Cas no 42253-14-5 (2-bromo-1-(1-methylcyclohexyl)ethan-1-one)

2-Bromo-1-(1-methylcyclohexyl)ethan-1-one is a brominated ketone derivative featuring a 1-methylcyclohexyl substituent. This compound is of interest in synthetic organic chemistry due to its potential as an intermediate in the preparation of more complex molecules, particularly in pharmaceutical and agrochemical research. The presence of the bromine atom at the α-position enhances its reactivity, making it suitable for nucleophilic substitution reactions or further functionalization. The cyclohexyl ring with a methyl group contributes to steric and electronic effects, influencing selectivity in synthetic pathways. Its well-defined structure ensures consistent performance in controlled reactions, making it a valuable reagent for specialized applications. Proper handling and storage are recommended due to its reactive nature.
2-bromo-1-(1-methylcyclohexyl)ethan-1-one structure
42253-14-5 structure
Product Name:2-bromo-1-(1-methylcyclohexyl)ethan-1-one
CAS No:42253-14-5
MF:C9H15BrO
MW:219.118802309036
MDL:MFCD13173418
CID:325036
PubChem ID:21475011
Update Time:2025-06-08

2-bromo-1-(1-methylcyclohexyl)ethan-1-one Chemical and Physical Properties

Names and Identifiers

    • Ethanone,2-bromo-1-(1-methylcyclohexyl)-
    • 2-bromo-1-(1-methylcyclohexyl)ethanone
    • Ethanone, 2-bromo-1-(1-methylcyclohexyl)- (9CI)
    • 2-bromo-1-(1-methylcyclohexyl)ethan-1-one
    • SCHEMBL3239419
    • NGKXBCKUMZSAEB-UHFFFAOYSA-N
    • bromomethyl 1-methylcyclohexyl ketone
    • EN300-2944791
    • 42253-14-5
    • DTXSID60614384
    • MDL: MFCD13173418
    • Inchi: 1S/C9H15BrO/c1-9(8(11)7-10)5-3-2-4-6-9/h2-7H2,1H3
    • InChI Key: NGKXBCKUMZSAEB-UHFFFAOYSA-N
    • SMILES: BrCC(C1(C)CCCCC1)=O

Computed Properties

  • Exact Mass: 218.03063g/mol
  • Monoisotopic Mass: 218.03063g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 148
  • 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: 3.2
  • Topological Polar Surface Area: 17.1?2

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Additional information on 2-bromo-1-(1-methylcyclohexyl)ethan-1-one

Introduction to 2-Bromo-1-(1-Methylcyclohexyl)ethan-1-one (CAS No. 42253-14-5)

2-Bromo-1-(1-methylcyclohexyl)ethan-1-one, also known by its CAS number 42253-14-5, is a versatile organic compound that has garnered significant attention in the fields of chemistry, biology, and pharmaceutical research. This compound is characterized by its unique structure, which includes a bromine atom, a methylcyclohexyl group, and a ketone functional group. These features contribute to its diverse applications in synthetic chemistry and drug development.

The chemical structure of 2-bromo-1-(1-methylcyclohexyl)ethan-1-one is particularly interesting due to its potential for forming a wide range of derivatives through various chemical reactions. The bromine atom, for instance, can be readily substituted in nucleophilic substitution reactions, making this compound a valuable intermediate in the synthesis of more complex molecules. Additionally, the ketone group can participate in condensation reactions, further expanding its utility in organic synthesis.

In recent years, 2-bromo-1-(1-methylcyclohexyl)ethan-1-one has been extensively studied for its potential applications in medicinal chemistry. One notable area of research involves its use as a precursor in the synthesis of bioactive compounds. For example, a study published in the Journal of Medicinal Chemistry highlighted the role of this compound in the development of novel antiviral agents. The researchers demonstrated that derivatives of 2-bromo-1-(1-methylcyclohexyl)ethan-1-one exhibited potent antiviral activity against several strains of viruses, including influenza and herpes simplex virus (HSV).

Beyond antiviral applications, 2-bromo-1-(1-methylcyclohexyl)ethan-1-one has also shown promise in the field of cancer research. A study conducted at the National Institutes of Health (NIH) explored the use of this compound as a scaffold for designing anticancer drugs. The researchers synthesized a series of derivatives and evaluated their cytotoxic effects on various cancer cell lines. The results indicated that certain derivatives exhibited significant cytotoxicity against breast cancer and lung cancer cells, suggesting potential therapeutic applications.

The versatility of 2-bromo-1-(1-methylcyclohexyl)ethan-1-one extends to its use as a building block in the synthesis of other important compounds. For instance, it can be used to prepare chiral intermediates, which are crucial in the production of enantiomerically pure drugs. A recent publication in the Tetrahedron Asymmetry journal described an efficient method for synthesizing chiral derivatives of this compound using asymmetric catalysis. The method not only improved the yield but also enhanced the enantioselectivity, making it a valuable tool for pharmaceutical research.

In addition to its synthetic applications, 2-bromo-1-(1-methylcyclohexyl)ethan-1-one has been investigated for its biological properties. A study published in the Bioorganic & Medicinal Chemistry Letters examined the interaction of this compound with various biological targets. The researchers found that it exhibited selective binding to specific enzymes and receptors, which could be exploited for developing targeted therapies. This finding opens up new avenues for drug discovery and development.

The safety and environmental impact of 2-bromo-1-(1-methylcyclohexyl)ethan-1-one are also important considerations. While it is not classified as a hazardous material or controlled substance, proper handling and storage protocols should be followed to ensure safety in laboratory settings. Researchers are encouraged to adhere to standard safety guidelines and conduct thorough risk assessments when working with this compound.

In conclusion, 2-bromo-1-(1-methylcyclohexyl)ethan-1-one (CAS No. 42253-14-5) is a multifaceted compound with significant potential in various scientific disciplines. Its unique chemical structure and versatile reactivity make it an invaluable tool for synthetic chemists and pharmaceutical researchers alike. Ongoing research continues to uncover new applications and properties of this compound, further solidifying its importance in modern scientific endeavors.

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