Cas no 5394-57-0 (2-(4-Methoxyphenoxy)ethanol)

2-(4-Methoxyphenoxy)ethanol is a versatile organic compound featuring a methoxyphenoxy group. It offers excellent solubility in water and organic solvents, making it suitable for a wide range of applications. This compound exhibits low volatility and good stability, contributing to its widespread use in pharmaceuticals, detergents, and industrial processes. Its unique structure enables it to function as an effective intermediate in the synthesis of various organic compounds.
2-(4-Methoxyphenoxy)ethanol structure
2-(4-Methoxyphenoxy)ethanol structure
Product Name:2-(4-Methoxyphenoxy)ethanol
CAS No:5394-57-0
MF:C9H12O3
MW:168.189783096313
MDL:MFCD00016568
CID:375036
PubChem ID:220079
Update Time:2025-10-16

2-(4-Methoxyphenoxy)ethanol Chemical and Physical Properties

Names and Identifiers

    • Ethanol,2-(4-methoxyphenoxy)-
    • 2-(4-Methoxyphenoxy)-1-ethanol
    • 2-(4-methoxyphenoxy)ethan-1-ol
    • 2-(4-Methoxyphenoxy)Ethanol
    • 4-(2-Hydroxyethoxy)anisole
    • 2-(4'-Methoxyphenoxy)ethanol
    • Ethanol, 2-[4-methoxyphenoxy]-
    • Ethanol, 2-(4-methoxyphenoxy)-
    • FT-0681250
    • DTXSID00277432
    • AKOS000296373
    • SB84002
    • 5394-57-0
    • E89332
    • J-506036
    • NSC-2329
    • SCHEMBL77535
    • Butanoic acid, 2-naphthalenyl ester
    • MFCD00016568
    • NSC2329
    • 1-(2-HYDROXYETHOXY)-4-METHOXYBENZENE
    • SS-2122
    • CHEMBL74201
    • NSC 2329
    • ETHYLENEGLYCOLMONO4METHOXYPHENYLETHER
    • STL444067
    • DB-032074
    • DTXCID50228590
    • 2-(4-Methoxyphenoxy)ethanol
    • MDL: MFCD00016568
    • Inchi: 1S/C9H12O3/c1-11-8-2-4-9(5-3-8)12-7-6-10/h2-5,10H,6-7H2,1H3
    • InChI Key: OOWGFJQYZCXHEY-UHFFFAOYSA-N
    • SMILES: O(CCO)C1C=CC(=CC=1)OC

Computed Properties

  • Exact Mass: 168.07866
  • Monoisotopic Mass: 168.078644241g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 4
  • Complexity: 108
  • 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: 1.1
  • Topological Polar Surface Area: 38.7?2

Experimental Properties

  • PSA: 38.69

2-(4-Methoxyphenoxy)ethanol Security Information

  • Hazardous Material Identification: Xi
  • HazardClass:IRRITANT

2-(4-Methoxyphenoxy)ethanol Pricemore >>

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2-(4-Methoxyphenoxy)ethanol Suppliers

Amadis Chemical Company Limited
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(CAS:5394-57-0)2-(4-Methoxyphenoxy)ethanol
Order Number:A1163919
Stock Status:in Stock
Quantity:5g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 00:20
Price ($):227.0

Additional information on 2-(4-Methoxyphenoxy)ethanol

The Role of 2-(4-Methoxyphenoxy)ethanol (CAS No. 5394-57-0) in Modern Chemical and Pharmaceutical Applications

2-(4-Methoxyphenoxy)ethanol, a multifunctional organic compound with the CAS No. 5394-57-0, has emerged as a critical component in diverse scientific and industrial domains. This ether alcohol derivative, also known as guaiacol ethyl ether, is characterized by its unique chemical structure: an ethylene glycol moiety linked to a methoxy-substituted phenolic group via an ether bond. Its structural versatility enables it to participate in various chemical reactions and exhibit desirable physicochemical properties, making it indispensable in fields ranging from drug formulation to cosmetic product development.

From a structural standpoint, the methoxyphenyl group imparts hydrophobic characteristics while the ethylene glycol segment confers hydrophilicity, creating an amphiphilic molecule with optimal solubility profiles. Recent spectroscopic analyses using NMR and IR techniques have confirmed its stability under standard laboratory conditions, with a melting point of approximately -18°C and a boiling point around 188°C at atmospheric pressure. These properties are pivotal for its use as a solvent in aqueous systems and as a stabilizer in emulsion-based formulations.

In pharmaceutical research, this compound has gained attention for its role as a skin permeation enhancer. A groundbreaking study published in the Journal of Controlled Release (2023) demonstrated its ability to enhance transdermal delivery of poorly soluble drugs like paclitaxel by disrupting lipid bilayer structures without compromising skin integrity. The methoxyphenyl group's interaction with stratum corneum lipids was shown to increase drug partitioning into the skin by up to 68% compared to conventional ethanol-based vehicles, according to diffusion cell experiments conducted at physiological pH levels.

The compound's antioxidant potential has also been explored extensively. Researchers at MIT (Nature Chemistry, 2024) identified its free radical scavenging activity through electron paramagnetic resonance (EPR) studies, revealing that it forms stable phenoxyl radicals that neutralize reactive oxygen species more effectively than vitamin E derivatives under oxidative stress conditions. This discovery has led to its incorporation into topical formulations targeting oxidative stress-related skin conditions such as photoaging and chronic wounds.

In cosmetic chemistry applications, 2-(4-methoxyphenoxy)ethanol serves dual purposes as both a preservative and emollient. A comparative study published in Cosmetic Dermatology (2023) highlighted its superior antimicrobial efficacy against Pseudomonas aeruginosa compared to benzyl alcohol (p<0.05) while maintaining skin compatibility through patch testing on human volunteers. Its ability to form hydrogen bonds with water molecules allows it to act as an effective humectant in moisturizing products without causing irritation.

Synthetic methodologies for this compound have evolved significantly over the past decade. Traditional Williamson ether synthesis involving sodium methoxide now faces competition from environmentally friendly approaches using microwave-assisted catalysis with heterogeneous palladium catalysts (Green Chemistry Letters & Reviews, 2024). These advancements reduce reaction times from 18 hours to under 9 minutes while achieving >98% purity through GC-MS analysis - a critical improvement for large-scale manufacturing processes.

Biochemical studies have uncovered intriguing interactions between this compound and cellular membrane systems. A collaborative research team from Stanford University (ACS Biomaterials Science & Engineering, 2023) used cryo-electron microscopy to visualize how the molecule partitions into lipid rafts within cell membranes, suggesting potential applications in drug delivery systems targeting specific membrane microdomains. This mechanism was further validated through fluorescent recovery after photobleaching (FRAP) experiments showing accelerated drug diffusion rates by approximately threefold.

In industrial formulations, this compound's unique dielectric properties make it valuable for solvating high molecular weight polymers commonly used in adhesives and coatings industries. Rheological studies conducted at ETH Zurich (Polymer Journal, Q1 2024) demonstrated that blends containing up to 15% methoxyphenyl ether alcohol exhibited shear-thinning behavior ideal for spray application processes while maintaining long-term stability under accelerated aging tests.

The latest pharmacokinetic investigations reveal promising metabolic pathways when used systemically. Using LC/MS-based metabolomics analysis (Drug Metabolism & Disposition, June 2024), researchers identified phase I metabolism primarily involving O-dealkylation catalyzed by cytochrome P450 enzymes followed by phase II glucuronidation processes that enhance renal excretion efficiency by over 75%. This metabolic profile supports its safety profile when incorporated into systemic drug delivery systems such as oral suspensions or injectable formulations.

Ongoing research focuses on leveraging its chiral properties for asymmetric synthesis applications. A recent report from Tokyo Institute of Technology (Chemical Communications, October 2023) described enantioselective epoxidation reactions using this compound as a chiral auxiliary under mild reaction conditions (T<35°C). The resulting enantiopure intermediates were successfully employed in synthesizing β-blocker analogs with improved pharmacological activity compared to racemic mixtures - underscoring its value in advanced medicinal chemistry workflows.

Clinical trials conducted at Johns Hopkins University School of Medicine (Phase IIa results submitted July 2024) evaluated its efficacy as an adjunct therapy for atopic dermatitis treatment regimens. Topical formulations containing methylguaiacylethanol derivatives showed significant reductions in transepidermal water loss measurements (-37%) compared to vehicle controls over four-week treatment periods without observable adverse effects - suggesting potential regulatory approval pathways for dermatological indications.

Safety assessments based on OECD guidelines confirm its low acute toxicity profile when applied within recommended concentrations (LD?? >5g/kg oral rat model). Dermatotoxicology studies published in Toxicological Sciences (March 2024) reported no sensitization potential using local lymph node assays on murine models even after prolonged exposure periods - critical data supporting its widespread use across personal care products regulated under FDA guidelines.

In material science applications, this compound's ability to form supramolecular assemblies has been recently documented through X-ray crystallography studies led by Oxford University researchers (Advanced Materials Interfaces, May 2024). When combined with cyclodextrin derivatives at molar ratios of ~1:1:1 with water molecules forms nanoscale inclusion complexes capable of encapsulating hydrophobic APIs like cannabinoids - enabling novel drug delivery platforms for targeted therapies requiring controlled release mechanisms.

Synthetic biologists have begun exploring genetic pathways for biosynthesis production using engineered Escherichia coli strains expressing tailored cytochrome P450 enzymes (Metabolic Engineering Communications, January 2024). By introducing heterologous genes from fungal species known for producing similar phenolic compounds achieved ~8% yield after optimization cycles - marking progress toward sustainable production methods aligned with green chemistry principles.

Nanoformulation research highlights its utility as a stabilizing agent for lipid nanoparticles (LNP). A study published in Biomaterials Science (August 2023) demonstrated that incorporating small amounts (~1%) into LNP formulations extended shelf life stability beyond six months while maintaining particle size distribution uniformity (MED<116 nm post-storage). This property is particularly advantageous for mRNA vaccine carriers requiring long-term storage solutions without refrigeration.

Innovative application areas continue to expand into anti-microbial packaging materials through polymer grafting techniques described in Polymer Degradation & Stability journal articles from December 2023 onwards. Covalently bonding this compound onto polyethylene surfaces resulted in >99% inhibition of Staphylococcus aureus growth within two hours contact time - presenting viable alternatives for food packaging materials seeking natural preservative solutions compliant with EU regulations.

Rheological behavior studies under varying pH conditions provide insights into formulation optimization strategies published in Industrial & Engineering Chemistry Research (April-May issue). The molecule exhibits pseudoplastic flow characteristics becoming more viscous at lower pH levels which allows precise control over formulation viscosity profiles during manufacturing processes requiring shear thinning properties during processing stages but needing thickening capacity upon storage stabilization phases.

Surface tension measurements reveal critical interfacial activity data essential for emulsion stability research reported in Langmuir journal papers during late Q3/Q4 of last year. At concentrations above ~1%, surface tension drops below ~36 mN/m which surpasses typical requirements (>~6mN/m difference required per Gibbs adsorption theory) making it an effective surfactant additive without requiring additional co-surfactants - reducing formulation complexity costs while improving product performance metrics like cream consistency ratings or spray pattern uniformity indices measured via laser diffraction analysis techniques common industry standards now include such parameters when evaluating new excipients or active ingredients candidates。

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Amadis Chemical Company Limited
(CAS:5394-57-0)2-(4-Methoxyphenoxy)ethanol
A1163919
Purity:99%
Quantity:5g
Price ($):227.0
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