179113-89-4

Basic information

• Product Name: 3,5-DIFLUOROBENZOPHENONE
• Synonyms: 3,5-DIFLUOROBENZOPHENONE;3,5-Difluorobenzophenone 97%;3,5-Difluorobenzophenone97%;3,5-DIFLUOROBENZOPHENONE, 98+%;(3,5-Difluorophenyl)(phenyl)methanone
• CAS NO: 179113-89-4
• Molecular Formula: C₁₃H₈F₂O
• Molecular Weight: 218.2
• EINECS: -0
• Mol File: 179113-89-4.mol
• Article Data: 20

Chemical Properties

• Melting Point: 57-59°C
• Boiling Point: 117°C 5mm
• Flash Point: 116-118°C/5mm
• Appearance: /
• Density: 1.239g/cm³
• Vapor Pressure: 0.000616mmHg at 25°C
• Refractive Index: 1.549
• Storage Temp.: 2-8°C
• BRN: 7919206
• CAS DataBase Reference: 3,5-DIFLUOROBENZOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-DIFLUOROBENZOPHENONE(179113-89-4)
• EPA Substance Registry System: 3,5-DIFLUOROBENZOPHENONE(179113-89-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• HazardClass: IRRITANT
• Hazardous Substances Data: 179113-89-4(Hazardous Substances Data)

Usage

General Description

3,5-Difluorobenzophenone is a chemical compound with the molecular formula C13H8F2O. It is a white to off-white crystalline solid that is insoluble in water and soluble in organic solvents. 3,5-DIFLUOROBENZOPHENONE is widely used as a building block in the synthesis of pharmaceuticals, agrochemicals, and dyes. It is also used as a photoinitiator in the production of polymers and plastics. Additionally, 3,5-Difluorobenzophenone is utilized in the manufacturing of UV-curable coatings and adhesives. This chemical is considered to have low acute toxicity but should be handled with caution due to its potential irritant properties.

InChI:InChI=1/C13H8F2O/c14-11-6-10(7-12(15)8-11)13(16)9-4-2-1-3-5-9/h1-8H

Upstream product

• 461-96-1 3,5-difluorobromobenzene 
• 100-52-7 benzaldehyde 
• 100-59-4 phenylmagnesium chloride 
• 153877-56-6 3,5-difluoro-α-benzenemethanol 
• 32085-88-4 3,5-difluorobenzaldehyde 
• 611-73-4 Benzoylformic acid 
• 93-98-1 N-phenyl benzoyl amide 
• 3027-03-0 N-acetyl-N-phenylbenzamide 
• 156545-07-2 3,5-difluorophenylboronic acid 
• 55-21-0 benzamide 
• 135364-97-5 tert-butyl benzoyl(tert-butoxycarbonyl)carbamate 
• 108-86-1 bromobenzene 
• 201230-82-2 carbon monoxide 
• 63468-90-6 phenylglyoxylic acid potassium salt 

Downstream Products

• 1394292-43-3 3,5-bis-[p-methoxyphenoxy]benzophenone 
• 1421364-36-4 (3,5-difluorophenyl)diphenylmethanol 
• 153877-56-6 3,5-difluoro-α-benzenemethanol 
• 942264-66-6 1-(2-(2-bromophenyl)-1-phenylethyl)-3,5-difluorobenzene 
• 1009371-06-5 (3,5-difluorophenyl)phenylmethanone oxime 

Relevant articles and documents

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

Acyl radicals from α-keto acids using a carbonyl photocatalyst: Photoredox-catalyzed synthesis of ketones

Acyl radicals have been generated from α-keto acids using inexpensive and commercially available 2-chloro-thioxanthen-9-one as the photoredox catalyst under visible light illumination. These reactive species added to olefins or coupled with aryl halides via a bipyridylstabilized Ni(II) catalyst, enabling easy access to a diverse range of ketones. This reliable, atom-economical, and eco-friendly protocol is compatible with a wide range of functional groups.

Pd-catalyzed Suzuki-Miyaura cross-coupling of pentafluorophenyl esters

Although the palladium-catalyzed Suzuki-Miyaura cross-coupling of aryl esters has received significant attention, there is a lack of methods that utilize cheap and readily accessible Pd-phosphane catalysts, and can be routinely carried out with high cross-coupling selectivity. Herein, we report the first general method for the cross-coupling of pentafluorophenyl esters (pentafluorophenyl = pfp) by selective C–O acyl cleavage. The reaction proceeds efficiently using Pd(0)/phosphane catalyst systems. The unique characteristics of pentafluorophenyl esters are reflected in the fully selective cross-coupling vs. phenolic esters. Of broad synthetic interest, this report establishes pentafluorophenyl esters as new, highly reactive, bench-stable, economical, ester-based, electrophilic acylative reagents via acyl-metal intermediates. Mechanistic studies strongly support a unified reactivity scale of acyl electrophiles by C(O)–X (X = N, O) activation. The reactivity of pfp esters can be correlated with barriers to isomerization around the C(acyl)–O bond.