73604-41-8

Upstream product

• 6905-43-7 2-bromo-1,2,2-triphenyl-ethanone 
• 532-31-0 silver benzoate 
• 7714-70-7 2-methoxy-2,3,3-triphenyl-oxirane 
• 65-85-0 benzoic acid 
• 4237-46-1 α-phenylbenzoin 
• 98-88-4 benzoyl chloride 
• 2036-66-0 Dilithium benzophenone dianion 
• 2510-77-2 α-benzoyldiphenylmethyl chloride 
• 741186-20-9 benzophenone radical anion lithium salt 
• 93-97-0 benzoic acid anhydride 

Relevant academic research and scientific papers

2-Hydroxy-1,2,2-triphenylethanone as an efficient photolabile protecting group for carboxylic acids

The synthesis is reported of 2-hydroxy-1,2,2-triphenylethanone esters of carboxylic acids by the reaction between 2-chloro-1,2,2-triphenylethanone and a carboxylic acid in the presence of silver carbonate and silver tetrafluoroborate. Photolysis of the esters occurs rapidly on irradiation with a medium-pressure mercury lamp through quartz or Pyrex to return the carboxylic acid. The side product of the photolysis is benzo[b]phenanthro[9,10-d]furan, formed through a tandem process involving initial generation of 2,3-diphenylbenzofuran, photochemical cyclisation and re-aromatisation by aerial oxidation.

Synthesis and photolysis studies of carboxylic esters of 2-hydroxy-1,2,2-triphenylethanone: A novel tandem photocyclisation

Carboxylic esters of 2-hydroxy-1,2,2-triphenylethanone can be prepared in good yield by reaction between 2-chloro-1,2,2-triphenylethanone and a carboxylic acid in the presence of silver carbonate and silver tetrafluoroborate. Irradiation of the ester with a medium pressure mercury lamp results in a rapid and quantitative photolysis to afford the carboxylic acid and benzo[b]phenanthro[9,10-d]furan.

REACTION OF DILITHIUM BENZOPHENONE, DILITHIUM 9-FLUORENONE AND THE LITHIUM SALT OF BENZOPHENONE KETYL WITH CHLORIDES AND ANHYDRIDES OF CARBOXYLIC ACIDS

The reaction of dilithium benzophenone and the lithium salt of benzophenone ketyl with anhydrides and chlorides of benzoic and acetic acid and the reaction of dilithium 9-fluorenone with acetic anhydride were investigated.In addition to the expected products Ar2C(COR)OCOR, products of the type Ar2C=CR(OCOR) were also obtained, and in the case of reactions with acetyl chloride and acetic anhydride, products of the type Ar2CH(OCOR).ESR studies showed that ketyl is formed in the reaction of dilithium benzophenone with acetic anhydride, and the ClDNP method revealed thatbenzhydryl acetate is formed, at least in part, by hydrogen transfer to a free radical produced by O-acetylation of the ketyl.The results suggest a competition between addition and electron transfer reactions.