Cas no 1073-13-8 (4,4-dimethylcyclohex-2-en-1-one)

4,4-Dimethylcyclohex-2-en-1-one is a cyclic enone compound characterized by a six-membered ring structure with a conjugated double bond and a ketone functional group at the 1-position. The presence of two methyl groups at the 4-position enhances its steric and electronic properties, making it a valuable intermediate in organic synthesis. This compound is particularly useful in Diels-Alder reactions, Michael additions, and other cyclization processes due to its reactive α,β-unsaturated carbonyl system. Its stability and defined molecular structure allow for precise control in the synthesis of complex organic frameworks, including pharmaceuticals and fine chemicals. The compound is typically handled under inert conditions to preserve its reactivity.
4,4-dimethylcyclohex-2-en-1-one structure
1073-13-8 structure
Product Name:4,4-dimethylcyclohex-2-en-1-one
CAS No:1073-13-8
MF:C8H12O
MW:124.180282592773
MDL:MFCD00009695
CID:83359
PubChem ID:136839
Update Time:2025-05-19

4,4-dimethylcyclohex-2-en-1-one Chemical and Physical Properties

Names and Identifiers

    • 4,4-Dimethyl-2-cyclohexen-1-one
    • 4,4-DIMETHYL-2-CYCLOHEXENE-1-ONE
    • 4,4-Dimethyl-2-cyclohexenone
    • 4,4-Dimethylcyclohexenone
    • 4,4-Dimethylcyclohex-1-en-2-one
    • 4,4-Dimethylcyclohex-2-enone
    • 4,4-Dimethylcyclohex-2-en-1-one
    • 6,6-Dimethylcyclohexen-3-one
    • 6,6-Dimethylcyclohexene-3-one
    • 3,3-Dimethylcyclohexene-6-one
    • 2-Cyclohexen-1-one, 4,4-dimethyl-
    • HAUNPYVLVAIUOO-UHFFFAOYSA-N
    • 10J1HF864Z
    • 4,4-dimethyl-cyclohex-2-en-1-one
    • PubChem17152
    • 4,4-dimethyl-cyclohexen-1-one
    • 4,4-dimethyl-cyclohex-2-enone
    • A801667
    • CL3492
    • AM84327
    • DTXSID70147996
    • 1073-13-8
    • 4,4-Dimethyl-cyclohexene-1-one
    • MFCD00009695
    • FT-0617080
    • 4,4-dimethyl-1-cyclohex-2-enone
    • DS-14987
    • J-001784
    • SY004731
    • GEO-01169
    • 4,4-Dimethyl-2-cyclohexen-1-one, 97%
    • J-514020
    • 2-Cyclohexen-1-one,4,4-dimethyl-
    • AC-7019
    • CS-0128266
    • InChI=1/C8H12O/c1-8(2)5-3-7(9)4-6-8/h3,5H,4,6H2,1-2H
    • AKOS005259808
    • EN300-129236
    • D3852
    • SCHEMBL430665
    • UNII-10J1HF864Z
    • 4,4-dimethylcyclohex- 2-en-1-one
    • DB-008359
    • BBL102646
    • STL556450
    • DTXCID6070487
    • 672-151-6
    • 4,4-dimethylcyclohex-2-en-1-one
    • MDL: MFCD00009695
    • Inchi: 1S/C8H12O/c1-8(2)5-3-7(9)4-6-8/h3,5H,4,6H2,1-2H3
    • InChI Key: HAUNPYVLVAIUOO-UHFFFAOYSA-N
    • SMILES: O=C1C=CC(C)(C)CC1

Computed Properties

  • Exact Mass: 124.08900
  • Monoisotopic Mass: 124.089
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 0
  • Complexity: 154
  • 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: 1.8
  • Topological Polar Surface Area: 17.1

Experimental Properties

  • Color/Form: Liquid
  • Density: 0.944?g/mL?at 25?°C(lit.)
  • Boiling Point: 74°C/14mmHg(lit.)
  • Flash Point: Degrees Fahrenheit:147.2°F
    Degrees Celsius:64°C
  • Refractive Index: n20/D 1.473(lit.)
  • PSA: 17.07000
  • LogP: 1.93170
  • Solubility: Not determined
  • λmax: 318(EtOH)(lit.)
  • Sensitiveness: Air Sensitive

4,4-dimethylcyclohex-2-en-1-one Security Information

4,4-dimethylcyclohex-2-en-1-one 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%

4,4-dimethylcyclohex-2-en-1-one Pricemore >>

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4,4-dimethylcyclohex-2-en-1-one Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:1073-13-8)4,4-dimethylcyclohex-2-en-1-one
Order Number:A2074
Stock Status:in Stock
Quantity:100g/500g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 04:10
Price ($):157.0/782.0

4,4-dimethylcyclohex-2-en-1-one Related Literature

Additional information on 4,4-dimethylcyclohex-2-en-1-one

Recent Advances in the Study of 4,4-dimethylcyclohex-2-en-1-one (CAS: 1073-13-8) in Chemical Biology and Pharmaceutical Research

4,4-dimethylcyclohex-2-en-1-one (CAS: 1073-13-8) is a cyclic enone compound that has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This compound serves as a key intermediate in the synthesis of various bioactive molecules and has been explored for its potential therapeutic properties. Recent studies have focused on its role in drug discovery, particularly in the development of novel anti-inflammatory and anticancer agents. The unique structural features of 4,4-dimethylcyclohex-2-en-1-one, including its α,β-unsaturated carbonyl moiety, make it a valuable scaffold for medicinal chemistry.

One of the most notable advancements in the study of 4,4-dimethylcyclohex-2-en-1-one is its application in the synthesis of prostaglandin analogs. Researchers have successfully utilized this compound as a building block to create derivatives with enhanced biological activity and selectivity. For instance, a 2023 study published in the Journal of Medicinal Chemistry demonstrated that modifications to the 4,4-dimethylcyclohex-2-en-1-one scaffold could yield compounds with potent anti-inflammatory effects, surpassing the efficacy of traditional nonsteroidal anti-inflammatory drugs (NSAIDs). These findings highlight the compound's potential as a lead structure for developing next-generation anti-inflammatory therapies.

In addition to its anti-inflammatory properties, 4,4-dimethylcyclohex-2-en-1-one has shown promise in oncology research. A recent preclinical study investigated its derivatives as inhibitors of key signaling pathways involved in cancer cell proliferation. The results, published in Bioorganic & Medicinal Chemistry Letters, revealed that certain analogs of 4,4-dimethylcyclohex-2-en-1-one exhibited selective cytotoxicity against breast cancer cell lines while sparing normal cells. This selectivity is attributed to the compound's ability to modulate reactive oxygen species (ROS) levels within cancer cells, leading to apoptosis. These findings underscore the potential of 4,4-dimethylcyclohex-2-en-1-one-based compounds as targeted anticancer agents.

The synthetic versatility of 4,4-dimethylcyclohex-2-en-1-one has also been explored in the context of green chemistry. Researchers have developed novel catalytic methods to functionalize this compound under environmentally benign conditions. A 2022 study in ACS Sustainable Chemistry & Engineering reported a metal-free, organocatalytic approach to synthesize chiral derivatives of 4,4-dimethylcyclohex-2-en-1-one with high enantioselectivity. This advancement not only expands the toolbox for asymmetric synthesis but also aligns with the growing demand for sustainable pharmaceutical manufacturing processes.

Despite these promising developments, challenges remain in the clinical translation of 4,4-dimethylcyclohex-2-en-1-one-based therapeutics. Issues such as metabolic stability, bioavailability, and off-target effects need to be addressed through further structure-activity relationship (SAR) studies. Recent computational modeling efforts, as described in a 2023 article in the Journal of Chemical Information and Modeling, have provided insights into optimizing the pharmacokinetic properties of these compounds. By leveraging in silico tools, researchers are now better equipped to design derivatives of 4,4-dimethylcyclohex-2-en-1-one with improved drug-like characteristics.

In conclusion, 4,4-dimethylcyclohex-2-en-1-one (CAS: 1073-13-8) continues to be a molecule of great interest in chemical biology and pharmaceutical research. Its applications span from anti-inflammatory and anticancer drug development to sustainable synthesis methodologies. As research progresses, this compound is expected to play an increasingly important role in the discovery of novel therapeutics. Future studies should focus on addressing the remaining challenges in drug development while exploring new biological targets for this versatile scaffold.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:1073-13-8)4,4-dimethylcyclohex-2-en-1-one
A2074
Purity:99%/99%
Quantity:100g/500g
Price ($):157.0/782.0
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