Cas no 13697-84-2 (1,4-Cyclohexadiene,1-methoxy-5-methyl-)

1,4-Cyclohexadiene, 1-methoxy-5-methyl-, is a cyclic diene compound featuring a methoxy and methyl substituent, offering unique reactivity in organic synthesis. Its conjugated diene structure enables participation in Diels-Alder reactions, making it valuable for constructing complex cyclic frameworks. The electron-donating methoxy group enhances its nucleophilic character, while the methyl substituent can influence steric and electronic properties in reaction pathways. This compound is particularly useful in pharmaceutical and fine chemical synthesis, where selective functionalization is critical. Its stability under controlled conditions ensures consistent performance as an intermediate. Suitable for use in catalytic and stoichiometric transformations, it provides a versatile building block for tailored molecular architectures.
1,4-Cyclohexadiene,1-methoxy-5-methyl- structure
13697-84-2 structure
Product Name:1,4-Cyclohexadiene,1-methoxy-5-methyl-
CAS No:13697-84-2
MF:C8H12O
MW:124.180282592773
MDL:MFCD21608268
CID:215263
PubChem ID:83667
Update Time:2025-05-24

1,4-Cyclohexadiene,1-methoxy-5-methyl- Chemical and Physical Properties

Names and Identifiers

    • 1,4-Cyclohexadiene,1-methoxy-5-methyl-
    • 1-methoxy-5-methylcyclohexa-1,4-diene
    • 2,5-dihydro-3-methylanisole
    • 1-Methoxy-5-methyl-1,4-cyclohexadiene
    • NS00024445
    • MFCD21608268
    • SY246743
    • 1,4-Cyclohexadiene, 1-methoxy-5-methyl-
    • AC4015
    • A926614
    • EINECS 237-218-2
    • DTXSID40160016
    • SCHEMBL15564301
    • UNII-TQ7GPE6LEE
    • AKOS037631016
    • TQ7GPE6LEE
    • CS-0227206
    • 13697-84-2
    • DTXCID2082507
    • JHXCCDQIOYRZIM-UHFFFAOYSA-N
    • MDL: MFCD21608268
    • Inchi: 1S/C8H12O/c1-7-4-3-5-8(6-7)9-2/h4-5H,3,6H2,1-2H3
    • InChI Key: JHXCCDQIOYRZIM-UHFFFAOYSA-N
    • SMILES: O(C)C1=CCC=C(C)C1

Computed Properties

  • Exact Mass: 124.089
  • 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: 1
  • 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
  • XLogP3: 1.8
  • Topological Polar Surface Area: 9.2A^2

Experimental Properties

  • Density: 0.92
  • Boiling Point: 186.9°Cat760mmHg
  • Flash Point: 58.5°C
  • Refractive Index: 1.477

1,4-Cyclohexadiene,1-methoxy-5-methyl- Pricemore >>

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1,4-Cyclohexadiene,1-methoxy-5-methyl- Related Literature

Additional information on 1,4-Cyclohexadiene,1-methoxy-5-methyl-

Recent Advances in the Study of 1,4-Cyclohexadiene,1-methoxy-5-methyl- (CAS: 13697-84-2) in Chemical Biology and Pharmaceutical Research

The compound 1,4-Cyclohexadiene,1-methoxy-5-methyl- (CAS: 13697-84-2) has garnered significant attention in recent years due to its potential applications in chemical biology and pharmaceutical research. This molecule, characterized by its unique cyclohexadiene backbone and methoxy-methyl substituents, has been the subject of numerous studies aimed at exploring its synthetic utility, biological activity, and therapeutic potential. Recent advancements in synthetic methodologies and biological evaluations have shed new light on the properties and applications of this compound.

One of the key areas of research involving 1,4-Cyclohexadiene,1-methoxy-5-methyl- is its role as a building block in organic synthesis. Recent studies have demonstrated its utility in the construction of complex molecular architectures, particularly in the synthesis of natural products and bioactive compounds. The presence of the methoxy and methyl groups on the cyclohexadiene ring provides opportunities for regioselective functionalization, enabling the development of novel synthetic routes. For instance, a 2023 study published in the Journal of Organic Chemistry highlighted the use of this compound in the synthesis of terpenoid derivatives, showcasing its versatility as a synthetic intermediate.

In addition to its synthetic applications, 1,4-Cyclohexadiene,1-methoxy-5-methyl- has been investigated for its biological activities. Preliminary studies have suggested that this compound may exhibit antimicrobial and anti-inflammatory properties, making it a candidate for further drug development. A recent in vitro study conducted by researchers at the University of Cambridge demonstrated that derivatives of this compound showed promising activity against Gram-positive bacteria, including methicillin-resistant Staphylococcus aureus (MRSA). These findings underscore the potential of 1,4-Cyclohexadiene,1-methoxy-5-methyl- as a scaffold for the development of new antimicrobial agents.

Another noteworthy development is the exploration of this compound's role in medicinal chemistry. Researchers have begun to investigate its potential as a pharmacophore in the design of small-molecule inhibitors targeting specific enzymes or receptors. For example, a 2022 study in the journal Bioorganic & Medicinal Chemistry reported the synthesis and evaluation of 1,4-Cyclohexadiene,1-methoxy-5-methyl- derivatives as inhibitors of the enzyme cyclooxygenase-2 (COX-2), which is implicated in inflammatory diseases. The study revealed that certain derivatives exhibited significant COX-2 inhibitory activity, suggesting their potential as anti-inflammatory agents.

Despite these promising findings, challenges remain in the development and application of 1,4-Cyclohexadiene,1-methoxy-5-methyl-. Issues such as stability, solubility, and bioavailability need to be addressed to fully realize its therapeutic potential. Recent efforts have focused on optimizing the chemical structure of this compound to improve its pharmacokinetic properties. For instance, a 2023 study in the European Journal of Medicinal Chemistry described the synthesis of water-soluble derivatives of 1,4-Cyclohexadiene,1-methoxy-5-methyl-, which showed enhanced bioavailability and reduced toxicity in preclinical models.

In conclusion, 1,4-Cyclohexadiene,1-methoxy-5-methyl- (CAS: 13697-84-2) represents a promising compound in the fields of chemical biology and pharmaceutical research. Its versatility as a synthetic building block, combined with its potential biological activities, makes it a valuable target for further investigation. Ongoing research efforts are expected to uncover new applications and optimize its properties for therapeutic use. As the scientific community continues to explore the potential of this compound, it is likely to play an increasingly important role in the development of novel drugs and bioactive molecules.

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