Cas no 433939-27-6 (3-Bromo-5-fluorophenol)

3-Bromo-5-fluorophenol is a halogenated phenol derivative featuring both bromine and fluorine substituents on the aromatic ring. This compound is primarily utilized as an intermediate in organic synthesis, particularly in pharmaceutical and agrochemical applications, where its unique substitution pattern enables selective functionalization. The presence of bromine enhances reactivity for cross-coupling reactions, while the fluorine atom contributes to stability and influences electronic properties. Its well-defined structure makes it valuable for constructing complex molecules. The compound is typically supplied in high purity to ensure consistent performance in synthetic workflows. Proper handling is advised due to its phenolic nature and potential sensitivity to light or moisture.
3-Bromo-5-fluorophenol structure
3-Bromo-5-fluorophenol structure
Product Name:3-Bromo-5-fluorophenol
CAS No:433939-27-6
MF:C6H4BrFO
MW:190.997764587402
MDL:MFCD07783710
CID:68076
PubChem ID:21904636
Update Time:2025-05-21

3-Bromo-5-fluorophenol Chemical and Physical Properties

Names and Identifiers

    • 3-Bromo-5-fluorophenol
    • 3-Fluoro-5-bromophenol
    • 3-bromo-5-fluoro-phenol
    • 5-Bromo-3-fluorophenol
    • 5-fluoro-3-hydroxybromobenzene
    • CS-W003437
    • B3063
    • FT-0659912
    • AKOS005254559
    • AM20050306
    • SCHEMBL393819
    • JCPJGUPQZDEZQH-UHFFFAOYSA-N
    • CL8478
    • J-512017
    • EN300-109408
    • Phenol, 3-bromo-5-fluoro-
    • DTXSID60619814
    • 433939-27-6
    • A1691
    • 3-Bromo-5-fluorophenol, 97%
    • MFCD07783710
    • SY007816
    • PS-8363
    • AC-3758
    • MDL: MFCD07783710
    • Inchi: 1S/C6H4BrFO/c7-4-1-5(8)3-6(9)2-4/h1-3,9H
    • InChI Key: JCPJGUPQZDEZQH-UHFFFAOYSA-N
    • SMILES: BrC1=CC(=CC(=C1)O)F

Computed Properties

  • Exact Mass: 189.94300
  • Monoisotopic Mass: 189.943
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • 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
  • Surface Charge: 0
  • Tautomer Count: 3
  • XLogP3: 2.4
  • Topological Polar Surface Area: 20.2A^2

Experimental Properties

  • Color/Form: Not determined
  • Density: 1.764
  • Melting Point: 40.0 to 44.0 deg-C
  • Boiling Point: 231.1℃ at 760 mmHg
  • Flash Point: Degrees Fahrenheit:>230°F
    Degrees Celsius:>110°C
  • Refractive Index: 1.576
  • PSA: 20.23000
  • LogP: 2.29380
  • Solubility: Not determined

3-Bromo-5-fluorophenol Security Information

  • Symbol: GHS07
  • Prompt:warning
  • Signal Word:Warning
  • Hazard Statement: H302,H315,H319,H335
  • Warning Statement: P261,P305+P351+P338
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 22-36/37/38
  • Safety Instruction: S26
  • Hazardous Material Identification: Xn
  • HazardClass:IRRITANT
  • Storage Condition:Store at room temperature
  • Risk Phrases:R22; R36/37/38

3-Bromo-5-fluorophenol 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%

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3-Bromo-5-fluorophenol Production Method

3-Bromo-5-fluorophenol Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:433939-27-6)3-Bromo-5-fluorophenol
Order Number:A1691
Stock Status:in Stock
Quantity:500g
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 16:00
Price ($):401.0
Jiangsu Xinsu New Materials Co., Ltd
Gold Member
Audited Supplier Audited Supplier
(CAS:433939-27-6)
Order Number:SFD831
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Wednesday, 11 December 2024 17:02
Price ($):

Additional information on 3-Bromo-5-fluorophenol

Research Brief on 3-Bromo-5-fluorophenol (CAS: 433939-27-6) in Chemical Biology and Pharmaceutical Applications

3-Bromo-5-fluorophenol (CAS: 433939-27-6) is a halogenated phenol derivative that has garnered significant attention in recent chemical biology and pharmaceutical research due to its versatile applications as a building block in organic synthesis and drug development. This compound, characterized by the presence of both bromine and fluorine substituents on the aromatic ring, exhibits unique electronic and steric properties that make it valuable for the design of bioactive molecules. Recent studies have explored its utility in the synthesis of kinase inhibitors, antimicrobial agents, and radiopharmaceutical precursors, highlighting its broad potential in medicinal chemistry.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated the use of 3-Bromo-5-fluorophenol as a key intermediate in the synthesis of novel Bruton's tyrosine kinase (BTK) inhibitors. The researchers leveraged the bromine atom for Suzuki-Miyaura cross-coupling reactions, while the fluorine atom contributed to enhanced metabolic stability of the final compounds. The resulting inhibitors showed promising activity against resistant forms of BTK, suggesting potential applications in treating B-cell malignancies.

In the field of antimicrobial research, a team from the University of Cambridge reported in Bioorganic & Medicinal Chemistry Letters (2024) that derivatives synthesized from 3-Bromo-5-fluorophenol exhibited potent activity against multidrug-resistant Staphylococcus aureus strains. The presence of both halogen atoms was found to be crucial for membrane penetration and target binding, with the fluorine atom particularly important for reducing cytotoxicity against mammalian cells.

Recent advances in radiopharmaceutical development have also utilized 3-Bromo-5-fluorophenol as a precursor for 18F-labeled compounds. A 2024 study in Nuclear Medicine and Biology described an efficient two-step radiosynthesis approach where the bromine atom served as a leaving group for nucleophilic aromatic substitution with [18F]fluoride, enabling the production of PET tracers for neuroinflammation imaging with high radiochemical yields (>85%).

From a chemical biology perspective, researchers at Scripps Research Institute have employed 3-Bromo-5-fluorophenol in the development of activity-based protein profiling (ABPP) probes. The compound's ability to serve as a warhead in covalent inhibitor design was highlighted in a 2023 ACS Chemical Biology publication, where it was incorporated into probes targeting cysteine proteases involved in cancer progression.

Ongoing research continues to explore new applications for 3-Bromo-5-fluorophenol, with particular focus on its use in PROTAC (Proteolysis Targeting Chimera) design and as a building block for DNA-encoded libraries. The compound's commercial availability and well-characterized reactivity profile make it an attractive starting material for diverse pharmaceutical applications. Future directions may include optimization of its physicochemical properties for improved drug-likeness and exploration of its potential in targeted drug delivery systems.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:433939-27-6)3-Bromo-5-fluorophenol
A1691
Purity:99%
Quantity:500g
Price ($):401.0
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Jiangsu Xinsu New Materials Co., Ltd
(CAS:433939-27-6)
SFD831
Purity:99%
Quantity:25KG,200KG,1000KG
Price ($):Inquiry
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