2142-71-4Relevant articles and documents
Methyl Group Effect on the Proton Affinity of Methylated Acetophenones Studied by Two Mass Spectrometric Techniques
Kukol, A.,Strehle, F.,Thielking, G.,Gruetzmacher, H.-Fr.
, p. 1107 - 1110 (1993)
The proton affinities (PA) of all isomeric dimethylacetophenones were determined using the "kinetic method" with a tandem mass spectrometer and by measurements of the proton transfer equilibrium in the gas phase by Fourier transform ion cyclotron resonance mass spectrometry.For both methods acetophenone and p-methylacetophenone, with well known PA values, were used as reference bases.Both methods yielded identical PA values for all dimethylacetophenones.The PA of the dimethylacetophenones were in a narrow range between 872 and 880 kJ mol-1 except for 2,6-dimethylacetophenone, for which a PA of 856 kJ mol-1 was found.The results are discussed in terms of possible mesomeric structures stabilizing the positive charge with regard to the substitution pattern in the phenyl ring.Obviously, the significant smaller PA of 2,6-dimethylacetophenone compared with the other isomers is due to the distortion of the conjugation of the C-O double bond with the aromatic ? system.
Polystyrene supported Al(OTf)3: An environmentally friendly heterogeneous catalyst for Friedel-Crafts acylation of aromatic compounds
Boroujeni, Kaveh Parvanak
experimental part, p. 3156 - 3158 (2012/05/20)
Stable and non-hygroscopic polystyrene supported aluminium triflate (Ps-Al(OTf)3), which is prepared easily from cheap and commercially available compounds was found to be an environmentally friendly heterogeneous catalyst for Friedel-Crafts acylation of arenes using acid chlorides in the absence of solvent under mild reaction conditions. The catalyst can be reused up to five times after simple washing with dichloromethane.
Acyl iodides in the reaction of photochemical Friedel-Crafts acylation
Vlasova,Vlasov,Grigor'eva,Albanov,Voronkov
scheme or table, p. 294 - 296 (2011/08/22)
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