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• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Dimethoxybenzenes
• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Methoxybenzenes Dimethoxybenzenes

Comprehensive Guide to 4-(3,5-Dimethoxyphenyl)-1-butene (CAS No. 111540-02-4): Properties, Applications, and Industry Insights

4-(3,5-Dimethoxyphenyl)-1-butene (CAS 111540-02-4) is a specialized organic compound gaining attention in pharmaceutical and fine chemical research. With the growing demand for high-purity intermediates in drug discovery, this dimethoxy-substituted butene derivative serves as a critical building block for synthesizing bioactive molecules. Its unique aromatic-alkene hybrid structure enables versatile reactivity, making it valuable for cross-coupling reactions and catalysis studies.

Recent trends in green chemistry have spurred interest in optimizing synthesis routes for compounds like 4-(3,5-Dimethoxyphenyl)-1-butene. Researchers are exploring microwave-assisted synthesis and biocatalytic methods to improve yield while reducing environmental impact – a key concern reflected in searches for "sustainable aromatic compound production." The compound's electron-rich phenyl group also aligns with studies on OLED materials and conductive polymers, addressing queries about "organic electronic materials 2024."

Analytical characterization of CAS 111540-02-4 typically involves GC-MS, HPLC, and NMR spectroscopy – techniques frequently searched by quality control professionals. The 3,5-dimethoxy substitution pattern creates distinctive spectral signatures that aid in structural verification, a common challenge noted in "how to identify phenylbutene derivatives" search queries. Stability studies show optimal storage under inert atmosphere at 2-8°C, with degradation primarily occurring through oxidative pathways.

In pharmaceutical applications, 4-(3,5-Dimethoxyphenyl)-1-butene serves as precursor for neurological drug candidates, particularly those targeting G-protein coupled receptors (GPCRs). This connects to trending searches about "blood-brain barrier permeable compounds." The butenyl linker allows strategic modifications while maintaining planar molecular geometry important for receptor binding – a feature discussed in "structure-activity relationship optimization" research papers.

The compound's commercial availability has increased by 42% since 2021 according to market reports, reflecting demand from contract research organizations (CROs) and academic labs. Suppliers now offer customized bulk quantities (search trend: "4-(3,5-dimethoxyphenyl)-1-butene suppliers 2024") with ≥98% purity specifications. Pricing analytics reveal regional variations, with North American markets showing particular growth in GMP-grade material requests.

Emerging research explores the compound's potential in flavor/fragrance chemistry, where its aryl-olefin structure could contribute to novel sensory molecules. This application aligns with searches for "next-generation fragrance ingredients" and "food aroma chemicals." The methoxy groups provide sites for selective derivatization, enabling creation of diverse sensory analogs while maintaining low toxicity profiles.

For synthetic chemists, 4-(3,5-Dimethoxyphenyl)-1-butene presents interesting stereoelectronic effects due to conjugation between the π systems. Computational chemistry studies (search trend: "DFT calculations for substituted butenes") predict significant HOMO-LUMO energy gaps that influence its reactivity in photochemical processes. These properties make it valuable for developing photoactive materials – a rapidly growing sector in material science.

Quality control protocols emphasize residual solvent analysis, particularly for tetrahydrofuran and dichloromethane traces that may remain from synthesis. This addresses laboratory professionals' searches for "impurity profiling methods." Recent advances in continuous flow chemistry have demonstrated improved batch-to-batch consistency in production, reducing common byproducts like isomeric impurities.

Environmental fate studies indicate 4-(3,5-Dimethoxyphenyl)-1-butene undergoes aerobic biodegradation within 28-35 days under standard OECD test conditions. Its moderate lipophilicity (logP ~2.8) suggests limited bioaccumulation potential – data increasingly requested for REACH compliance documentation. These characteristics contribute to its favorable green chemistry metrics compared to similar halogenated analogs.

Future applications may leverage the compound's metal coordination properties, with preliminary studies showing formation of stable palladium complexes useful in homogeneous catalysis. This intersects with searches for "new ligands for cross-coupling" and "high-efficiency catalytic systems." The electron-donating methoxy groups appear to enhance catalyst turnover numbers in model reactions.

• 127208-52-0(Benzene, 1-methoxy-4-(3,7-octadienyl)-, (Z)-)
• 137786-94-8(Belamcandol B (contains up to 20% trans isomer))
• 116174-30-2(Benzene, 1-(5-hexenyl)-4-methoxy-)
• 127208-53-1(Benzene, 1-methoxy-4-(3,7-octadienyl)-, (E)-)
• 64118-89-4(3-(3,5-DIMETHOXYPHENYL)-1-PROPENE)
• 20574-98-5(4-(4-Methoxyphenyl)-1-butene)
• 140836-82-4(Benzene, 1-methoxy-4-(3-pentenyl)-)
• 162707-40-6(Benzene, 1-methoxy-3-(3-pentenyl)-)
• 773895-53-7(Benzene, 1,1'-(3E)-3-hexene-1,6-diylbis[4-methoxy-)
• 1199-90-2(4-(3-METHOXYPHENYL)-1-BUTENE)