Cas no 6766-82-1 (2,6-dimethoxy-4-propylphenol)

2,6-Dimethoxy-4-propylphenol is a phenolic compound characterized by its methoxy and propyl substituents on the aromatic ring. This structure imparts unique chemical properties, including enhanced solubility in organic solvents and stability under various conditions. It serves as a versatile intermediate in organic synthesis, particularly in the preparation of fine chemicals, pharmaceuticals, and specialty materials. The electron-donating methoxy groups influence its reactivity, making it useful in electrophilic substitution reactions. Its defined molecular structure ensures consistent performance in applications requiring precise chemical functionality. The compound's purity and well-characterized properties make it suitable for research and industrial processes where reliability and reproducibility are critical.
2,6-dimethoxy-4-propylphenol structure
2,6-dimethoxy-4-propylphenol structure
Product Name:2,6-dimethoxy-4-propylphenol
CAS No:6766-82-1
MF:C11H16O3
MW:196.242943763733
MDL:MFCD01366570
CID:966612
PubChem ID:524975
Update Time:2025-06-29

2,6-dimethoxy-4-propylphenol Chemical and Physical Properties

Names and Identifiers

    • Phenol, 2,6-dimethoxy-4-propyl-
    • Syringylpropane
    • 2,6-Dimethoxy-4-propylphenol
    • 2,6-Dimethoxy-4-propyl-phenol
    • 4-Hydroxy-3.5-dimethoxy-1-propyl-benzol
    • 4-n-propylsyringol
    • 4-Propyl-2,6-dimethoxyphenol
    • 4-propylsyringol
    • FEMA No. 3729
    • Phenol,2,6-dimethoxy-4-propyl
    • UNII-GM73K8R20X
    • 2,6-dimethoxy-4-propylphenol
    • MDL: MFCD01366570
    • Inchi: 1S/C11H16O3/c1-4-5-8-6-9(13-2)11(12)10(7-8)14-3/h6-7,12H,4-5H2,1-3H3
    • InChI Key: YHEWWEXPVKCVFY-UHFFFAOYSA-N
    • SMILES: CCCC1C=C(OC)C(O)=C(OC)C=1

Computed Properties

  • Exact Mass: 196.11000

Experimental Properties

  • Color/Form: Powder
  • PSA: 38.69000
  • LogP: 2.36190
  • FEMA: 3729 | 4-PROPYL-2,6-DIMETHOXYPHENOL

2,6-dimethoxy-4-propylphenol Customs Data

  • HS CODE:2909500000
  • Customs Data:

    China Customs Code:

    2909500000

    Overview:

    2909500000. Ether phenol\Ether alcohol phenol and its halogenation\sulfonation\Nitrosative or nitrosative derivatives. VAT:17.0%. Tax refund rate:9.0%. Regulatory conditions:nothing. MFN tariff:5.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2909500000 ether-phenols, ether-alcohol-phenols and their halogenated, sulphonated, nitrated or nitrosated derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

2,6-dimethoxy-4-propylphenol Pricemore >>

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2,6-dimethoxy-4-propylphenol Production Method

Production Method 1

Reaction Conditions
1.1 Catalysts: Ruthenium ,  Carbon Solvents: Ethanol ;  100 °C
Reference
Antimicrobial Properties of Corn Stover Lignin Fractions Derived from Catalytic Transfer Hydrogenolysis in Supercritical Ethanol with a Ru/C Catalyst
Kalinoski, Ryan M.; et al, ACS Sustainable Chemistry & Engineering, 2020, 8(50), 18455-18467

Production Method 2

Reaction Conditions
1.1 Reagents: Hydrogen Catalysts: Platinum Solvents: Ethanol ;  4 h, 250 °C
Reference
Lignin Depolymerization: A Comparison of Methods to Analyze Monomers and Oligomers
Bartolomei, Erika; et al, ChemSusChem, 2020, 13(17), 4633-4648

2,6-dimethoxy-4-propylphenol Raw materials

2,6-dimethoxy-4-propylphenol Preparation Products

2,6-dimethoxy-4-propylphenol Related Literature

Additional information on 2,6-dimethoxy-4-propylphenol

Chemical Profile of 2,6-dimethoxy-4-propylphenol (CAS No: 6766-82-1)

2,6-dimethoxy-4-propylphenol, identified by the Chemical Abstracts Service Number (CAS No) 6766-82-1, is a phenolic compound with a distinct structural framework that has garnered attention in the field of organic chemistry and pharmaceutical research. This compound features a benzene ring substituted with two methoxy groups at the 2- and 6-positions and a propyl group at the 4-position. Such a structural configuration imparts unique chemical properties, making it a subject of interest for various applications, particularly in the synthesis of bioactive molecules.

The molecular structure of 2,6-dimethoxy-4-propylphenol contributes to its reactivity and potential utility. The presence of methoxy groups enhances its solubility in polar solvents and influences its electronic properties, while the propyl chain adds hydrophobicity. These characteristics make it a versatile intermediate in organic synthesis, enabling modifications that can yield derivatives with tailored biological activities.

In recent years, 2,6-dimethoxy-4-propylphenol has been explored for its potential role in pharmaceutical development. Phenolic compounds are well-known for their antioxidant, anti-inflammatory, and antimicrobial properties, and derivatives of this compound have shown promise in preliminary studies. For instance, researchers have investigated its efficacy in inhibiting certain enzymes associated with oxidative stress, which is a key factor in numerous pathological conditions.

One of the most compelling aspects of 2,6-dimethoxy-4-propylphenol is its role as a precursor in the synthesis of more complex molecules. In medicinal chemistry, such intermediates are invaluable for constructing scaffolds that can be further functionalized to produce lead compounds for drug development. The methoxy and propyl substituents provide handles for chemical modifications, allowing researchers to explore various pharmacophores.

The synthesis of 2,6-dimethoxy-4-propylphenol typically involves multi-step organic reactions starting from commercially available aromatic precursors. Common methodologies include nucleophilic aromatic substitution reactions to introduce the methoxy groups followed by Friedel-Crafts alkylation to add the propyl group. Advances in catalytic systems have improved the efficiency and selectivity of these reactions, making the synthesis more scalable and sustainable.

From an industrial perspective, the production of 2,6-dimethoxy-4-propylphenol needs to balance cost-effectiveness with environmental considerations. Green chemistry principles have been increasingly applied to develop processes that minimize waste and reduce energy consumption. For example, solvent-free reactions or the use of biodegradable catalysts are being explored to enhance sustainability.

The pharmacological potential of 2,6-dimethoxy-4-propylphenol has been further examined in vitro and in vivo models. Studies suggest that it may interact with biological targets such as enzymes and receptors involved in metabolic pathways. While these findings are promising, further research is necessary to elucidate its mechanism of action and assess its safety profile before clinical translation.

Regulatory considerations also play a crucial role in the development and use of 2,6-dimethoxy-4-propylphenol. Compliance with guidelines set forth by agencies such as the U.S. Food and Drug Administration (FDA) and the European Medicines Agency (EMA) ensures that any derivative compounds derived from this intermediate meet stringent quality and safety standards.

In conclusion,2,6-dimethoxy-4-propylphenol (CAS No: 6766-82-1) represents a significant compound in chemical research with diverse applications ranging from synthetic intermediates to potential pharmacological agents. Its unique structural features offer opportunities for innovation across multiple disciplines within chemistry and pharmaceutical science.

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