Cas no 13395-71-6 (2,4,4-Trimethylcyclohex-2-enone)

2,4,4-Trimethylcyclohex-2-enone is a cyclic enone compound characterized by its unsaturated ketone functionality within a substituted cyclohexene framework. Its structure, featuring three methyl groups at the 2,4, and 4 positions, imparts steric and electronic effects that influence reactivity, making it a valuable intermediate in organic synthesis. The compound is particularly useful in the preparation of fragrances, pharmaceuticals, and fine chemicals due to its ability to undergo selective transformations, such as conjugate additions or cycloadditions. Its stability and defined stereochemistry further enhance its utility in controlled synthetic applications. The product is typically supplied with high purity, ensuring consistent performance in research and industrial processes.
2,4,4-Trimethylcyclohex-2-enone structure
13395-71-6 structure
Product Name:2,4,4-Trimethylcyclohex-2-enone
CAS No:13395-71-6
MF:C9H14O
MW:138.206862926483
MDL:MFCD00075569
CID:119546
PubChem ID:5086912
Update Time:2025-05-20

2,4,4-Trimethylcyclohex-2-enone Chemical and Physical Properties

Names and Identifiers

    • 2-Cyclohexen-1-one,2,4,4-trimethyl-
    • 2,4,4-trimethylcyclohex-2-en-1-one
    • 2,4,4-trimethyl-2-cyclohexen-1-one
    • 2,4,4-trimethyl-2-cyclohexenone
    • 2,4,4-Trimethyl-cyclohex-2-enon
    • 2,4,4-trimethylcyclohex-2-enone
    • 2,4,4-trimethyl-cyclohex-2-enone
    • 2,4,4-trimethylcyclohexenone
    • AC1NOEF3
    • AG-D-69250
    • CTK4B8898
    • ghl.PD_Mitscher_leg0.89
    • SureCN857299
    • 2 4 4-TRIMETHYL-2-CYCLOHEXEN-1-ONE 98%
    • AS-43461
    • VIBRIVSJBYFUNF-UHFFFAOYSA-N
    • CS-0132034
    • SCHEMBL857299
    • EN300-98928
    • AKOS006229663
    • MFCD00075569
    • 13395-71-6
    • DTXSID30408196
    • 2,4,4-Trimethylcyclohex-2-enone
    • MDL: MFCD00075569
    • Inchi: 1S/C9H14O/c1-7-6-9(2,3)5-4-8(7)10/h6H,4-5H2,1-3H3
    • InChI Key: VIBRIVSJBYFUNF-UHFFFAOYSA-N
    • SMILES: O=C1C(C)=CC(C)(C)CC1

Computed Properties

  • Exact Mass: 138.10452
  • Monoisotopic Mass: 138.104465066g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 0
  • Complexity: 187
  • 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: 2
  • XLogP3: 2.1
  • Topological Polar Surface Area: 17.1?2

Experimental Properties

  • Color/Form: Not available
  • Density: 0.924?g/mL?at 25?°C(lit.)
  • Melting Point: Not available
  • Boiling Point: 81-82?°C20?mm Hg(lit.)
  • Flash Point: 151?°F
  • Refractive Index: n20/D 1.476(lit.)
  • PSA: 17.07
  • LogP: 2.32180
  • Solubility: Not available
  • Vapor Pressure: 0.4±0.4 mmHg at 25°C

2,4,4-Trimethylcyclohex-2-enone Security Information

2,4,4-Trimethylcyclohex-2-enone Pricemore >>

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Additional information on 2,4,4-Trimethylcyclohex-2-enone

Comprehensive Overview of 2,4,4-Trimethylcyclohex-2-enone (CAS No. 13395-71-6): Properties, Applications, and Industry Trends

2,4,4-Trimethylcyclohex-2-enone (CAS No. 13395-71-6) is a cyclic ketone with significant relevance in fragrance, flavor, and specialty chemical industries. This compound, characterized by its unsaturated cyclohexenone structure, is widely utilized due to its unique olfactory properties and chemical versatility. Its molecular formula, C9H14O, and distinctive trimethyl-substituted ring system make it a valuable intermediate in organic synthesis.

The growing demand for sustainable aroma chemicals has positioned 2,4,4-Trimethylcyclohex-2-enone as a compound of interest. Researchers and manufacturers are increasingly exploring its potential in green chemistry applications, aligning with global trends toward eco-friendly production methods. Its compatibility with biocatalytic processes and renewable feedstocks further enhances its appeal in modern industrial applications.

One of the most searched questions regarding this compound is: "What are the key odor characteristics of 2,4,4-Trimethylcyclohex-2-enone?" The answer lies in its woody, amber-like scent profile, which makes it a popular choice for perfumery formulations. Its ability to blend seamlessly with other fragrance ingredients has led to its incorporation in high-end personal care products and fine fragrances.

From a chemical perspective, 2,4,4-Trimethylcyclohex-2-enone exhibits interesting reactivity patterns. The conjugated enone system allows for various Michael addition reactions, while the steric effects of the trimethyl groups influence its regioselectivity in synthetic transformations. These properties have sparked discussions in organic chemistry forums about its potential as a building block for complex molecular architectures.

Recent advancements in analytical chemistry techniques have enabled more precise characterization of this compound. Gas chromatography-mass spectrometry (GC-MS) studies have revealed its behavior under different conditions, addressing another frequently searched topic: "How to identify 2,4,4-Trimethylcyclohex-2-enone in complex mixtures?" This knowledge is particularly valuable for quality control in fragrance manufacturing.

The compound's stability profile has also been a subject of research, with studies focusing on its behavior under various storage conditions and pH environments. Understanding these parameters is crucial for formulators seeking to incorporate 2,4,4-Trimethylcyclohex-2-enone into products with extended shelf lives. This aligns with current industry emphasis on product longevity and performance consistency.

In the context of market trends, the demand for specialty ketones like 2,4,4-Trimethylcyclohex-2-enone is projected to grow steadily. This is driven by increasing consumer preference for sophisticated scent profiles in household products and personal care items. Industry reports suggest particular growth in the Asia-Pacific region, where rising disposable incomes are fueling demand for premium fragrance products.

From a regulatory standpoint, 2,4,4-Trimethylcyclohex-2-enone has been evaluated for safety in various applications. Recent toxicological studies have contributed to its inclusion in approved substance lists for cosmetic use, addressing another common query: "Is 2,4,4-Trimethylcyclohex-2-enone safe for cosmetic applications?" These assessments have confirmed its suitability when used within established concentration guidelines.

The compound's role in flavor chemistry deserves special mention. While primarily known for its fragrance applications, subtle modifications to 2,4,4-Trimethylcyclohex-2-enone can yield derivatives with interesting taste characteristics. This has led to exploratory work in food flavor enhancement, particularly in creating complex flavor profiles for specialty food products.

Looking ahead, research into novel synthetic routes for 2,4,4-Trimethylcyclohex-2-enone continues to evolve. Recent publications have highlighted catalytic methods that improve yield and reduce waste, responding to the industry's need for more sustainable production processes. These developments are particularly relevant given current focus on carbon footprint reduction in chemical manufacturing.

For formulators and researchers working with this compound, understanding its solubility characteristics and compatibility matrices remains crucial. Practical questions like "What are the best solvents for 2,4,4-Trimethylcyclohex-2-enone?" frequently appear in technical discussions. The compound shows good solubility in most organic solvents but requires specific handling in aqueous systems.

The analytical chemistry community has developed advanced methods for trace-level detection of 2,4,4-Trimethylcyclohex-2-enone in various matrices. This capability is particularly important for quality assurance in fragrance compounding and for monitoring its presence in environmental samples. These techniques address growing concerns about product authenticity and supply chain integrity.

In conclusion, 2,4,4-Trimethylcyclohex-2-enone (CAS No. 13395-71-6) represents a fascinating intersection of chemistry, sensory science, and industrial application. Its unique properties continue to inspire innovation across multiple sectors, from fragrance design to specialty chemical synthesis. As research advances and market demands evolve, this compound is poised to maintain its relevance in the chemical landscape.

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