Bis benzil

Benzil, 4,4 -bis(di-n-propylamino)-, 41,3 Benzoic acid, conversion to peroxy-benzoic acid, 43, 93 reduction to 1,4-dihydrobenzoic acid, 43, 22... 

The efficiency of the 2P-induced polymerization process in SR9008 using q.2 as an initiator has been compared to that using conventional radical photoinitiators, including benzil, benzophenone, bis(M,W-dimethylamino)benzil, 4,4 -bis(J f,Ar-dimethylamino)benzophenone, c3, and c4. The threshold power for... 

Benzil, 4,4 -bis(di- -propylamino)-, 41, 3 Benzoic acid, dithio-, carboxymethyl ester, 42,100 Benzopyrazole, 42, 69 N-Benzylacetamide, 42,18 n-Benzylacrylamide, 42,16 Benzyl alcohol, reaction with acrylonitrile, 42,16... 

The chloroform layer is distilled to dryness and the residue is dissolved in 1.5 1. of acetone under reflux. The hot acetone solution is filtered and then allowed to cool in a refrigerator. Yellow 4,4 -bis(dimethylamino)benzil crystallizes from the acetone solution. It is separated by filtration and washed with 100... 

Bis(dimethylamino)benzil has been made previously by heating a mixture of oxalyl chloride and N,N-dimethylaniline under a pressure of 300 atmospheres of carbon monoxide in a steel pressure vessel at 100°.4 The present method is simpler and gives better yields. As 4-dimethylaminobenzaldehyde cannot be converted to the corresponding benzoin,5 this common route to benzils cannot be used to prepare 4,4 -bis (dimethylamino) benzil. 

The present procedure is reported by the submitters to be a general way of making 4,4 -bis(dialkylamino)benzils and, with a somewhat modified purification scheme (Note 4), has been used by them to prepare 4,4 -bis(diethylamino)benzil from N,N-di-ethylaniline and 4,4 -bis(dipropylamino)benzil from N,N-di-propylaniline. 

Cooling below —10° should be avoided because the reaction stops at that temperature and large amounts of oxalyl chloride accumulate in the flask. If this mixture is then allowed to come to room temperature, a vigorous reaction that may get out of control will take place. It is probable that, at reaction temperatures about 10°, the yield of 4,4,-bis(dimethylamino)benzil is less and some Crystal Violet is formed as an impurity, for it has been reported that aluminum chloride effects the conversion of N,N-dimetbylaniline and oxalyl chloride to Crystal Violet in 92-95% yield when the reaction is allowed to proceed without cooling.2... 

The submitters recommend that the following purification procedure be used from this point for the preparation of 4,4 -bis(diethylamino)benzil (72% yield) and 4,4 -bis(di- -propyl-amino)benzil (58% yield). The procedure has also been used as an alternative to the one given for 4,4 -bis(dimethylamino)benzil. 

The residual crude, yellow, semi-solid product is stirred and brought to a boil with 250 ml. of ethyl acetate and then allowed to cool to room temperature while stirring. Filtration affords 39-41 g. (52-55%) 4,4 -bis(dimethylamino)benzil, m.p. 201-203°. Concentration of the mother liquor to 50 ml. gives, after cooling, an additional 3.5-4.5 g. of product, m.p. 175-180°. Recrystallization of 10 g. of the combined products from 120-150 ml. of benzene gives 9.1-9.3 g. of yellow crystals, m.p. 202-203°. 

Bis(methylamino)-benzil, C )gH, 6N202. Although not found in the literature, it may be considered as a parent compd of the following nitro deriv ... 

Fig. 3.3.1 Solid-state C NMR spectra of 4,4 -bis[(2,3-dihydroxypropyl)oxyl]-benzil ...

CggllsgNgOio 3.5.V.5 -Tetranitro-4.4 -bis-hex7l amlno-benzil 14 II99. 

Figure 1 NMR spectra of solid 4,4 -bis[(2,3-dihydroxypropyl)oxy]benzil. (A) Solution conditions using 60° pulses and 10 s recycle delays (B) as in (A) but with cross-polarization, low-power proton decoupling and 1 s recycle delays (C) as in (B) but...

Bis(K-butylthio)benzene, 42,24 4,4 -Bis(diethy amino)benzil, 41, 3 4,4 -Bis(dimethylamino)benzil, 41, 1 Bis(dimethylamino)methane, reaction... 

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