33719-60-7

Upstream product

• 117-99-7 2-Hydroxybenzophenone 
• 100-51-6 benzyl alcohol 
• 108-95-2 phenol 
• 65-85-0 benzoic acid 
• 93-99-2 benzoic acid phenyl ester 
• 1137-42-4 4-Hydroxybenzophenone 
• 98-88-4 benzoyl chloride 
• 41337-62-6 1,4-Diphenyl-1,4-dihydro-1,4-epoxido-benzo[d][1,2]dioxin 

Downstream Products

• 13054-95-0 2,3-diphenylbenzofuran 
• 117-99-7 2-Hydroxybenzophenone 
• 65-85-0 benzoic acid 
• 108-95-2 phenol 

Relevant academic research and scientific papers

'Latent' ultraviolet light absorbers

We have synthesized and characterized photo-labile and acid-labile esters of 2-hydroxybenzophenone and 2-hydroxybenzotriazoles, which, upon appropriate treatment, release classical UV absorbers. Two concepts of 'latent' UV absorbers are presented, namely,

Cu(II)-catalyzed oxidative esterification of 2-carbonyl substituted phenols from the alcohol oxidation level

A copper-catalyzed oxidative esterification of 2-carbonyl substituted phenols from the alcohol oxidation level is described. This protocol represents direct access to a range of 2-carbonylated aryl benzoate derivatives, which are important building blocks in the synthesis of natural and pharmacological compounds.

Preparation of benzoyloxy benzophenone derivatives and their inhibitory effects of ICAM-1 expression

Benzoyloxy benzophenone derivatives were prepared in 3 steps including DCC coupling, Fries rearrangement and esterification from benzoic acids in 24-89% total yields. Among the prepared 12 benzophenone analogues 1a-1l, the compound 1b having three chloro groups at the para position showed maximum inhibitory effects of ICAM-1 expression but, 1a which have no substituents at all showed no inhibitory activity. This study provides the evidences that benzoyloxy benzophenone derivative, 1b may exert its anti-inflammatory activity by suppressing IFN-γ-induced ICAM-1 expression.

Titanium-Induced Syntheses of Furans, Benzofurans and Indoles

Highly reactive titanium on graphite as the reagent of choice promotes intramolecular McMurry type reactions of acyloxy- and acylamido carbonyl compounds affording furans, benzofurans and indoles in good to excellent yields.A variety of reducible groups in the substrates is tolerated (e.g. -F, -Cl, -Br, -I, -CF3, -OMe, -CN, -thiophenyl, -COOR, -CONR2) and strained products such as 11h can be obtained, the X-ray analysis of which is reported.The experimental results indicate the possible formation of dianions from the aromatic aldehydes or ketones as reactive intermediates which attack the ester or amide functions in their proximity, rather than a radical path via ketyls.

The Fries Rearrangement as an Equilibrium Reaction

The Fries rearrangement of arylbenzoates 1, in 1,2-dichloroethane in the presence of trifluoromethanesulfonic acid (TFMS) as catalyst, to ortho- and para-hydroxyaryl ketones (2 and 3, resp.) is reversible at 170 deg C; an equilibrium of the compounds 1, 2, and 3 is established.The equilibrium is achieved starting from the aryl esters 1 as well as from the hydroxyaryl ketones 2 and 3, respectively.The higher stability of the ortho-compounds 2 compared to the para-compounds 3 can be explained by greater resonance interaction between the carbonyl group and the aromatic ring in 2.The torsion angles Θ, which are good indicators of this interaction, can be determined from 13C NMR spectra.A dissociative mechanism is proposed for the acryl group migration.

Stereoisomeric 1,2,4,6,7,9-Hexaoxecan Derivatives from Dimerisation of a 1,2,4--Trioxolan; Stereospecific Interconversion

Carbon disulphide and other acceptors catalyse the dimerisation of the endoperoxide formed from photooxygenation of 1,3-diphenylisobenzofuran to mixtures of four stereoisomeric diperoxides; pairs of these dimers are stereospecifically interconvertible on gentle heating.