365-17-3

Usage

Uses

Used in Pharmaceutical Industry:
3-Fluorobenzhydrol is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs with specific therapeutic properties. Its unique fluorinated structure can enhance the pharmacokinetics and pharmacodynamics of the resulting compounds, making it a valuable component in medicinal chemistry.
Used in Organic Synthesis:
In the field of organic synthesis, 3-fluorobenzhydrol is employed as a versatile building block for the creation of a wide range of organic compounds. Its reactivity and stability make it suitable for various chemical reactions, facilitating the synthesis of complex organic molecules for different applications, including agrochemicals, dyes, and specialty chemicals.
Used in Research and Development:
3-Fluorobenzhydrol is also utilized in research and development settings, where it serves as a model compound for studying the effects of fluorination on the properties and reactivity of benzhydrol derivatives. This helps chemists to understand the influence of fluorine substitution on molecular behavior and to design new molecules with improved characteristics for specific applications.

Upstream product

• 345-69-7 3-fluorobenzophenone 
• 17318-03-5 bromo(3-fluorophenyl)magnesium 
• 100-52-7 benzaldehyde 
• 1073-06-9 3-fluorobromobenzene 
• 1711-07-5 3-fluorobenzoyl chloride 
• 71-43-2 benzene 
• 100-58-3 phenylmagnesium bromide 
• 456-48-4 3-Fluorobenzaldehyde 
• 100-59-4 phenylmagnesium chloride 
• 108-86-1 bromobenzene 
• 1121-86-4 1-Fluoro-3-iodobenzene 
• 768-35-4 3-fluorophenylboronic acid 
• 98-80-6 phenylboronic acid 
• 13391-48-5 3-fluorobenzhydryl chloride 

Downstream Products

• 365-16-2 (3-fluorophenyl)phenylbromomethane 
• 345-69-7 3-fluorobenzophenone 
• 1496-00-0 1-benzyl-3-fluorobenzene 
• 13391-48-5 3-fluorobenzhydryl chloride 

Relevant academic research and scientific papers

Direct C–H Carboxylation Forming Polyfunctionalized Aromatic Carboxylic Acids by Combined Br?nsted Bases

CO2 fixation into electron-deficient aromatic C–H bonds proceeds with the combined Br?nsted bases LiO-t-Bu and LiO-t-Am/CsF/18-crown-6 (t-Am = CEtMe2) under a CO2 atmosphere to afford a variety of polyfunctionalized aromat

Experimental and density functional theory studies on hydroxymethylation of phenylboronic acids with paraformaldehyde over a Rh-PPh3 catalyst

The synthesis of benzyl alcohols (BAs) is highly vital for their wide applications in organic synthesis and pharmaceuticals. Herein, BAs was efficiently synthesized via hydroxymethylation of phenylboronic acids (PBAs) and paraformaldehyde over a simple Rh-PPh3 catalyst combined with an inorganic base (NaOH). A variety of BAs with the groups of CH3?, CH3O?, Cl?, Br?, and so on were obtained with moderate to good yields, indicating that the protocol had a good universality. Density functional theory (DFT) calculations proposed the Hayashi-type arylation mechanism involved the arylation step of PBA and Rh(OH)(PPh3)2 catalyst to form Rh(I)-bound aryl intermediates and the hydrolysis step of Rh(I)-bound aryl intermediates and HCHO to generate BA product (the rate-determining step). The present route provides a valuable and direct method for the synthesis of BAs and expands the application range of paraformaldehyde.

Diaryl hydroxylamines as pan or dual inhibitors of indoleamine 2,3-dioxygenase-1, indoleamine 2,3-dioxygenase-2 and tryptophan dioxygenase

Tryptophan (Trp) catabolizing enzymes play an important and complex role in the development of cancer. Significant evidence implicates them in a range of inflammatory and immunosuppressive activities. Whereas inhibitors of indoleamine 2,3-dioxygenase-1 (IDO1) have been reported and analyzed in the clinic, fewer inhibitors have been described for tryptophan dioxygenase (TDO) and indoleamine 2,3-dioxygenase-2 (IDO2) which also have been implicated more recently in cancer, inflammation and immune control. Consequently the development of dual or pan inhibitors of these Trp catabolizing enzymes may represent a therapeutically important area of research. This is the first report to describe the development of dual and pan inhibitors of IDO1, TDO and IDO2.

Coupling of aromatic aldehydes with aryl halides in the presence of nickel catalysts with diazabutadiene ligands

Nickel catalysts with diazabutadiene ligands promote cross-coupling of benzaldehydes with aryl halides in the presence of zinc as reducing agent, which leads to the corresponding benzhydrols and benzophenones. The benzophenone percentage considerably increases when lithium chloride additive is used.

Direct electrosynthesis of ketones from benzylic methylenes by electrooxidative C-H activation

Electrify your chemistry! Direct electrosynthesis of ketones from benzylic methylenes in an undivided cell was realized in moderate to good yields (see scheme). In this electrosynthesis, electrons instead of conventional oxidants and catalysts are employed to make the reaction environmentally benign. Moreover, the reaction intermediate radical was detected by ESR spectroscopy and the reaction mechanism was clarified.

METHOD FOR SYNTHESIS OF SECONDARY ALCOHOLS

A method for synthesis of secondary alcohols is provided for pharmaceutical secondary alcohol by addition of organoboronic acids with aldehydes in presence of the cobalt ion and bidentate ligands as the catalyst. In addition, an enantioselective synthesis method for secondary alcohols is also herein provided in the present invention. The present invention has advantages in using less expensive cobalt ion and commercially available chiral ligands as the catalyst, wide scope of organoboronic acids and aldehydes compatible with this catalytic reaction and achieving excellent yields and/or enantiomeric excess.

Expedient synthesis of 1,3-substituted benzene peptidomimetics

A synthetic route for replacing the central amino acid in the tripeptide Thr-Ala-Val (TAV) with a 1,3-substituted benzene ring was developed. l-Threonine was introduced into the benzene ring by a Grignard reaction with protected l-threoninal, where the na

Microwave-assisted nickel(II) acetylacetonate-catalyzed arylation of aldehydes with arylboronic acids

Applying sealed vessel microwave heating at 180 °C in toluene the arylation of aromatic and aliphatic aldehydes with arylboronic acids using 1-2 mol % of Ni(acac)2 as a catalyst can be performed efficiently within 10-30 min providing the desired diarylmethanols or benzyl alcohols in good yields.

Kinetics of the solvolyses of fluoro-substituted benzhydryl derivatives: Reference electrofuges for the development of a comprehensive nucleofugality scale

A series of m-fluoro-substituted benzhydryl chloridcjs, bromides, mesylates and Losylates 1-X to 5-X were prepared and subjected to solvolysis reactions in various solvents. The observed first-order rate constants ks(25 °C) were found to follow the correlation equation log ks(25 °C) = Sf(Nf + Ef), which allowed us to determine the electrofugalily parameters Ef for these destabilized benzhydrylium cations and the nucleofugality parameters Nf, S f for a series of leaving group/ solvent combinations.

Synthesis and anticonvulsant activity of some cinnamylpiperazine derivatives

A series of cinnamylpiperazine derivatives was synthesized using different benzophenone as starting material. The structures of the compounds were proved by their IR, 1H-NMR spectroscopic data and mass spectra data. The anticonvulsant activities of these compounds were evaluated with maximal electroshock (MES) test and rotarod test with intraperitoneal injection on KunMing mice. Among all the flunarizine analogues, no one exhibited better anticonvulsant activity than flunarizine. Flunarizine (4i) exhibited anticonvulsant activity with ED50 of 38.1 mg/kg, TD50 of 164.3 mg/kg and PI of 4.3 through administration intraperitoneal, and with ED50 of 56.8 mg/kg, TD50 of 456.3 mg/kg and PI of 8.0 through oral administration.