Acetophenone, p-methoxy

Besides acetophenone, this reaction was also applied to p-methoxy-and p-bromoacetophenone, but in all cases yields are low. 

Acetophenone, 4 methoxy 2 (p-methoxyphenyl)-, 40,16 30 Acetoxy-5 androstene 170-car-boxylic acid, 42, 4 30-Acetoxyetienic acid, 42, 4 3/8-Acetoxy-S pregnen-20 one, conversion to 3/3-acetoxyetienic acid, 42, 5... 

Fig. 1. Concentration dependence of the efficiency of energy transfer A, p-methoxy-acetophenone o, m-methoxyacetophenone A, 3,4-methylenedioxyacetophenone , thioxanthone. (From Chapman and Wampfler48 with permission of the American Chemical Society.)...

Netto-Ferreira, J.C., Scaiano, J.C., "Photochemistry of a-Phenoxy-p-methoxy-acetophenone", Tetrahedron Letters, 1989, 30, 443. 

The response of the peroxybenzoates to the CIEEL activators depends remarkably on the nature of the substituent. The unsubstituted peroxybenzoate [29a] behaves in a fashion nearly identical to that observed for the peroxyacetate [28]. The p-methoxy-substituted peroxybenzoate [29b] behaves quite like the parent, but the nitro-substituted compounds [29d] and [29e] and the p-dimethylamino-substituted peroxybenzoate [29c] behave quite differently. The properties of these compounds, however, can be understood within the CIEEL mechanism. For example, the nitro-substituted peroxybenzoates [29d] and [29e] with DMAC exhibit a value of k2 approximately ten times greater than for the unsubstituted peroxide. Yet the yield of excited singlet DMAC generated by [29d] and [29e] is 700 times less than from 29a. This seeming inconsistency can be easily understood. In the postulated CIEEL path, the reduction of the peroxide results in its fragmentation to acetophenone and an acid. One of these species must be a radical anion. For the peroxyacetate and all of the substituted peroxybenzoates examined, with the exception of the nitro-substituted examples, the more easily reduced species of this pair is... 

C Netto-Ferreira and 1C Scaiano. Photochemistry of a-Phenoxy-p-methoxy-acetophenone. Tetrahedron Letters 30 443 46, 1980. 

Acetophenone, 4 -hydroxy- Acetophenone, p-hydroxy-. See p-Hydroxyacetophenone Acetophenone, 4 -isopropyl-. See p-Isopropylacetophenone Acetophenone, 2-methoxy-2-phenyl-. See Benzoin methyl ether... 

Certain aromatic ketones can also be homologated. Thus, p-methoxy-acetophenone reacts to 2-(p-methoxyphenyl)-propanol-l. It must be assumed that the ketone is first hydrogenated to the alcohol, which then undergoes homologation. 

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