Cas no 150668-37-4 (Cyclopropyl 3-methylphenyl ketone)

Cyclopropyl 3-methylphenyl ketone is a versatile organic compound characterized by its cyclopropyl and 3-methylphenyl functional groups. This ketone is valued for its structural rigidity and reactivity, making it a useful intermediate in synthetic organic chemistry. Its cyclopropyl ring enhances steric and electronic properties, while the methyl-substituted phenyl group contributes to stability and selective reactivity. The compound is commonly employed in the synthesis of pharmaceuticals, agrochemicals, and specialty materials, where its unique framework facilitates the construction of complex molecular architectures. Its well-defined chemical properties and compatibility with various reaction conditions make it a reliable choice for research and industrial applications.
Cyclopropyl 3-methylphenyl ketone structure
150668-37-4 structure
Product Name:Cyclopropyl 3-methylphenyl ketone
CAS No:150668-37-4
MF:C11H12O
MW:160.212383270264
MDL:MFCD03841207
CID:903933
PubChem ID:21431776
Update Time:2025-10-30

Cyclopropyl 3-methylphenyl ketone Chemical and Physical Properties

Names and Identifiers

    • LogP
    • Cyclopropyl 3-methylphenyl ketone
    • CYCLOPROPYL3-METHYLPHENYLKETONE
    • 150668-37-4
    • AKOS010016140
    • CS-0153231
    • Cyclopropyl(3-methylphenyl)methanone
    • cyclopropyl-(3-methylphenyl)methanone
    • Cyclopropyl m-tolyl ketone
    • SCHEMBL6183451
    • DTXSID60613736
    • MFCD03841207
    • N13971
    • BS-15168
    • BKPSILXHXNLDKJ-UHFFFAOYSA-N
    • cyclopropyl(m-tolyl)methanone
    • MDL: MFCD03841207
    • Inchi: 1S/C11H12O/c1-8-3-2-4-10(7-8)11(12)9-5-6-9/h2-4,7,9H,5-6H2,1H3
    • InChI Key: BKPSILXHXNLDKJ-UHFFFAOYSA-N
    • SMILES: O=C(C1C=CC=C(C)C=1)C1CC1

Computed Properties

  • Exact Mass: 160.08886
  • Monoisotopic Mass: 160.088815002g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 181
  • 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: 2.4
  • Topological Polar Surface Area: 17.1?2

Experimental Properties

  • PSA: 17.07

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Cyclopropyl 3-methylphenyl ketone Related Literature

Additional information on Cyclopropyl 3-methylphenyl ketone

Cyclopropyl 3-methylphenyl ketone: A Comprehensive Overview

Cyclopropyl 3-methylphenyl ketone, also known by its CAS number 150668-37-4, is a chemical compound that has garnered significant attention in recent years due to its unique properties and potential applications in various fields. This compound is a derivative of cyclopropane, a three-membered ring hydrocarbon, which is known for its high ring strain and reactivity. The presence of the cyclopropyl group in Cyclopropyl 3-methylphenyl ketone imparts distinctive electronic and steric effects, making it an interesting subject for both academic and industrial research.

The structure of Cyclopropyl 3-methylphenyl ketone consists of a cyclopropane ring attached to a methyl-substituted phenyl group via a carbonyl group. This arrangement allows for a range of chemical reactivities, particularly in organocatalytic reactions and as a building block in organic synthesis. Recent studies have highlighted its potential as an intermediate in the synthesis of bioactive molecules, including pharmaceuticals and agrochemicals.

One of the most notable aspects of Cyclopropyl 3-methylphenyl ketone is its role in asymmetric catalysis. Researchers have explored its ability to act as an organocatalyst in enamine-mediated reactions, demonstrating high enantioselectivity in the formation of chiral centers. This property has significant implications for the development of more efficient and sustainable methods for synthesizing complex molecules.

In terms of synthesis, Cyclopropyl 3-methylphenyl ketone can be prepared through various routes, including the Friedel-Crafts acylation reaction and transition metal-catalyzed coupling reactions. Recent advancements have focused on optimizing these methods to improve yield and reduce environmental impact, aligning with the growing emphasis on green chemistry.

The applications of Cyclopropyl 3-methylphenyl ketone extend beyond organic synthesis into materials science. Its unique electronic properties make it a candidate for use in semiconducting materials and organic electronics. Additionally, it has been investigated as a precursor for the synthesis of novel polymers with tailored mechanical and thermal properties.

From a safety standpoint, Cyclopropyl 3-methylphenyl ketone exhibits moderate toxicity, with potential health risks associated with prolonged exposure or ingestion. However, its environmental impact remains relatively low compared to other synthetic chemicals, making it a viable option for industrial applications under controlled conditions.

In conclusion, Cyclopropyl 3-methylphenyl ketone, with its CAS number 150668-37-4, represents a versatile compound with promising applications across multiple disciplines. Its role as an organocatalyst, intermediate in organic synthesis, and precursor for advanced materials underscores its importance in contemporary chemical research. As ongoing studies continue to uncover new potentials, this compound is poised to play an increasingly significant role in both academic and industrial settings.

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