587-79-1

Basic information

• Product Name: 4-FLUORODIPHENYLMETHANE
• Synonyms: 4-FluorodiphenylmethaneDISC 05/09/02 see # 9194;1-Benzyl-4-fluorobenzene;4-FLUORODIPHENYLMETHANE;4-Fluorodiphenylmethane 99%;4-Fluorodiphenylmethane99%
• CAS NO: 587-79-1
• Molecular Formula: C₁₃H₁₁F
• Molecular Weight: 186.22
• Mol File: 587-79-1.mol

Chemical Properties

• Boiling Point: 94°C 1mm
• Appearance: /
• Density: 1
• Refractive Index: 1.5540 to 1.5580
• CAS DataBase Reference: 4-FLUORODIPHENYLMETHANE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-FLUORODIPHENYLMETHANE(587-79-1)
• EPA Substance Registry System: 4-FLUORODIPHENYLMETHANE(587-79-1)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 587-79-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-Fluorodiphenylmethane is used as a key intermediate in the synthesis of pharmaceuticals for its ability to create a variety of different compounds, contributing to the development of new drugs.
Used in Agrochemical Industry:
In the agrochemical sector, 4-Fluorodiphenylmethane serves as a crucial component in the production of agrochemicals, aiding in the creation of effective and innovative products for agricultural applications.
Used in Organic Chemistry:
4-Fluorodiphenylmethane is utilized as a building block in organic chemistry, enabling the synthesis of a wide range of compounds for various applications across different industries.
It is important to handle 4-fluorodiphenylmethane with care and follow proper safety precautions to minimize potential health hazards associated with its mishandling.

Upstream product

• 352-11-4 1-chloromethyl-4-fluorobenzene 
• 71-43-2 benzene 
• 352-34-1 4-fluoro-1-iodobenzene 
• 100-39-0 benzyl bromide 
• 459-57-4 4-fluorobenzaldehyde 
• 101-81-5 Diphenylmethane 
• 64-19-7 acetic acid 
• 1765-93-1 4-fluoroboronic acid 
• 98-80-6 phenylboronic acid 
• 462-06-6 fluorobenzene 
• 100-51-6 benzyl alcohol 
• 365-21-9 1-(chlorophenylmethyl)-4-fluorobenzene 
• 365-20-8 1-(bromo(phenyl)methyl)-4-fluorobenzene 
• 714223-51-5 4-fluorobenzhydryl trifluoroacetate 

Downstream Products

• 101-81-5 Diphenylmethane 
• 345-83-5 4-fluorobenzophenone 
• 1393444-68-2 (4-tert-butylphenyl)(4-fluorophenyl)phenylmethane 
• 1443985-00-9 C₂₀H₁₄FN 
• 1443984-93-7 2-((4-fluorophenyl)(phenyl)methyl)pyridine 
• 386-95-8 bis-(4-fluoro-phenyl)-phenyl-methane 
• 39768-79-1 C₂₀H₁₄F₄ 
• 39768-74-6 C₂₀H₁₇FO 
• 39768-73-5 {4-[(4-Fluoro-phenyl)-phenyl-methyl]-phenyl}-dimethyl-amine 
• 437-23-0 ((4-fluorophenyl)methylene)dibenzene 
• 911708-01-5 2-(4-benzylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 106147-65-3 4-[2-(4-Fluoro-phenyl)-2-phenyl-ethyl]-1H-imidazole 
• 1026466-52-3 1-[4-(4-fluorobenzyl)phenyl]ethan-1-one 
• 365-21-9 1-(chlorophenylmethyl)-4-fluorobenzene 

Relevant articles and documents

Nickel-Catalyzed Electrochemical C(sp3)?C(sp2) Cross-Coupling Reactions of Benzyl Trifluoroborate and Organic Halides**

Reported here is the redox neutral electrochemical C(sp2)?C(sp3) cross-coupling reaction of bench-stable aryl halides or β-bromostyrene (electrophiles) and benzylic trifluoroborates (nucleophiles) using nonprecious, bench-stable NiCl2?glyme/polypyridine catalysts in an undivided cell configuration under ambient conditions. The broad reaction scope and good yields of the Ni-catalyzed electrochemical coupling reactions were confirmed by 50 examples of aryl/β-styrenyl chloride/bromide and benzylic trifluoroborates. Potential applications were demonstrated by electrosynthesis and late-stage functionalization of pharmaceuticals and natural amino acid modification, and three reactions were run on gram-scale in a flow-cell electrolyzer. The electrochemical C?C cross-coupling reactions proceed through an unconventional radical transmetalation mechanism. This method is highly productive and expected to find wide-spread applications in organic synthesis.

Nitrenium Salts in Lewis Acid Catalysis

Molecular compounds featuring nitrogen atoms are typically regarded as Lewis bases and are extensively employed as donor ligands in coordination chemistry or as nucleophiles in organic chemistry. By contrast, electrophilic nitrogen-containing compounds are much rarer. Nitrenium cations are a new family of nitrogen-based Lewis acids, the reactivity of which remains largely unexplored. In this work, nitrenium ions are explored as catalysts in five organic transformations. These reactions are the first examples of Lewis acid catalysis employing nitrogen as the site of substrate activation. Moreover, these compounds are readily accessed from commercially available reagents and exhibit remarkable stability toward moisture, allowing for benchtop transformations without the need to pretreat solvents.

Alumina grafted SBA-15 sustainable bifunctional catalysts for direct cross-coupling of benzylic alcohols to diarylmethanes

AlSBA-15 catalysts possessing Br?nsted acid and Lewis acid-base bifunctionalities catalyze the direct arylation of benzyl alcohols to diarylmethanes with an 85% product yield through C-O bond activation. 2 and 4wt%AlSBA-15 catalysts have been synthesised by adopting a simple and efficient post-synthetic metal implantation route. The synthesised catalysts were characterized using XRD, N2 adsorption and desorption, 27Al MAS NMR, XPS, HR-TEM, NH3 and CO2-temperature-programmed desorption (TPD) and pyridine-transmission-FTIR spectroscopy techniques to confirm the existence of Br?nsted acid and Lewis acid-base bifunctionalities. Through various control experiments, it is verified that Br?nsted acid sites activate the benzyl alcohol and Lewis base sites interact with phenylboronic acid concurrently to accomplish the coupling reaction. In the recyclability study, 4wt%AlSBA-15 preserves its activity and stability up to 5 cycles. The 4wt%AlSBA-15 catalyst unlike homogeneous catalysts does not require additives, long reaction time and expensive metals.

Potassium trimethylsilanolate enables rapid, homogeneous suzuki-miyaura cross-coupling of boronic esters

Herein, a mild and operationally simple method for the Suzuki-Miyaura cross-coupling of boronic esters is described. Central to this advance is the use of the organic-soluble base, potassium trimethylsilanolate, which allows for a homogeneous, anhydrous cross-coupling. The coupling proceeds at a rapid rate, often furnishing products in quantitative yield in less than 5 min. By applying this method, a >10-fold decrease in reaction time was observed for three published reactions which required >48 h to reach satisfactory conversion.

Super electron donor-mediated reductive desulfurization reactions

The desulfurization of thioacetals and thioethers by a pyridine-derived electron donor is described. This methodology provides efficient access to the reduced products in high yields and does not require the use of transition-metals, elemental alkali-metals, or hydrogen atom donors.

Phosphonic acid mediated practical dehalogenation and benzylation with benzyl halides

For the first time, by using H3PO3/I2 system, various benzyl chlorides, bromides and iodides were dehalogenated successfully. In the presence of H3PO3, benzyl halides underwent electrophilic substitution reactions with electron-rich arenes, leading to a broad range of diarylmethanes in good yields. These transformations feature green, cheap reducing reagents and metal-free conditions. A possible mechanism was proposed.

Palladium-Catalyzed Hiyama Coupling of Benzylic Ammonium Salts via C-N Bond Cleavage

The first palladium-catalyzed Hiyama cross-coupling of arylsilanes with benzyltrimethylammonium salts is reported. The reaction proceeds smoothly to facilitate C(sp2)-C(sp3) bond formation via cleavage of the C-N bond and provides a useful approach to various diarylmethanes with a broad substrate scope and excellent functional group tolerance in good to excellent yields.

Combined Photoredox/Enzymatic C?H Benzylic Hydroxylations

Chemical transformations that install heteroatoms into C?H bonds are of significant interest because they streamline the construction of value-added small molecules. Direct C?H oxyfunctionalization, or the one step conversion of a C?H bond to a C?O bond, could be a highly enabling transformation due to the prevalence of the resulting enantioenriched alcohols in pharmaceuticals and natural products,. Here we report a single-flask photoredox/enzymatic process for direct C?H hydroxylation that proceeds with broad reactivity, chemoselectivity and enantioselectivity. This unified strategy advances general photoredox and enzymatic catalysis synergy and enables chemoenzymatic processes for powerful and selective oxidative transformations.

A SO2F2 mediated mild, practical, and gram-scale dehydroxylative transforming primary alcohols to quaternary ammonium salts

A simple, practical and gram-scale process for direct transformation of primary alcohols or silyl ethers to ammonium salts was developed. This method has the feathers of easy work-up (a simple filtration), mild condition, high yield, great practicality and robustness. And the application of the ammonium salts in Suzuki coupling reaction was also accomplished.

The Dual Role of Benzophenone in Visible-Light/Nickel Photoredox-Catalyzed C?H Arylations: Hydrogen-Atom Transfer and Energy Transfer

A dual catalytic protocol for the direct arylation of non-activated C(sp3)?H bonds has been developed. Upon photochemical excitation, the excited triplet state of a diaryl ketone photosensitizer abstracts a hydrogen atom from an aliphatic C?H bond. This inherent reactivity was exploited for the generation of benzylic radicals which subsequently enter a nickel catalytic cycle, accomplishing the benzylic arylation.