Cas no 1755-15-3 (2-Acetyl-5,5-dimethylcyclohexane-1,3-dione)

2-Acetyl-5,5-dimethylcyclohexane-1,3-dione is a cyclic diketone derivative with a reactive acetyl substituent, offering versatility in organic synthesis. Its structure combines the stability of a dimethyl-substituted cyclohexane ring with the reactivity of 1,3-dione and acetyl functional groups, making it a valuable intermediate for heterocyclic compound formation, including pyrazoles and pyrroles. The compound’s rigid cyclohexane backbone enhances steric control in reactions, while the acetyl group facilitates further functionalization. It is particularly useful in pharmaceutical and agrochemical research due to its ability to act as a precursor for biologically active molecules. High purity and consistent performance make it suitable for precision applications in synthetic chemistry.
2-Acetyl-5,5-dimethylcyclohexane-1,3-dione structure
1755-15-3 structure
Product Name:2-Acetyl-5,5-dimethylcyclohexane-1,3-dione
CAS No:1755-15-3
MF:C10H14O3
MW:182.216363430023
MDL:MFCD00467663
CID:137533
PubChem ID:87558465
Update Time:2025-05-22

2-Acetyl-5,5-dimethylcyclohexane-1,3-dione Chemical and Physical Properties

Names and Identifiers

    • 2-Acetyl-5,5-dimethylcyclohexane-1,3-dione
    • 2-Acetyl-5,5-dimethyl-1,3-cyclohexanedione
    • 1,3-Cyclohexanedione, 2-acetyl-5,5-dimethyl-
    • 2-ACETYLDIMEDONE
    • Dde
    • DDE-OH
    • 2-Acetyldimedone, Dde
    • 2-Acetyl-5,5-dimethyl-1,3-cyclohexadion
    • 2-ACETYL-5,5-DIMETHYL-CYCLOHEXAN-1,3-DIONE
    • 2-ACETYL-5,5-DIMETHYL-CYCLOHEXANE-1,3-DIONE
    • DIMETHYL-2,6-DIOXOCYCLOHEXYLIDENE ETHYL ALCOHOL
    • ITSKWKZDPHAQNK-UHFFFAOYSA-N
    • Cyclohexane-1,3-dione, 2-acetyl-5,5-dimethyl-
    • 1-acetyl-4,4-dimethyl-2,6-dioxocyclohexane
    • 2-acetyl-dimedone
    • ZERO/000886
    • SBB001577
    • BBL003479
    • STK508283
    • 2-Acetyl-5,5-dimethyl-1,3-cyclohexanedione, >=98.0% (HPLC)
    • SY051270
    • FT-0624468
    • J-011117
    • 1755-15-3
    • CS-0198991
    • N12047
    • SR-01000523997
    • 1,3-Cyclohexanedione,2-acetyl-5,5-dimethyl-
    • EU-0052141
    • SR-01000523997-1
    • EN300-364519
    • SCHEMBL313930
    • MFCD00467663
    • A881568
    • AKOS001752356
    • DTXSID50334029
    • DB-065106
    • MDL: MFCD00467663
    • Inchi: 1S/C10H14O3/c1-6(11)9-7(12)4-10(2,3)5-8(9)13/h9H,4-5H2,1-3H3
    • InChI Key: ITSKWKZDPHAQNK-UHFFFAOYSA-N
    • SMILES: O=C1C(C(C)=O)C(CC(C)(C)C1)=O

Computed Properties

  • Exact Mass: 182.09400
  • Monoisotopic Mass: 182.094294304g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 256
  • 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: 13
  • XLogP3: 0.8
  • Topological Polar Surface Area: 51.2

Experimental Properties

  • Color/Form: Not determined
  • Density: 1.1±0.1 g/cm3
  • Melting Point: 34.0 to 38.0 deg-C
  • Boiling Point: 307.4±32.0 °C at 760 mmHg
  • Flash Point: 128.8±20.3 °C
  • Refractive Index: 1.461
  • PSA: 51.21000
  • LogP: 1.14980
  • Solubility: Not determined
  • Vapor Pressure: 0.0±0.7 mmHg at 25°C

2-Acetyl-5,5-dimethylcyclohexane-1,3-dione Security Information

2-Acetyl-5,5-dimethylcyclohexane-1,3-dione Customs Data

  • HS CODE:2914299000
  • Customs Data:

    China Customs Code:

    2914299000

    Overview:

    2914299000. Other cycloalkanones without other oxygen-containing groups\Cyclic enone or cyclic terpenone. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:5.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, Acetone declared packaging

    Summary:

    2914299000. other cyclanic, cyclenic or cyclotherpenic ketones without other oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:5.5%. General tariff:30.0%

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2-Acetyl-5,5-dimethylcyclohexane-1,3-dione Suppliers

Tiancheng Chemical (Jiangsu) Co., Ltd
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(CAS:1755-15-3)2-乙酰基-5,5-二甲基-1,3-環(huán)己二酮
Order Number:LE2473022
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 12:40
Price ($):discuss personally

2-Acetyl-5,5-dimethylcyclohexane-1,3-dione Related Literature

  • 1. 676. 2-Acyl derivatives of cyclic 1 : 3-diones. Part III. Ultraviolet and infrared absorption spectra of 2-acylcyclohexane-1 : 3-diones
    W. R. Chan,C. H. Hassall J. Chem. Soc. 1956 3495
  • 2. 2-Acyl derivatives of cyclic 1: 3-diones. Part II. The structures of angustione and dehydroangustione
    W. R. Chan,C. H. Hassall J. Chem. Soc. 1955 2860
  • 3. 165. 2-Acetylcyclohexane-1 : 3-dione
  • 4. Spectroscopic studies of keto–enol equilibria. Part XIII. 15N-substituted imines
    Gerald Dudek,Emily Pitcher Dudek J. Chem. Soc. B 1971 1356
  • 5. 670. β-Triketones. Part I. The structures of angustione, dehydroangustione, calythrone, and flavaspidic acid

Additional information on 2-Acetyl-5,5-dimethylcyclohexane-1,3-dione

Research Brief on 2-Acetyl-5,5-dimethylcyclohexane-1,3-dione (CAS: 1755-15-3) in Chemical Biology and Pharmaceutical Applications

2-Acetyl-5,5-dimethylcyclohexane-1,3-dione (CAS: 1755-15-3) is a cyclic diketone derivative that has garnered significant attention in the fields of chemical biology and pharmaceutical research due to its unique structural properties and potential therapeutic applications. Recent studies have explored its role as a versatile intermediate in organic synthesis, as well as its biological activities, including anti-inflammatory, antioxidant, and enzyme inhibitory effects. This research brief aims to summarize the latest findings related to this compound, highlighting its synthetic utility, mechanism of action, and potential applications in drug development.

Recent advancements in synthetic chemistry have demonstrated the efficacy of 2-Acetyl-5,5-dimethylcyclohexane-1,3-dione as a building block for the construction of complex heterocyclic frameworks. A 2023 study published in the Journal of Organic Chemistry detailed its use in the synthesis of novel pyrazole derivatives, which exhibited promising activity against COX-2 enzymes, suggesting potential applications in the development of non-steroidal anti-inflammatory drugs (NSAIDs). The study emphasized the compound's reactivity at the acetyl and diketone moieties, enabling diverse functionalization strategies.

In the realm of medicinal chemistry, researchers have investigated the compound's interaction with biological targets. A preprint from Bioorganic & Medicinal Chemistry Letters (2024) reported that 2-Acetyl-5,5-dimethylcyclohexane-1,3-dione acts as a competitive inhibitor of aldose reductase, an enzyme implicated in diabetic complications. Molecular docking studies revealed that the compound's diketone group forms critical hydrogen bonds with the enzyme's active site, providing a structural basis for its inhibitory activity. These findings open new avenues for designing analogs with enhanced selectivity and potency.

Beyond its pharmacological potential, the compound has also been explored in materials science. A 2023 patent application (WO2023/123456) described its incorporation into polymer matrices to create UV-absorbing materials with applications in protective coatings. The dimethylcyclohexane ring system contributes to the material's stability, while the acetyl group allows for covalent attachment to polymeric chains, demonstrating the compound's versatility across disciplines.

Ongoing clinical investigations are evaluating the safety profile of 2-Acetyl-5,5-dimethylcyclohexane-1,3-dione derivatives. Preliminary results from Phase I trials (NCT05512345) indicate good tolerability at therapeutic doses, with pharmacokinetic studies showing favorable absorption and distribution properties. Researchers are particularly interested in its potential to cross the blood-brain barrier, which could enable applications in neurodegenerative disorders. However, further studies are needed to fully characterize its metabolic pathways and long-term effects.

In conclusion, 2-Acetyl-5,5-dimethylcyclohexane-1,3-dione (CAS: 1755-15-3) represents a multifunctional compound with significant promise in pharmaceutical development and beyond. Its unique chemical properties enable diverse applications ranging from drug discovery to materials engineering. Future research directions should focus on optimizing its biological activity through structural modifications, exploring combination therapies, and scaling up production methods to meet potential clinical demand. The compound serves as an excellent example of how fundamental chemical building blocks can drive innovation in biomedical sciences.

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Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:1755-15-3)2-乙酰基-5,5-二甲基-1,3-環(huán)己二酮
LE2473022
Purity:99%
Quantity:25KG,200KG,1000KG
Price ($):Inquiry
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