81390-93-4

Basic information

• Product Name: Benzenemethanol, a-phenyl-3,5-bis(trifluoromethyl)-
• CAS NO: 81390-93-4
• Molecular Formula: C15H10F6O
• Molecular Weight: 320.234
• Mol File: 81390-93-4.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Benzenemethanol, a-phenyl-3,5-bis(trifluoromethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanol, a-phenyl-3,5-bis(trifluoromethyl)-(81390-93-4)
• EPA Substance Registry System: Benzenemethanol, a-phenyl-3,5-bis(trifluoromethyl)-(81390-93-4)

Safety Data

• Hazardous Substances Data: 81390-93-4(Hazardous Substances Data)

Upstream product

• 328-70-1 3,6-bis(trifluoromethyl)bromobenzene 
• 100-52-7 benzaldehyde 
• 401-95-6 3,5-Bis(trifluoromethyl)benzaldehyde 
• 591-51-5 phenyllithium 
• 32707-89-4 3,5-bis(trifluoromethyl)benzenemethanol 
• 100-58-3 phenylmagnesium bromide 
• 98-80-6 phenylboronic acid 
• 100-59-4 phenylmagnesium chloride 

Downstream Products

• 742097-73-0 C-(3,5-bis-trifluoromethyl-phenyl)-C-phenyl-methylamine 
• 21221-93-2 [3,5-bis(trifluoromethyl)phenyl](phenyl)methanone 

Relevant articles and documents

Two-component boronic acid catalysis for increased reactivity in challenging Friedel-Crafts alkylations with deactivated benzylic alcohols

A general and efficient boronic acid catalyzed Friedel-Crafts alkylation of arenes with benzylic alcohols was previously developed for the construction of unsymmetrical diarylmethane products (X. Mo, J. Yakiwchuk, J. Dansereau, J. A. McCubbin and D. G. Hall, J. Am. Chem. Soc., 2015, 137, 9694). Highly electron-deficient benzylic alcohols, however, were ineffective coupling partners due to the increased difficulty of C-O bond ionization. Herein, we report the use of perfluoropinacol as an effective co-catalyst to improve the reactivity of a boronic acid catalyst in the Friedel-Crafts benzylations of electronically deactivated primary and secondary benzylic alcohols. According to spectroscopic studies, it is believed that perfluoropinacol condenses with the arylboronic acid catalyst to form a highly electrophilic and Lewis acidic boronic ester. This in situ formed species enables a more facile ionization of the benzylic alcohols likely through a mode of activation promoted by a Lewis acid assisted hydronium Br?nsted acid generated from the interactions of the transient boronic ester with hexafluoroisopropanol solvent and water.

Direct allylation of benzyl alcohols, diarylmethanols, and triarylmethanols mediated by XtalFluor-E

We report the direct allylation of benzyl alcohols, diarylmethanols and triarylmethanols mediated by XtalFluor-E using allyltrimethylsilane. The resulting allylated products are obtained in moderate to high yield.

FeCl3-catalyzed 1,2-addition reactions of aryl aldehydes with arylboronic acids

(Chemical Equation Presented) A novel protocol for the 1,2-addition reactions of electron-deficient aryl aldehydes with arylboronic acids using an inexpensive and environmentally benign iron catalyst is reported. In the presence of FeCl3 and 2-