Cas no 154257-85-9 (1-(3-bromo-5-chlorophenyl)ethan-1-one)

1-(3-Bromo-5-chlorophenyl)ethan-1-one is a halogenated aromatic ketone with the molecular formula C?H?BrClO. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. Its distinct substitution pattern—featuring bromine and chlorine at the 3- and 5-positions of the phenyl ring—enhances reactivity in cross-coupling reactions and nucleophilic substitutions. The ketone functionality allows further derivatization, such as reductions or condensations, making it valuable for constructing complex molecular frameworks. High purity and stability under standard conditions ensure consistent performance in synthetic applications. Its structural features also contribute to its utility in materials science and ligand design.
1-(3-bromo-5-chlorophenyl)ethan-1-one structure
154257-85-9 structure
Product Name:1-(3-bromo-5-chlorophenyl)ethan-1-one
CAS No:154257-85-9
MF:C8H6BrClO
MW:233.489640712738
MDL:MFCD13189467
CID:105777
PubChem ID:19702351
Update Time:2025-06-10

1-(3-bromo-5-chlorophenyl)ethan-1-one Chemical and Physical Properties

Names and Identifiers

    • 1-(3-Bromo-5-chlorophenyl)ethanone
    • LogP
    • 3-Bromo-5-chloroacetophenone
    • 1g of 1-(3-bromo-5-chlorophenyl)ehtnanone
    • 3'-Bromo-5'-chloroacetophenone
    • 3-Bromo-5-chlorophenylethanone
    • Ethanone,1-(3-bromo-5-chlorophenyl)-
    • 1-(3-bromo-5-chlorophenyl)ethan-1-one
    • EN300-1893659
    • MFCD13189467
    • DTXSID40599327
    • FT-0746330
    • SCHEMBL6246571
    • CL9357
    • SY108552
    • AS-10543
    • AB68467
    • AS-813/43501556
    • 3 inverted exclamation mark -Bromo-5 inverted exclamation mark -chloroacetophenone
    • AKOS016006800
    • A852363
    • CS-0041765
    • 154257-85-9
    • DB-064029
    • MDL: MFCD13189467
    • Inchi: 1S/C8H6BrClO/c1-5(11)6-2-7(9)4-8(10)3-6/h2-4H,1H3
    • InChI Key: IEWFDTXICLHPTE-UHFFFAOYSA-N
    • SMILES: BrC1=CC(=CC(C(C)=O)=C1)Cl

Computed Properties

  • Exact Mass: 231.92908
  • Monoisotopic Mass: 231.92906g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 160
  • 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: 2.9
  • Topological Polar Surface Area: 17.1?2

Experimental Properties

  • Density: 1.566
  • PSA: 17.07

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1-(3-bromo-5-chlorophenyl)ethan-1-one Suppliers

Suzhou Senfeida Chemical Co., Ltd
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(CAS:154257-85-9)3-Bromo-5-chlorophenylethanone
Order Number:sfd18356
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:38
Price ($):discuss personally
Amadis Chemical Company Limited
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(CAS:154257-85-9)1-(3-bromo-5-chlorophenyl)ethan-1-one
Order Number:A852363
Stock Status:in Stock
Quantity:5g/25g/100g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 07:40
Price ($):174.0/608.0/2429.0

Additional information on 1-(3-bromo-5-chlorophenyl)ethan-1-one

Comprehensive Overview of 1-(3-bromo-5-chlorophenyl)ethan-1-one (CAS No. 154257-85-9): Properties, Applications, and Industry Relevance

1-(3-bromo-5-chlorophenyl)ethan-1-one, identified by its CAS number 154257-85-9, is a specialized organic compound gaining attention in pharmaceutical and agrochemical research. This halogenated aromatic ketone features a unique molecular structure with both bromo and chloro substituents, making it a valuable intermediate in synthetic chemistry. Recent studies highlight its role in developing novel active pharmaceutical ingredients (APIs), particularly in kinase inhibitor scaffolds – a hot topic in cancer therapy research. The compound's electron-withdrawing properties and ring stability contribute to its versatility in cross-coupling reactions, a frequent search query among organic chemists exploring Suzuki-Miyaura couplings.

In the context of green chemistry trends, researchers are investigating eco-friendly synthetic routes for 154257-85-9 to address growing concerns about sustainable manufacturing. Analytical techniques like HPLC purity analysis and LC-MS characterization (commonly searched analytical methods) confirm its high stability under standard storage conditions. The compound's crystallographic data, including its distinctive orthorhombic crystal system, has been documented in several crystallography databases – a detail often requested by material scientists studying molecular packing behaviors.

The pharmaceutical industry particularly values 1-(3-bromo-5-chlorophenyl)ethan-1-one for its role in creating biaryl ether derivatives, a structural motif prevalent in neurological drugs. Recent patent analyses reveal its incorporation in TRPV1 modulator development (a trending pain management target) and JAK-STAT pathway inhibitors. These applications align with current healthcare focus areas like precision medicine and targeted therapies, keywords showing increased search volume in scientific literature databases.

From a regulatory perspective, CAS 154257-85-9 complies with major chemical inventories including TSCA and EINECS, a crucial consideration for manufacturers facing increasing chemical compliance requirements. Its logP value of 2.8 ± 0.3 (predicted) suggests favorable ADME properties for drug development – a key parameter frequently searched by medicinal chemists. The compound's thermal stability up to 200°C makes it suitable for various high-temperature reactions, addressing common processing questions in industrial chemistry forums.

Emerging applications in material science include its use as a precursor for organic semiconductors and photovoltaic materials, connecting to renewable energy research trends. The bromo-chloro substitution pattern enables precise molecular engineering of conjugated systems, a technique gaining traction in OLED development circles. Analytical data shows characteristic NMR peaks at 7.85 ppm (aromatic protons) and 2.65 ppm (acetyl group) – spectral information highly sought after by analytical chemists performing structure elucidation.

Quality control protocols for 1-(3-bromo-5-chlorophenyl)ethan-1-one typically involve GC-MS verification (98.5% purity threshold) and heavy metal screening, meeting stringent ICH guidelines for pharmaceutical intermediates. The compound's molecular weight of 247.5 g/mol and melting point range of 78-81°C are frequently referenced physical properties in technical datasheets. Recent innovations in continuous flow chemistry have demonstrated efficient kilogram-scale production of this intermediate, responding to industry demands for process intensification solutions.

In academic settings, 154257-85-9 serves as an excellent case study for electrophilic aromatic substitution mechanisms and protecting group strategies – fundamental concepts with growing online educational content. Its X-ray diffraction data reveals interesting intermolecular interactions that contribute to crystal lattice stability, a subject of numerous computational chemistry studies. The compound's UV-Vis spectrum shows maximum absorption at 280 nm, information valuable for researchers developing photocatalysts or photoinitiators.

The global market for halogenated acetophenone derivatives like 1-(3-bromo-5-chlorophenyl)ethan-1-one is projected to grow at 6.2% CAGR through 2028, driven by expanding contract research organization activities and generic drug development. Proper storage conditions (recommended: inert atmosphere at 2-8°C) and handling precautions are thoroughly documented in safety data sheets, addressing common workplace safety queries. As research continues, this compound maintains its position as a versatile building block in modern organic synthesis, bridging traditional chemistry with cutting-edge drug discovery and advanced materials innovation.

Recommended suppliers
Suzhou Senfeida Chemical Co., Ltd
(CAS:154257-85-9)3-Bromo-5-chlorophenylethanone
sfd18356
Purity:99.9%
Quantity:200kg
Price ($):Inquiry
Email
Amadis Chemical Company Limited
(CAS:154257-85-9)1-(3-bromo-5-chlorophenyl)ethan-1-one
A852363
Purity:99%/99%/99%
Quantity:5g/25g/100g
Price ($):174.0/608.0/2429.0
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