7598-80-3

Basic information

• Product Name: alpha-phenyl[1,1'-biphenyl]-4-methanol
• Synonyms: alpha-phenyl[1,1'-biphenyl]-4-methanol;A-PHENYL-1,1BIPHENYL-4-METHANOL;4-PHENYLBENZHYDROL;(1,1'-Biphenyl-4-yl)phenylmethanol;Phenyl(biphenyl-4-yl)methanol;α-(4-Biphenylyl)benzyl alcohol;α-Phenyl[1,1'-biphenyl]-4-methanol;α-Phenylbiphenyl-4-methanol
• CAS NO: 7598-80-3
• Molecular Formula: C₁₉H₁₆O
• Molecular Weight: 260.32974
• EINECS: 231-506-1
• Mol File: 7598-80-3.mol

Chemical Properties

• Boiling Point: 435.6 °C at 760 mmHg
• Flash Point: 180.6 °C
• Appearance: /
• Density: 1.12 g/cm³
• Storage Temp.: 2-8°C
• CAS DataBase Reference: alpha-phenyl[1,1'-biphenyl]-4-methanol(CAS DataBase Reference)
• NIST Chemistry Reference: alpha-phenyl[1,1'-biphenyl]-4-methanol(7598-80-3)
• EPA Substance Registry System: alpha-phenyl[1,1'-biphenyl]-4-methanol(7598-80-3)

Safety Data

• Hazardous Substances Data: 7598-80-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Alpha-phenyl[1,1'-biphenyl]-4-methanol serves as a crucial building block in the synthesis of various pharmaceuticals. Its unique structure allows it to be a key component in the development of new drugs, contributing to the advancement of medicinal chemistry.
Used in Organic Material Synthesis:
In the field of organic materials, alpha-phenyl[1,1'-biphenyl]-4-methanol is utilized as an intermediate for the production of a wide range of specialty chemicals. Its versatility in chemical reactions facilitates the creation of diverse organic compounds for various applications.
Used in Drug Development:
Due to its potential pharmacological properties, alpha-phenyl[1,1'-biphenyl]-4-methanol is also studied for its use in drug development. Its exploration in this field is driven by the possibility of discovering new therapeutic agents that can benefit from its distinctive structural features.

Upstream product

• 64-17-5 ethanol 
• 2128-93-0 biphenyl-4-yl-phenyl-methanone 
• 1068-55-9 isopropylmagnesium chloride 
• 60-29-7 diethyl ether 
• 927-77-5 n-propylmagnesium bromide 
• 71-43-2 benzene 
• 13224-48-1 meso-1,2-bis-biphenyl-4-yl-1,2-diphenyl-ethane-1,2-diol 
• 141-52-6 sodium ethanolate 
• 30905-13-6 4-biphenylylphenyldiazomethane 
• 14845-83-1 4-biphenylphenylcarbene 
• 3218-36-8 4-Phenylbenzaldehyde 
• 683-60-3 sodium isopropylate 
• 104-88-1 4-chlorobenzaldehyde 
• 98-80-6 phenylboronic acid 

Downstream Products

• 19773-28-5 4-(methoxy(phenyl)methyl)-1,1′-biphenyl 
• 7515-73-3 4-(chlorophenylmethyl)-1,1'-biphenyl 
• 60047-92-9 4-phenyl-benzhydryl bromide 
• 613-42-3 4-benzylbiphenyl 
• 136908-18-4 2-[1-(Biphenyl-4-yl-phenyl-methoxy)-ethyl]-naphthalene 
• 2128-93-0 biphenyl-4-yl-phenyl-methanone 
• 324-74-3 4-fluoro-biphenyl 
• 162824-36-4 1-<α-(4-Biphenylyl)benzyl>imidazole-4,5-dicarbonitrile 
• 60778-89-4 1-[(1,1-biphenyl)-4-yl-phenylmethyl]-1H-1,2,4-triazole 
• 7732-18-5 water 
• 693272-62-7 2-[4-(biphenyl-4-yl-phenyl-methoxy)-butoxy]-tetrahydro-pyran 
• 693272-60-5 1-(biphenyl-4-yl-phenyl-methoxy)-propan-2-ol 
• 693272-43-4 4-(octyloxy-phenyl-methyl)-biphenyl 

Relevant articles and documents

Heterocyclic carbene complexes of nickel, palladium, and copper(I) as effective catalysts for the reduction of ketones

Carbene complexes of nickel, palladium, and copper(I) effectively catalyze the reduction of aromatic ketones under the influence of 2-propanol in the presence of potassium hydroxide. Bis(1,3-dimethyl-benzimidazol-2-ylidene)copper(I) iodide and the polymeric complex of crown-biscarbene with copper(I) iodide show the highest catalytic efficiency.

Base promotedgem-difluoroolefination of alkyl triflones

A new synthesis ofgem-difluoroalkenes from readily available alkyl triflones and difluorocarbene precursors such as TMSCF2Br has been reported. The reaction, regardless of electronic effect, givesgem-difluoroalkenes in good to excellent yields. The mechanism may involve deprotonation of triflones, nucleophilic addition, and the elimination of SO2CF3

Hetero-Bimetallic Complexes Based on an Anthyridine Ligand Preparation and Catalytic Activity

Complexation of anthyridine-based ligand L with [(η6-cymene)RuCl2]2, [Cp*RhCl2]2, and [Cp*IrCl2]2 yielded a mononuclear complex: [(N,N-L)Ru(η6-cymene)Cl]Cl (1), [(N,N-L)Rh(Cp*)Cl]Cl (2), and [(N,N-L)Ir(Cp*)Cl]Cl (3), respectively [L = 5-phenyl-2,8-di-2-pyridinylanthyridine]. Upon treatment with (CH3CN)PdCl2, complexes 1-3 underwent o-metalation to yield heterobimetallic complexes Ru-Pd, Rh-Pd, and Ir-Pd, respectively. Complexes were all characterized by spectroscopic method, and some are further confirmed by X-ray crystallography. Complex Ru-Pd exhibits catalytic activities for the tandem reactions of Suzuki-Miyaura coupling/transfer hydrogenation of p-bromoacetophenone with phenylboronic acid in isopropanol, whereas Ir-Pd shows a moderate activity. However, complex Rh-Pd does not behave the same way. Furthermore, catalytic activity of these heterobimetallic complexes toward debromination/transfer hydrogenation of p-bromoacetophenonewas also investigated. The catalytic pathways of these processes were studied and discussed. This study reveals the base used in the reactions plays an important role in the reaction pathway.

Heterobimetallic Complexes Bridged by Imidazol{[4,5- f][1,10]-phenanthrolin}-2-ylidene: Synthesis and Catalytic Activity in Tandem Reactions

A series of monometallic complexes obtained by metalation of the phenanthrolin donor in 1,3-dibutyl-1H-imidazol[4,5-f][1,10]phenanthrolin}ium hexafluorophospate 1 (M = Pd 2, Ru 3, Ir 4) have been prepared. Subsequently, the imidazolium moiety of complexes 2-4 was metalated with M′, leading to the heterobimetallic phenanthroline/NHC complexes (M/M′ = Pd/Rh 5, Pd/Ir 6, Pd/Ru 7, Ru/Pd 8, Ir/Pd 9) and the homobimetallic complex (M/M′ = Ir/Ir 10). The new complexes were characterized by elemental analysis, FTIR, UV-vis, and NMR spectroscopy. The molecular structures of the heterobimetallic complexes 5 and 6 were determined by X-ray diffraction studies. The catalytic activity of the heterobimetallic complexes 5-9 were tested in selected tandem reactions (dehalogenation/transfer hydrogenation and Suzuki-Miyaura coupling/transfer hydrogenation). It was found that the M/M′ heterobimetallic complexes display higher catalytic activities when compared to equimolar mixtures of the mononuclear complexes M and M′, thus indicating that an increase in the number of metal atoms in one complex leads to an increased activity in the tandem reactions.

Bench-Stable Sulfoxide-Based Boronates: Preparation and Application in a Tandem Suzuki Reaction

A set of novel aromatic and heteroaromatic bench-stable sulfoxide-based boronates was prepared. The structure of the boronates was established by means of X-ray crystallography, and the prepared boronates were successively used in Suzuki cross-coupling reactions under different conditions. We also developed a tandem Suzuki reaction so that a base is generated during the nucleophilic addition of Grignard reagents to 4-bromobenzaldehyde. The formed intermediates were smoothly coupled with the prepared boronates and the boronic acids under external base-free conditions. (Figure presented.).

An Efficient Ga(OTf)3/Isopropanol Catalytic System for Direct Reduction of Benzylic Alcohols

This study aims to report the first gallium-catalyzed direct reduction of benzylic alcohols using isopropanol as a reductant. The reaction proceeds via gallium catalyst-assisted hydride transfer of the in situ-generated benzylic isopropyl ether. The method generates only water and acetone as byproducts and thus provides an atom-economic and environmentally friendly approach to the synthesis of di- and triarylmethanes, which are important substructures in various bioactive compounds and functional materials. (Figure presented.).

Employing Arynes for the Generation of Aryl Anion Equivalents and Subsequent Reaction with Aldehydes

Arynes are highly reactive intermediates, which are utilized for the electrophilic arylation of various X-H bonds (X = O, N, S etc.). Herein, a new synthetic strategy is demonstrated, where arynes are converted into aryl anion equivalents by treatment with phosphines and a base. The addition of phosphines to arynes form the phosphonium salts, which in the presence of a carbonate base generates the aryl anion equivalent. Subsequent addition of the aryl anions with aldehydes afforded the secondary alcohols.

One-pot process for preparing bifonazole

The invention relates to the technical field of medicine synthesis and in particular relates to a one-pot process for preparing bifonazole. According to the process disclosed by the invention, 4-phenyl benzhydrol is prepared by reducing 4-phenyl benzophenone by potassium borohydride, and a catalyst is added without treatment; and the 4-phenyl benzhydrol is reacted with imidazole in the presence of the catalyst so as to prepare the bifonazole. According to the method disclosed by the invention, the bifonazole with the yield of 76-82% can be obtained. The process disclosed by the invention is simple, less in steps, convenient to operate, does not need any special equipment, is suitable for large-scale industrial production, high in product yield and low in cost, and is obviously improved relative to other processes.

Cobalt-Catalyzed Suzuki Biaryl Coupling of Aryl Halides

Readily accessed cobalt pre-catalysts with N-heterocyclic carbene ligands catalyze the Suzuki cross-coupling of aryl chlorides and bromides with alkyllithium-activated arylboronic pinacolate esters. Preliminary mechanistic studies indicate that the cobalt

Aryl and heteroaryl nosylates as stable and cheap partners for Suzuki-Miyaura cross-coupling reactions

Aryl and heteroaryl para-nitrophenylsulfonates (nosylates) have been successfully engaged for the first time in Suzuki-Miyaura cross-coupling reactions with various aryl or vinylboronic acids (48-98%, 12 examples). The best catalyst/ligand combination have been determined to be 2 mol % of palladium acetate (Pd(OAc)2) and 4 mol % of 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (XPhos) using K3PO4 as base, in tetrahydrofuran at 80 °C. These new reaction conditions notably provide a direct and very efficient access to the natural alkaloid dubamine.