427-36-1

Basic information

• Product Name: TRIPHENYLMETHYL FLUORIDE
• Synonyms: TRIPHENYLMETHYL FLUORIDE;TRITYL FLUORIDE;1,1',1''-(fluoromethylidyne)trisbenzene;TRITYL FLUORIDE 97%;Fluoromethylidynetribenzene;Fluorotriphenylmethane;Triphenylfluoromethane;Benzene, 1,1',1''-(fluoromethylidyne)tris-
• CAS NO: 427-36-1
• Molecular Formula: C₁₉H₁₅F
• Molecular Weight: 262.32
• EINECS: 207-046-2
• Product Categories: pharmacetical
• Mol File: 427-36-1.mol
• Article Data: 33

Chemical Properties

• Melting Point: 102-104 °C
• Boiling Point: 368.7 °C at 760 mmHg
• Flash Point: 203 °C
• Appearance: /
• Density: 1.101 g/cm³
• CAS DataBase Reference: TRIPHENYLMETHYL FLUORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: TRIPHENYLMETHYL FLUORIDE(427-36-1)
• EPA Substance Registry System: TRIPHENYLMETHYL FLUORIDE(427-36-1)

Safety Data

• Hazardous Substances Data: 427-36-1(Hazardous Substances Data)

Usage

General Description

Triphenylmethyl fluoride is a chemical compound with the molecular formula C19H15F. It is a white solid that is often used as a reagent in organic synthesis and as a building block for the preparation of various compounds. Triphenylmethyl fluoride is known for its ability to act as a source of the triphenylmethyl radical, which can be used in radical reactions to form new carbon-carbon bonds. It is also used in the pharmaceutical industry as a precursor for the synthesis of various drug molecules. Additionally, it has potential applications in materials science and as a fluorinating reagent in organic chemistry.

Upstream product

• 341-02-6 trityl tetrafluoroborate 
• 18909-18-7 1-diphenylmethylene-4-trityl-2,5-cyclohexadiene 
• 2216-49-1 triphenylmethyl radical 
• 596-43-0 bromo-triphenyl-methane 
• 437-17-2 tritylium hexafluorophosphate 
• 16928-73-7 triphenylmethyl phenyl sulfide 
• 76-83-5 trityl chloride 
• 71-43-2 benzene 
• 95953-45-0 triphenylmethyl 4-cyanophenyl ether 
• 595-91-5 triphenylacetic acid 
• 519-73-3 triphenylmethane 
• 76-84-6 triphenylmethyl alcohol 
• 557-99-3 acetyl fluoride 

Downstream Products

• 76-84-6 triphenylmethyl alcohol 
• 2216-49-1 triphenylmethyl radical 
• 519-73-3 triphenylmethane 
• 7664-39-3 hydrogen fluoride 
• 13948-08-8 trityl cation 
• 76-83-5 trityl chloride 
• 675607-47-3 trityl tris(2,2',2''-nonafluorobiphenyl)fluoroborate 
• 341-02-6 trityl tetrafluoroborate 
• 1138-99-4 diphenyltrifluorophosphorane 
• 750-57-2 diphenyl(trityl)phosphine 
• 437-17-2 tritylium hexafluorophosphate 
• 420-56-4 trimethylsilyl fluoride 

Relevant articles and documents

Ionic Fluorination of Adamantane, Diamantane, and Triphenylmethane with NO+BF4-/Pyridine Polyhydrogen Fluoride (PPHF)

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Alkali Metal Fluorides in Fluorinated Alcohols: Fundamental Properties and Applications to Electrochemical Fluorination

Fundamental properties of alkali metal fluorides (MF, M = Cs, K) dissolved in 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) or in 3,3,3-trifluoroethanol (TFE) are investigated, including solubility, conductivity, and viscosity. Solid-state structures of single crystals obtained from CsF/HFIP and CsF/TFE are described for the first time, giving insights into the multiple interactions between fluorinated alcohols and CsF. Applications in electrochemical fluorination reactions are successfully demonstrated.

Fast Hydrocarbon Oxidation by a High-Valent Nickel–Fluoride Complex

In the search for highly reactive oxidants we have identified high-valent metal–fluorides as a potential potent oxidant. The high-valent Ni–F complex [NiIII(F)(L)] (2, L=N,N′-(2,6-dimethylphenyl)-2,6-pyridinedicarboxamidate) was prepared from [NiII(F)(L)]? (1) by oxidation with selectfluor. Complexes 1 and 2 were characterized by using 1H/19F NMR, UV-vis, and EPR spectroscopies, mass spectrometry, and X-ray crystallography. Complex 2 was found to be a highly reactive oxidant in the oxidation of hydrocarbons. Kinetic data and products analysis demonstrate a hydrogen atom transfer mechanism of oxidation. The rate constant determined for the oxidation of 9,10-dihydroanthracene (k2=29 m?1 s?1) compared favorably with the most reactive high-valent metallo-oxidants. Complex 2 displayed reaction rates 2000–4500-fold enhanced with respect to [NiIII(Cl)(L)] and also displayed high kinetic isotope effect values. Oxidative hydrocarbon and phosphine fluorination was achieved. Our results provide an interesting direction in designing catalysts for hydrocarbon oxidation and fluorination.