21221-93-2

Basic information

• Product Name: 3,5-BIS(TRIFLUOROMETHYL)BENZOPHENONE
• Synonyms: Benzophenone, 3,5-bis(trifluoromethyl)-;3,5-BIS(TRIFLUOROMETHYL)BENZOPHENONE;3,5-DI(TRIFLUOROMETHYL)BENZOPHENONE;3,5-Bis(trifluoromethyl)benzophenone 97%;3,5-Bis(trifluoromethyl)benzophenone97%;[3,5-Bis(trifluoromethyl)phenyl](phenyl)methanone
• CAS NO: 21221-93-2
• Molecular Formula: C₁₅H₈F₆O
• Molecular Weight: 318.21
• EINECS: 244-282-5
• Mol File: 21221-93-2.mol
• Article Data: 17

Chemical Properties

• Melting Point: 109.0-110.8 °C
• Boiling Point: 112 °C
• Flash Point: 111-112°C/0.2mm
• Appearance: /
• Density: 1.356 g/cm³
• Vapor Pressure: 0.000762mmHg at 25°C
• Refractive Index: 1.496
• Storage Temp.: Sealed in dry,Room Temperature
• BRN: 3066566
• CAS DataBase Reference: 3,5-BIS(TRIFLUOROMETHYL)BENZOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-BIS(TRIFLUOROMETHYL)BENZOPHENONE(21221-93-2)
• EPA Substance Registry System: 3,5-BIS(TRIFLUOROMETHYL)BENZOPHENONE(21221-93-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 21221-93-2(Hazardous Substances Data)

Usage

General Description

3,5-BIS(TRIFLUOROMETHYL)BENZOPHENONE is a chemical compound with the molecular formula C15H8F6O. It is a benzophenone derivative that is widely used as a photoinitiator in the production of polymers and coatings. 3,5-BIS(TRIFLUOROMETHYL)BENZOPHENONE is characterized by its strong UV absorption properties, which makes it suitable for use in various industrial applications, including inks, adhesives, and dental materials. Additionally, 3,5-BIS(TRIFLUOROMETHYL)BENZOPHENONE has been shown to possess potential anti-inflammatory and antioxidant properties, making it of interest for use in pharmaceuticals and cosmetics. However, due to its potential environmental and health hazards, it is important to handle this chemical with care and adhere to safety regulations when working with it.

InChI:InChI=1/C15H8F6O/c16-14(17,18)11-6-10(7-12(8-11)15(19,20)21)13(22)9-4-2-1-3-5-9/h1-8H

Upstream product

• 328-70-1 3,6-bis(trifluoromethyl)bromobenzene 
• 100-52-7 benzaldehyde 
• 81390-93-4 1-<3,5-bis(trifluoromethyl)phenyl>-1-phenylmethanol 
• 401-95-6 3,5-Bis(trifluoromethyl)benzaldehyde 
• 100-59-4 phenylmagnesium chloride 
• 1221970-98-4 3,5-bis(trifluoromethyl)phenyl 4-(dimethylamino)benzenesulfonate 
• 98-88-4 benzoyl chloride 
• 108-86-1 bromobenzene 
• 175650-34-7 <3,5-bis(trifluoromethyl)phenyl>diphenylmethanol 
• 611-73-4 Benzoylformic acid 
• 73852-19-4 3,5-bis-trifluromethylphenylboronic acid 
• 201230-82-2 carbon monoxide 
• 640-60-8 toluene-4-sulfonic acid phenyl ester 
• 17763-67-6 Phenyl triflate 

Downstream Products

• 742097-73-0 C-(3,5-bis-trifluoromethyl-phenyl)-C-phenyl-methylamine 
• 1055315-89-3 [(Et₃P)3Rh(3,5-(CF₃)2C₆H₃)] 
• 1264837-01-5 1-(3,5-bis(trifluoromethyl)phenyl)-3-methyl-2-phenyl-1H-inden-1-ol 
• 1264836-97-6 1-(3,5-bis(trifluoromethyl)phenyl)-2,3-diphenyl-1H-inden-1-ol 

Relevant articles and documents

Aromatization as an Impetus to Harness Ketones for Metallaphotoredox-Catalyzed Benzoylation/Benzylation of (Hetero)arenes

Herein we report ketones as feedstock materials in radical cross-coupling reactions under Ni/photoredox dual catalysis. In this approach, simple condensation first converts ketones into prearomatic intermediates that then act as activated radical sources for cross-coupling with aryl halides. Our strategy enables the direct benzylation/benzoylation of (hetero)arenes under mild reaction conditions with high functional group tolerance.

Suzuki coupling of aroyl-MIDA boronate esters – A preliminary report on scope and limitations

Recent methodological reports for synthesizing acyl-MIDA boronate esters compel an investigation of their potential use as substrates in a standard Suzuki-Miyaura cross-coupling reaction. Here we report the production of benzophenones by C[sbnd]C cross coupling between a benzoyl-MIDA boronate ester and a multitude of aryl bromide substrates in adequate yields following optimization under ambient conditions outside of a glove box. Under these standard conditions, none of several acyl-MIDA boronate esters (in an alkyl series) serves as a competent coupling partner. The substrate scope is also limited by the finding that the corresponding trifluoroborates of both acyl- and aroyltrifluroborates are not suitable substrates. For reasons of availability and synthetic difficulty in procuring other aroyl-MIDA boronates, this preliminary study examines the reactivity of benzoyl-MIDA boronate with several aryl bromide substrates.

Introducing Glycerol as a Sustainable Solvent to Organolithium Chemistry: Ultrafast Chemoselective Addition of Aryllithium Reagents to Nitriles under Air and at Ambient Temperature

Edging closer towards developing air and moisture compatible polar organometallic chemistry, the chemoselective and ultrafast addition of a range of aryllithium reagents to nitriles has been accomplished by using glycerol as a solvent, at ambient temperature in the presence of air, establishing a novel sustainable access to aromatic ketones. Addition reactions occur heterogeneously (“on glycerol conditions”), where the lack of solubility of the nitriles in glycerol and the ability of the latter to form strong intermolecular hydrogen bonds seem key to favouring nucleophilic addition over competitive hydrolysis. Remarkably, PhLi exhibits a greater resistance to hydrolysis working “on glycerol” conditions than “on water”. Introducing glycerol as a new solvent in organolithium chemistry unlocks a myriad of opportunities for developing more sustainable, air and moisture tolerant main-group-metal-mediated organic synthesis.