365-22-0

Basic information

• Product Name: 4-FLUOROBENZHYDROL
• Synonyms: 4-FLUOROBENZHYDROL;(4-FLUOROPHENYL)(PHENYL)METHANOL;4-Fluorobenzhydryl alcohol;Phenyl(4-fluorophenyl)methanol;α-Phenyl-4-fluorobenzenemethanol
• CAS NO: 365-22-0
• Molecular Formula: C₁₃H₁₁FO
• Molecular Weight: 202.22
• Mol File: 365-22-0.mol
• Article Data: 86

Chemical Properties

• Boiling Point: 317.7 °C at 760 mmHg
• Flash Point: 176.5 °C
• Appearance: /
• Density: 1.18 g/cm³
• Vapor Pressure: 0.000159mmHg at 25°C
• Refractive Index: 1.581
• CAS DataBase Reference: 4-FLUOROBENZHYDROL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-FLUOROBENZHYDROL(365-22-0)
• EPA Substance Registry System: 4-FLUOROBENZHYDROL(365-22-0)

Safety Data

• Hazardous Substances Data: 365-22-0(Hazardous Substances Data)

Usage

Description

4-Fluorobenzhydrol, also known as p-fluorobenzhydrol, is an organic compound with the chemical formula C13H11FO. It is a colorless crystalline solid that is soluble in organic solvents. The presence of a fluorine atom at the para position of the benzhydrol group gives it unique chemical and physical properties, making it a valuable intermediate in the synthesis of various pharmaceutical compounds.

Uses

Used in Pharmaceutical Industry:
4-Fluorobenzhydrol is used as an intermediate in the synthesis of non-nucleoside reverse transcriptase inhibitors (NNRTIs), which are a class of antiretroviral drugs used to treat HIV/AIDS. These drugs work by inhibiting the activity of the reverse transcriptase enzyme, which is essential for the replication of the HIV virus.
Additionally, 4-Fluorobenzhydrol is used in the synthesis of 2-carbomethoxy-3-(diarylmethoxy)-1αH,5αH-tropane analogs. These compounds have potential applications in the development of new drugs for the treatment of neurological disorders, such as Alzheimer's disease and Parkinson's disease, due to their ability to modulate the activity of specific neurotransmitter systems in the brain.

InChI:InChI=1/C13H11FO/c14-12-8-6-11(7-9-12)13(15)10-4-2-1-3-5-10/h1-9,13,15H

Upstream product

• 345-83-5 4-fluorobenzophenone 
• 595-07-3 1,2-bis-(4-fluoro-phenyl)-1,2-diphenyl-ethane-1,2-diol 
• 103-73-1 Phenetole 
• 109-72-8 n-butyllithium 
• 459-57-4 4-fluorobenzaldehyde 
• 130318-72-8 methyldiphenyltelluronium tetraphenylborate 
• 540-36-3 para-difluorobenzene 
• 100-52-7 benzaldehyde 
• 77287-34-4 formamide 
• 352-13-6 4-flourophenylmagnesium bromide 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 365-20-8 1-(bromo(phenyl)methyl)-4-fluorobenzene 
• 57298-77-8 4-Fluor-benzhydrylkation 
• 14101-14-5 (4-fluorophenyl)trimethyltin 

Downstream Products

• 1764-47-2 2-Nitro-2-<4-fluor-benzhydryl>-indan-dion-(1,3) 
• 2729-02-4 4-[3-(4-fluoro-benzhydryloxy)-propyl]-morpholine 
• 345-83-5 4-fluorobenzophenone 
• 587-79-1 4-fluorodiphenylmethane 
• 365-21-9 1-(chlorophenylmethyl)-4-fluorobenzene 
• 1494-72-0 1-<(4-fluorobenzhydryl)oxy>-2-chloroethane 
• 57298-77-8 4-Fluor-benzhydrylkation 
• 441-87-2 (2-Dimethylamino-aethyl)-(4-fluor-benzhydryl)-aether 
• 842-10-4 3-Chlorpropyl-p-fluorbenzhydrylether 
• 167108-52-3 (+/-)-4-[(4-fluorophenyl)phenylmethoxy]-1-methylpiperidine 
• 714223-51-5 4-fluorobenzhydryl trifluoroacetate 
• 956702-85-5 4-[(4-fluorophenyl)-phenylmethyl]-naphthalen-1-ol 
• 956702-83-3 1-[(4-fluorophenyl)-phenylmethyl]-naphthalen-2-ol 
• 55095-26-6 <(4-fluorophenyl)phenylmethyl>amine 

Relevant articles and documents

Melamine-Based Porous Organic Polymers Supported Pd(II)-Catalyzed Addition of Arylboronic Acids to Aromatic Aldehydes

Abstract: A new type melamine-based porous organic polymers (SZU-1) has been synthesized with melamine and 2,2′-bipyridyl-5,5′-dialdehyde by a one-pot method and fully characterized. Divalent palladium salts were coordinated to this polymer network which successfully catalyzed the nucleophilic addition reaction of arylboronic acids to aromatic aldehydes. With only 1.0?mol% heterogeneous catalyst loading, high reaction yields (>?85%) can be achieved in most cases. The scope of substrates was also investigated and the catalyst showed universal applicability. Graphic Abstract: The loose and porous melamine-based porous organic polymers (SZU-1) are synthesized by melamine and 2,2′-bipyridyl-5,5′-dialdehyde. The performance of SZU-1 was characterized and most of the substrates achieved high yield (> 85%) in the catalytic performance test.[Figure not available: see fulltext.]

Electronic Effect-Guided Rational Design of Candida antarctica Lipase B for Kinetic Resolution Towards Diarylmethanols

Herein, we developed an electronic effect-guided rational design strategy to enhance the enantioselectivity of Candida antarctica lipase B (CALB) mutants towards bulky pyridyl(phenyl)methanols. Compared to W104A mutant previously reported with reversed S-stereoselectivity toward sec-alcohols, three mutants (W104C, W104S and W104T) displayed significant improvement of S-enantioselectivity in the kinetic resolution (KR) of various phenyl pyridyl methyl acetates due to the increased electronic effects between pyridyl and polar residues. The electronic effects were also observed when mutating other residues surrounding the stereospecificity pocket of CALB, such as T42A, S47A, A281S or A281C, and can be used to manipulate the stereoselectivity. A series of bulky pyridyl(phenyl) methanols, including S-(4-chlorophenyl)(pyridin-2-yl) methanol (S-CPMA), the intermediate of bepotastine, were obtained in good yields and ee values. (Figure presented.).

Enhanced catalytic activity of one-dimensional CdS @TiO2 core-shell nanocomposites for selective organic transformations under visible LED irradiation

In this study, we are interested in the photocatalytic activity under visible LED irradiation of one- dimensional (1D) CdS @TiO2 core–shell nanocomposites (CSNs) prepared through a facile and convenient method. For the synthesis of 1D CdS@TiO2 core/shell structure, titania source (Tetrabutyl titanate) was hydrolyzed by water vapor transmission on the surface of CdS nanowires (NWs) which were prepared via solvothermal method. The characterization of 1D CdS@TiO2 core–shell nanocomposites (CdS@TiO2 CSNs) was performed using X-ray diffraction (XRD), scanning electron microscopy (SEM), transmission electron microscopy (TEM), UV–Vis spectroscopy, and UV–Vis diffuse reflectance spectroscopy (DRS). The as-synthesized sample was utilized for the selective reduction of nitro compounds to benzimidazole and anilide, and also the reduction of benzophenones to alcohol under blue LED irradiation. The 1D CdS@TiO2 CSNs exhibited enhanced photoactivity compared with the pure TiO2, CdS nanowires and commercial TiO2-P25. The excellent reusability of the photocatalyst was examined for six runs. The results demonstrated that the prepared sample has the potential to provide a promising visible light-driven photocatalyst for other organic transformations.