52267-49-9

Upstream product

• 38330-80-2 monomethyl monopotassium malonate 
• 98-83-9 isopropenylbenzene 
• 108-59-8 malonic acid dimethyl ester 
• 67-56-1 methanol 

Relevant academic research and scientific papers

Sonochemical Lactonization of Olefins with Ceric Ammonium Nitrate and Monomethyl Ester of Malonic Acid

Lactonization of olefins with monomethyl ester of malonic acid and ceric ammonium nitrate was carried out in acetic acid and in acetonitrile under simple mechanical stirring or ultrasound irradiation.Comparative results are reported, for activated olefins

Electronic and Steric Effects in the Addition of Electrophilic 1,3-Dicarbonylalkyl Radicals to Styrenes

The addition reactions of 1,3-dicarbonylalkyl radicals to ring-substituted styrenes have been kinetically investigated in MeOH and/or MeCN.It has been observed that the rate effect of ring substituents is nearly identical in the reactions of MeCOCHCOMe (1), MeOCOCHCOMe (2) and MeOCOCHCOOMe (4), the ρ value, in MeOH being -0.96, -1.01 and -1.06, respectively.Since the three radicals are relatively strong oxidants and have similar reduction potentials, an important contribution of the transfer structure RCOCHCOR(1-)*CH2CHAr(1+) to the addition transition state is suggested.It has also be found that in the reactions of 1 and 4 with α-alkyl-substituted styrenes the rate of additions is strongly influenced by the nature of the alkyl group, decreasing in the order: Me > Et > i-Pr > t-Bu.The observed effects are much larger than those reported for the corresponding reactions of the nucleophilic cyclohexyl radical.It is suggested that the α-alkyl substituents exert an effect of steric inhibition of resonance thereby ring delocalization of the charge and/or unpaired electron in the transition state is significantly reduced.Delocalization may be more important in the reactions of 1 and 4 than in those of the cyclohexyl radical since it is possible that the former utilizes a transition state occurring later along the reaction coordinate and/or characterized by a larger extent of charge transfer.