Cas no 55082-33-2 (5-Bromo-2-hydroxybenzophenone)

5-Bromo-2-hydroxybenzophenone is a brominated hydroxybenzophenone derivative with applications in organic synthesis and pharmaceutical intermediates. Its key structural features include a hydroxyl group at the 2-position and a bromine substituent at the 5-position, which enhance its reactivity in electrophilic and nucleophilic reactions. This compound is particularly useful as a building block for UV absorbers, photoinitiators, and specialty polymers due to its ability to absorb ultraviolet light and participate in crosslinking reactions. It exhibits good thermal stability and solubility in common organic solvents, facilitating its use in synthetic workflows. The bromine moiety further enables functionalization via metal-catalyzed coupling reactions, expanding its utility in fine chemical synthesis.
5-Bromo-2-hydroxybenzophenone structure
5-Bromo-2-hydroxybenzophenone structure
Product Name:5-Bromo-2-hydroxybenzophenone
CAS No:55082-33-2
MF:C13H9BrO2
MW:277.113363027573
MDL:MFCD00525062
CID:89839
PubChem ID:229009
Update Time:2025-10-11

5-Bromo-2-hydroxybenzophenone Chemical and Physical Properties

Names and Identifiers

    • 5-Bromo-2-hydroxybenzophenone
    • (5-bromo-2-hydroxyphenyl)-phenylmethanone
    • 5-BROMO-2-HYDROXY-BENZOPHENONE
    • 2-benzoyl-4-bromophenol
    • 2-hydroxy-5-bromobenzophenone
    • (5-bromo-2-hydroxyphenyl)(phenyl)methanone
    • NSC22344
    • ChemDiv2_000064
    • Oprea1_723732
    • IVIICRNXAGUXLR-UHFFFAOYSA-N
    • HMS1369C20
    • STR07864
    • 5802AH
    • OR1131
    • 5-bromo-2-hydroxyphenyl
    • EU-0034233
    • DTXSID70281642
    • NSC-22344
    • B2341
    • AKOS001578162
    • 55082-33-2
    • MFCD00525062
    • (5-bromo-2-hydroxyphenyl)phenylmethanone
    • FT-0640290
    • SR-01000395071
    • (5-bromo-2-hydroxy-phenyl)-phenyl-methanone
    • A830476
    • SR-01000395071-1
    • Methanone, (5-bromo-2-hydroxyphenyl)phenyl-
    • Isoxazole, 3-(4-bromophenyl)-5-phenyl-
    • CS-0269722
    • 5-Bromo-2-hydroxybenzophenone, 98%
    • EN300-1276539
    • SCHEMBL145318
    • DB-052685
    • MDL: MFCD00525062
    • Inchi: 1S/C13H9BrO2/c14-10-6-7-12(15)11(8-10)13(16)9-4-2-1-3-5-9/h1-8,15H
    • InChI Key: IVIICRNXAGUXLR-UHFFFAOYSA-N
    • SMILES: BrC1C=CC(=C(C=1)C(C1C=CC=CC=1)=O)O

Computed Properties

  • Exact Mass: 275.97900
  • Monoisotopic Mass: 275.978592
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 2
  • Complexity: 248
  • 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: 4
  • Topological Polar Surface Area: 37.3
  • Surface Charge: 0
  • Tautomer Count: 4

Experimental Properties

  • Color/Form: Not determined
  • Density: Not available
  • Melting Point: 109.0 to 114.0 deg-C
  • Boiling Point: Not available
  • Flash Point: Not available
  • Refractive Index: 1.639
  • PSA: 37.30000
  • LogP: 3.38570
  • Solubility: Not determined
  • Vapor Pressure: Not available

5-Bromo-2-hydroxybenzophenone Security Information

5-Bromo-2-hydroxybenzophenone Customs Data

  • HS CODE:2914700090
  • Customs Data:

    China Customs Code:

    2914700090

    Overview:

    2914700090 Halogenation of other ketones and quinones\Sulfonated derivative(Including nitrated and nitrosative derivatives). 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, Acetone declared packaging

    Summary:

    HS: 2914700090 halogenated, sulphonated, nitrated or nitrosated derivatives of ketones and quinones, whether or not with other oxygen function Tax rebate rate:9.0% Supervision conditions:none VAT:17.0% MFN tariff:5.5% General tariff:30.0%

5-Bromo-2-hydroxybenzophenone Pricemore >>

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5-Bromo-2-hydroxybenzophenone Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:55082-33-2)5-Bromo-2-hydroxybenzophenone
Order Number:A830476
Stock Status:in Stock
Quantity:25g
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 15:17
Price ($):322.0

5-Bromo-2-hydroxybenzophenone Related Literature

Additional information on 5-Bromo-2-hydroxybenzophenone

5-Bromo-2-hydroxybenzophenone (CAS No. 55082-33-2): An Overview of Its Properties, Applications, and Recent Research

5-Bromo-2-hydroxybenzophenone (CAS No. 55082-33-2) is a versatile organic compound that has garnered significant attention in the fields of chemistry, biology, and pharmaceutical research. This compound, also known as 5-bromo-2-hydroxydiphenylmethanone, is characterized by its unique structure, which includes a bromine atom and a hydroxyl group attached to a benzophenone framework. These structural features contribute to its diverse chemical and biological properties, making it a valuable compound in various applications.

The molecular formula of 5-Bromo-2-hydroxybenzophenone is C13H9BrO2, with a molecular weight of approximately 267.11 g/mol. The compound is typically obtained through synthetic routes involving the bromination of 2-hydroxybenzophenone or related precursors. Its physical properties include a white to off-white solid form, with a melting point ranging from 146 to 148°C. The compound is slightly soluble in water but exhibits good solubility in organic solvents such as ethanol, acetone, and dimethyl sulfoxide (DMSO).

In terms of chemical reactivity, 5-Bromo-2-hydroxybenzophenone can participate in various reactions due to the presence of the bromine and hydroxyl groups. The bromine atom can be readily substituted in nucleophilic substitution reactions, making it useful as an intermediate in the synthesis of more complex molecules. The hydroxyl group can undergo esterification, etherification, and other functional group transformations, further expanding its synthetic utility.

The biological activities of 5-Bromo-2-hydroxybenzophenone have been the subject of numerous studies. One of the most notable areas of research is its potential as an antioxidant. Studies have shown that this compound exhibits significant antioxidant activity, which can be attributed to its ability to scavenge free radicals and inhibit lipid peroxidation. This property makes it a promising candidate for use in cosmetic formulations and dietary supplements aimed at reducing oxidative stress.

Beyond its antioxidant properties, 5-Bromo-2-hydroxybenzophenone has also been investigated for its antimicrobial activity. Research has demonstrated that it possesses broad-spectrum antimicrobial properties against both Gram-positive and Gram-negative bacteria. This makes it a potential candidate for use in developing new antimicrobial agents to combat drug-resistant bacterial strains.

In the field of cancer research, 5-Bromo-2-hydroxybenzophenone has shown promise as an anticancer agent. Studies have reported that it can induce apoptosis in various cancer cell lines, including those derived from breast, lung, and colon cancers. The mechanism of action involves the modulation of signaling pathways involved in cell proliferation and survival, such as the PI3K/Akt and MAPK pathways.

The potential therapeutic applications of 5-Bromo-2-hydroxybenzophenone are not limited to cancer treatment alone. Recent research has also explored its anti-inflammatory properties. In vitro studies have shown that this compound can inhibit the production of pro-inflammatory cytokines such as TNF-α and IL-6, suggesting its potential use in treating inflammatory diseases.

In addition to its biological activities, 5-Bromo-2-hydroxybenzophenone has found applications in materials science and environmental chemistry. Its ability to absorb UV light makes it a useful additive in UV-absorbing coatings and polymers, protecting these materials from degradation caused by sunlight exposure. Furthermore, studies have investigated its photostability and photochemical behavior under various conditions, providing insights into its potential use in photodynamic therapy (PDT) for cancer treatment.

The synthesis of 5-Bromo-2-hydroxybenzophenone has been optimized through various methods to improve yield and purity. Common synthetic routes include the bromination of 2-hydroxybenzophenone using bromine or N-bromosuccinimide (NBS) as the brominating agent. These methods have been refined to minimize side reactions and ensure high product quality.

In conclusion, 5-Bromo-2-hydroxybenzophenone (CAS No. 55082-33-2) is a multifaceted compound with a wide range of applications in chemistry, biology, and pharmaceutical research. Its unique structural features endow it with valuable chemical reactivity and biological activities, making it a subject of ongoing research interest. As new studies continue to uncover its potential uses and mechanisms of action, this compound is poised to play an increasingly important role in various scientific and industrial fields.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:55082-33-2)5-Bromo-2-hydroxybenzophenone
A830476
Purity:99%
Quantity:25g
Price ($):322.0
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