Cas no 16740-73-1 (1-(5-Bromo-2-methoxyphenyl)ethanone)

1-(5-Bromo-2-methoxyphenyl)ethanone is a brominated aromatic ketone with a methoxy substituent, commonly utilized as a key intermediate in organic synthesis. Its structural features, including the electron-withdrawing bromo group and electron-donating methoxy group, make it valuable for constructing complex molecules in pharmaceuticals, agrochemicals, and materials science. The compound exhibits high reactivity in cross-coupling reactions, such as Suzuki or Heck couplings, enabling efficient derivatization. Its well-defined crystalline form ensures consistent purity and handling stability. Researchers favor this compound for its versatility in synthesizing heterocycles and functionalized aromatics, contributing to advancements in medicinal chemistry and specialty chemical development.
1-(5-Bromo-2-methoxyphenyl)ethanone structure
16740-73-1 structure
Product Name:1-(5-Bromo-2-methoxyphenyl)ethanone
CAS No:16740-73-1
MF:C9H9BrO2
MW:229.070562124252
MDL:MFCD03789141
CID:121855
Update Time:2025-11-02

1-(5-Bromo-2-methoxyphenyl)ethanone Chemical and Physical Properties

Names and Identifiers

    • 1-(5-Bromo-2-methoxyphenyl)ethanone
    • 5-Bromo-2-methoxyacetophenone
    • Ethanone, 1-(5-bromo-2-methoxyphenyl)-
    • 1-(5-bromo-2-methoxy-phenyl)-ethanone
    • 2'-methoxy-5'-bromoacetophenone
    • 2-methoxy-5-bromoacetophenone
    • 3-bromo-6-methoxyphenyl-ethanone
    • 5'-bromo-2'-methoxyacetophenone
    • 5'-bromo-2'-methoxy-acetophenone
    • AC1MBUX5
    • QC-9979
    • SureCN1821903
    • MDL: MFCD03789141
    • Inchi: 1S/C9H9BrO2/c1-6(11)8-5-7(10)3-4-9(8)12-2/h3-5H,1-2H3
    • InChI Key: GLKBPFOSTPLEKE-UHFFFAOYSA-N
    • SMILES: BrC1C=CC(=C(C(C)=O)C=1)OC

Computed Properties

  • Exact Mass: 227.97857
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2

Experimental Properties

  • Boiling Point: 296.6°C at 760 mmHg
  • PSA: 26.3

1-(5-Bromo-2-methoxyphenyl)ethanone Security Information

1-(5-Bromo-2-methoxyphenyl)ethanone Pricemore >>

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Apollo Scientific
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1-(5-Bromo-2-methoxyphenyl)ethanone Related Literature

Additional information on 1-(5-Bromo-2-methoxyphenyl)ethanone

Comprehensive Guide to 1-(5-Bromo-2-methoxyphenyl)ethanone (CAS 16740-73-1): Properties, Applications, and Market Insights

1-(5-Bromo-2-methoxyphenyl)ethanone, with CAS number 16740-73-1, is a specialized organic compound that has garnered significant attention in pharmaceutical and chemical research. This brominated aromatic ketone is characterized by its unique molecular structure, featuring a methoxy group and a bromine atom attached to a phenyl ring. The compound's distinct chemical properties make it valuable for various synthetic applications, particularly in the development of novel drug intermediates.

The growing interest in 1-(5-Bromo-2-methoxyphenyl)ethanone is reflected in recent search trends, with many researchers querying about its "synthesis methods", "pharmaceutical applications", and "safety profile". As the pharmaceutical industry continues to explore new small molecule drugs, compounds like this play a crucial role in medicinal chemistry. The presence of both electron-donating (methoxy) and electron-withdrawing (bromo) groups on the aromatic ring creates interesting reactivity patterns that synthetic chemists can exploit.

From a chemical perspective, 1-(5-Bromo-2-methoxyphenyl)ethanone serves as an important building block in organic synthesis. Its molecular weight of 229.07 g/mol and the strategic positioning of functional groups allow for diverse chemical transformations. Researchers particularly value this compound for its potential in creating heterocyclic compounds, which are fundamental structures in many active pharmaceutical ingredients (APIs). The carbonyl group present in the molecule offers additional sites for nucleophilic attack, expanding its synthetic utility.

Recent advancements in green chemistry have sparked discussions about more sustainable approaches to producing compounds like 1-(5-Bromo-2-methoxyphenyl)ethanone. Many researchers are now searching for "eco-friendly synthesis of brominated ketones" and "catalytic methods for aromatic bromination". These trends reflect the chemical industry's shift toward environmentally conscious practices while maintaining the high purity standards required for pharmaceutical applications.

The pharmaceutical applications of 1-(5-Bromo-2-methoxyphenyl)ethanone are particularly noteworthy. As a drug intermediate, it has shown potential in the development of compounds with various biological activities. The presence of the bromo substituent makes it especially valuable for creating molecules that might interact with biological targets through halogen bonding. Current research is exploring its use in developing new central nervous system agents and anti-inflammatory compounds, though specific applications remain under investigation.

Quality control is paramount when working with 1-(5-Bromo-2-methoxyphenyl)ethanone, as evidenced by frequent searches for "analytical methods for brominated aromatic ketones". Standard characterization techniques include HPLC analysis, mass spectrometry, and NMR spectroscopy. The compound typically appears as a white to off-white crystalline powder with high purity requirements for research applications. Storage recommendations generally suggest keeping it in a cool, dry place protected from light to maintain stability.

Market dynamics for 1-(5-Bromo-2-methoxyphenyl)ethanone reflect the growing demand for specialized pharmaceutical intermediates. While exact production volumes are proprietary information, industry reports suggest increasing interest from contract research organizations and academic institutions. The compound's pricing structure typically depends on purity grade, with research-grade material commanding premium prices compared to industrial-grade quantities.

From a regulatory standpoint, 1-(5-Bromo-2-methoxyphenyl)ethanone is subject to standard chemical handling regulations rather than specific controlled substance restrictions. However, proper laboratory safety protocols should always be followed when handling this or any chemical substance. Recent search trends show many users inquiring about "proper handling of brominated aromatic compounds" and "personal protective equipment for ketone handling", indicating growing awareness of chemical safety.

The future research directions for 1-(5-Bromo-2-methoxyphenyl)ethanone appear promising, particularly in the context of structure-activity relationship studies. As medicinal chemistry continues to evolve, the strategic modification of such aromatic ketone scaffolds may lead to discoveries of new bioactive molecules. The compound's versatility also makes it interesting for materials science applications, particularly in the development of specialized organic electronic materials.

For researchers considering working with 1-(5-Bromo-2-methoxyphenyl)ethanone, it's important to consult current literature on its chemical reactivity and potential synthetic applications. The compound's unique combination of substituents offers multiple sites for further functionalization, making it a valuable tool for synthetic chemists. As with any specialized chemical, working with reliable suppliers who can provide proper documentation and certificates of analysis is essential for research integrity.

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