Diphenylpropan-2-one

In a detailed study of the reaction of methylene ketones with carboxylic acids in the presence of polyphosphoric acid, pyran-4-ones were obtained from l,3-diphenylpropan-2-one, phenylpropan-2-one and pentan-3-one (61JA193). In the first case, formation of 2,6-dimethylpyran-4-one ( 14 R = H) rather than the 2-benzyl-6-methyl-3-phenyI isomer... 

The product obtained by reacting potassium 0-ethyl dithiocarbonate with l,l,3,3-tetrabromo-l,3-diphenylpropan-2-one in dimethylformamide, initially described as a dithiotriketone, is more correctly represented by the mesoionic 1,2-dithiolium structure 5. ... 

Norrish Type I reaction leading to radicals (PhCO and PhMejC ) from which the products are formed. Another study in micellar solution has examined the photochemical decomposition of l,3-diphenylpropan-2-one (6). ... 

The longest continuous chain contains three carbons, and C-2 is the carbon of the carbonyl group. The substitutive lUPAC name for this ketone is l,3-diphenyl-2-propanone or 1,3-diphenylpropan-2-one. 

Diphenylcyclopropenone was later prepared by the reaction of base on l,3-dibromo-l,3-diphenylpropan-2-one [26] and this method is probably the best method for its preparation a detailed procedure has been described [81],... 

The reaction of benzyl chloride with ethyl oxalyl chloride proceeded at room temperature or at 60°C, and the yields of l,3-diphenylpropan-2-one were 11% and 45%, respectively. Thus, the carbonylation was carried out at 85°C, and the results are summarized in Table 7.7. The stoichiometric ratio of benzylic halide/alkyl oxalyl chloride was 2 1, and the most satisfactory results were obtained with a ratio of 1 1. 

Cathodic surfaces of finely divided platinum, palladium and nickel have a low hydrogen overvoltage and the dominant electrochemical reaction is the generation of a layer of hydrogen atoms. The electrocatalytic hydrogenation of aldehydes and ketones can be achieved at these surfaces. Cathodes of platinum or palladium black operate in both acid solution [203] and in methanol containing sodium methoxide [204], The carbonyl compound is converted to the alcohol. Reduction of 4-tert-butylcyclohexanone is not stereoselective, however, 1,2-diphenylpropan-l-one is converted to the / reo-alcohol. 

A 3-chloroketone may replace the enone in this sequence. For example, 3-chloro-l,3-diphenylpropan-l-one reacts with phenylacetylene to give 2,4,6-triphenylpyrylium. Tin(IV) chloride acts as both the condensing agent and the hydride transfer agent (65CB334). 

Chalcone 1 (2.08 g, 0.01 mol Scheme A.l) was dissolved in 10 ml of chloroform and a solution of 1.6 g (0.01 mol) bromine in 10 ml of chloroform was added dropwise with vigorous stirring (each new portion after decoloration of the reaction mixture). The mixture was allowed to stand overnight and the precipitate of 2,3-dibromo-l,3-diphenylpropan-l-one 2 formed was filtered. Yield 80%. Melting point 160-162°C. 

The suspension of 2,3-dibromo-l,3-diphenylpropan-l-one 2 (3.6 g, 0.01 mol) in 30 ml of 95% ethanol and 12-15 ml of concentrated ammonium hydroxide was stirred for 7 h and filtered. 2-Benzoyl-3-phenylaziridine 3 was recrystallized from ethanol. Yield 77%. Melting point 100-101°C. 

Aryl acetones react with the Vilsmeier-Haack reagent to form conjugated iminium salts 726, which spontaneously cyclize upon basic aqueous work-up to afford 3-formyl-pyran-4-ones (Scheme 180) <2004T5069>. (1,3-Diphenylpropane-2,2-diyl)bis(butylsulfane) 727 also reacts with the Vilsmeier-Haack reagent to afford 3,5-diphenyl-4//-pyran-4-one upon basic aqueous workup (Equation 291) <2004T5069>. 

In a recent example of this type of reaction, Seayad and co-workers reported the use of an effective silica-supported palladium catalyst, which showed high catalytic activity towards the a-alkylation of ketones. In a representative example of this transformation, acetophenone (2.0 mmol) was reacted with benzyl alcohol (6.0 mmol) in the presence of the silica-supported heterogenized palladiiun catalyst (as shown in Scheme 40) combined with LiOH (20 mol%) at 140 °C to give the corresponding a-alkylated product, 1,3-diphenylpropan-l-one, in 83 % yield. Using this heterogenized Pd catalyst system, it is possible to recycle the catalyst by a... 

A soln. of 3-piperidino-l,2-diphenylpropan-l-one, benzenesulfinic acid, and di-methylformamide gently refluxed for 15 min. -> 3-benzenesulfonyl-l,2-diphenyl-propan-l-one. Y 83%. F. e. s. P. Messinger, Ardi. Pharm. 306, 603 (1973) a-aminosulfones cf. ibid. 307, 653 (1974). 

The mechanism of photo-oxidative degradation of polystyrene was also investigated using low molecular compounds such as benzene 3-phenyl-pentane [1356] 2-phenylbutane [1360, 1361] 1,3-diphenylpropane-l-one [719, 725] 1,3-diphenylpropane 1,3-diphenylbutane 2,4-diphenylpentane [1293] cumene cumene hydroperoxide [759] acetophenone hexanoic acid 3-heptanone y-valerolactone 2-phenyl-2-propanol [1250, 1397] benzal-dehyde benzoic acid l-3-diphenyl-propanone-3 l,3-diphenyl-buten-2,3-on-l (dypnone) l,3-diphenylpropen-2,3-on-l (chalcone) l-phenyl-butanedion-2,3 l-diphenylpropanedion-1,2 l-phenyl-butanedion-1,3 phenylacetic aldehyde l,5-diphenyl-pentanone-3 4-phenyl-butanone-2 [1250]. 

Scheme 4.8 Synthesis of imidazo[l,5-t2]quinoxalines from ( -3-(l-(2,2-diphenylhydrazono)-l-phenylpropan-2-yl and l,3-diphenylpropan-2-yl)quinoxalin-2(lH)-ones...

Dehydrohalogenation of the diastereomenc forms of 1 chloro 1 2 diphenylpropane is stereo specific One diastereomer yields (E) 1 2 diphenylpropene and the other yields the Z isomer Which diastereomer yields which alkene" Why" ... 

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