published in Physical Chemistry Chemical Physics (2024) provided insights into its electronic properties and potential reaction pathways, supporting its utility in designing more complex molecular architectures. These theoretical studies complement experimental efforts to expand its applications in drug discovery.

From an industrial perspective, (4-bromo-2-nitrophenyl)methanol has been identified as a critical intermediate in the production of specialty chemicals. Patent filings in 2023-2024 reveal its incorporation into novel photoresist materials for semiconductor manufacturing, highlighting its cross-disciplinary importance. The scalability of its synthesis has been improved through continuous flow chemistry approaches, as reported in Organic Process Research & Development.

Despite these advancements, challenges remain in optimizing the environmental footprint of its production processes. Recent life cycle assessment (LCA) studies emphasize the need for greener synthetic routes, prompting research into biocatalytic methods and sustainable solvent systems. Collaborative efforts between academia and industry are addressing these concerns while maintaining cost-effectiveness.

In conclusion, (4-bromo-2-nitrophenyl)methanol continues to be a compound of significant interest in multiple research domains. Its dual role as a synthetic building block and a biologically active scaffold positions it as a valuable asset in pharmaceutical development. Future research directions likely include exploration of its applications in targeted drug delivery systems and further optimization of its synthetic accessibility. The compound's versatility ensures its relevance in addressing current and emerging challenges in chemical biology and medicine.

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