16881-71-3

Basic information

• Product Name: 4-HYDROXY-4'-METHOXYBIPHENYL
• Synonyms: AKOS BAR-1047;4-HYDROXY-4'-METHOXYBIPHENYL;4-HYDROXY-4'-METHOXYDIPHENYL;4'-METHOXY[1,1'-BIPHENYL]-4-OL;4'-METHOXYBIPHENYL-4-OL;Hydroxymethoxybiphenyl;4-HYDROXY-4''-METHOXYBIPHENYL 95+%;4-Hydroxy-4'-methoxybiphenyl
• CAS NO: 16881-71-3
• Molecular Formula: C₁₃H₁₂O₂
• Molecular Weight: 200.23
• Product Categories: Biphenyl & Diphenyl ether;Biphenyls (Building Blocks for Liquid Crystals);Building Blocks for Liquid Crystals;Functional Materials
• Mol File: 16881-71-3.mol
• Article Data: 87

Chemical Properties

• Melting Point: 181°C
• Boiling Point: 344.566 °C at 760 mmHg
• Flash Point: 195.285 °C
• Appearance: /
• Density: 1.13 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: almost transparency in Methanol
• CAS DataBase Reference: 4-HYDROXY-4'-METHOXYBIPHENYL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-HYDROXY-4'-METHOXYBIPHENYL(16881-71-3)
• EPA Substance Registry System: 4-HYDROXY-4'-METHOXYBIPHENYL(16881-71-3)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 16881-71-3(Hazardous Substances Data)

Usage

General Description

4-Hydroxy-4'-methoxybiphenyl, also known as bisphenol F or BPF, is a chemical compound in the biphenyl family. It is composed of two phenyl rings joined by a carbon-carbon single bond, with hydroxy and methoxy groups attached to separate ring positions. BPF is used in the manufacturing of various plastics, including epoxy resins and polycarbonates, and is often employed as a substitute for bisphenol A (BPA) due to increasing concerns about the latter's potential health risks. BPF has been found to exhibit estrogenic and thyroid hormone-disrupting properties, leading to its inclusion in the list of suspected endocrine disruptors. Studies have shown that BPF can leach from consumer products such as food and beverage containers, leading to potential human exposure and raising concerns about its potential health impacts.

Upstream product

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Downstream Products

• 37810-35-8 trans-4-(4-methoxyphenyl)cyclohexanol 
• 60901-08-8 cis-4-(4-Methoxy-phenyl)-cyclohexanol 
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• 736181-82-1 4-(4'-methoxybiphenyl-4-yloxymethyl)-5-methylfuran-2-carboxylic acid 
• 1163712-46-6 6-(4-methoxyphenyl)-2,2-bis-(4-diphenylaminophenyl)-2H-chromene 
• 1356963-88-6 C₁₈H₁₄O₃ 
• 1356963-90-0 C₂₀H₁₈O₃ 
• 613-37-6 4-methoxylbiphenyl 
• 6842-78-0 4-butoxy-1,1’-biphenyl 
• 92-52-4 biphenyl 
• 144432-80-4 2-(biphenyl-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 5123-05-7 2-([1,1'-biphenyl]-4-yl)-5,5-dimethyl-1,3,2-dioxaborinane 
• 106869-53-8 6-(4'-methoxybiphenyl-4-oxy)hexanol 
• 173025-52-0 4-[6-(4-methoxybiphenyl-4'-oxy)hexyloxy]-1,3-diaminobenzene 

Relevant articles and documents

Pd/C as a reusable catalyst for the coupling reaction of halophenols and arylboronic acids in aqueous media

Pd/C was found to catalyze the Suzuki-Miyaura coupling reaction of halophenols in aqueous media. When halophenols were treated with ArB(OH)2 and a catalytic amount of 10% Pd/C (0.3 mol % Pd) in aqueous K2CO3 solution, the corresponding hydroxybiaryls were obtained in a high yield or quantitatively. The palladium catalyst was easily recovered and reused.

Novel photochromism of differently-linked bis-benzopyrans

The unique photochromic bis-chromene 5 incorporates the structural attributes of both 3 and 4. UV-vis irradiation of 5 leads to a dark brown colour, which is formed by mixing the purple and red colours observed for the photolysates of 3 and 4, respectively. The Royal Society of Chemistry.

Microwave assisted cross-coupling reactions using palladium nanoparticles in aqueous media

Glucose stabilized palladium nanoparticles (PdNPs) have been prepared and the application of NPs in catalyzing both Suzuki and Heck reactions has been explored in aqueous media under microwave conditions. Both electron-rich and electron-deficient aryl halides can be coupled with a variety of boronic acids and styrene to access a wide variety of biaryl compounds and substituted alkenes in good to excellent yields. The catalyst can be recycled and reused four times with minimally affecting the morphology and efficiency of the nanoparticles. A plausible reaction mechanism has been proposed.

A mixed cyclodextrin-biphenyl thermotropic liquid crystal: Synthesis, liquid-crystalline properties, and supramolecular organization

A well-defined structure liquid crystal heptakis [6deoxy-6-(1-H-1,2,3- triazol-4-yl)(methyl)6-(4-methoxybiphenyl4'-yloxy) hexanoyl]-β-cyclodextrin (H6B-β-CD) was synthesized from propargyl 6-(4-methoxybiphenyl-4′- yloxy) hexanoate (P6B) and heptakis (6-deoxy-6-azido)-β-cyclodextrin ((N3)7-β-CD) by click reaction. The chemical structure of H6B-β-CD was confirmed by 1H NMR, FTIR, and MALDI-TOF MS. The thermal stability of the compound was investigated by thermogravimetric analysis (TGA). The liquid crystalline behavior was studied by differential scanning calorimetry (DSC), polarizing optical microcopy (POM), and wide-angle X-ray diffraction (WAXD) measurement. These investigations have shown that the supramolecular structure of H6B-β-CD are consisted of a large scale ordered lamellar structure and a small scale ordered structure (SmE) at low temperature region. As the temperature increases, the small scale structure becomes disordered relatively in the first instance, from smectic E to smectic A. Then, the lamellar structure collapses and nematic phase and isotropic phase are observed in sequence.

Discovery of Salidroside-Derivated Glycoside Analogues as Novel Angiogenesis Agents to Treat Diabetic Hind Limb Ischemia

Therapeutic angiogenesis is a potential therapeutic strategy for hind limb ischemia (HLI); however, currently, there are no small-molecule drugs capable of inducing it at the clinical level. Activating the hypoxia-inducible factor-1 (HIF-1) pathway in skeletal muscle induces the secretion of angiogenic factors and thus is an attractive therapeutic angiogenesis strategy. Using salidroside, a natural glycosidic compound as a lead, we performed a structure-activity relationship (SAR) study for developing a more effective and druggable angiogenesis agent. We found a novel glycoside scaffold compound (C-30) with better efficacy than salidroside in enhancing the accumulation of the HIF-1α protein and stimulating the paracrine functions of skeletal muscle cells. This in turn significantly increased the angiogenic potential of vascular endothelial and smooth muscle cells and, subsequently, induced the formation of mature, functional blood vessels in diabetic and nondiabetic HLI mice. Together, this study offers a novel, promising small-molecule-based therapeutic strategy for treating HLI.

Pd Nanoparticles Embedded Into MOF-808: Synthesis, Structural Characteristics, and Catalyst Properties for the Suzuki–Miyaura Coupling Reaction

Abstract: A heterogeneous single-site catalyst Pd@MOF-808 was successfully synthesized by water-based, green synthesis procedure. The catalytic experiments exhibited the Pd@MOF-808 promoted efficiently the Suzuki–Miyaura coupling reaction without the assistance of organic phosphine ligands at atmospheric pressure conditions. The catalyst also could be applied in the gram-scale synthesis of industrially anti-inflanmatory analgestic Fenbufen. Graphic Abstract: [Figure not available: see fulltext.]