117658-12-5

Upstream product

• 221675-92-9 (1H)-2-thioxo-1-pyridyl 3-(diethylphosphatoxy)-2,2-dimethyldihydro-p-methoxycinnamate 
• 1124924-24-8 1-[(3,3,3-triphenylpropanoyl)oxy]pyridine-2(1H)-thione 
• 503073-58-3 (1H)-2-thioxo-1-pyridyl 9,9-diphenyl-3-methanesulfonyloxy-2-methoxy-2-methyl-8-nonenoate 
• 503073-68-5 (1H)-2-thioxo-1-pyridyl 3-methanesulfonyloxy-2-methoxy-2-methyl-3-phenylpropionate 
• 286850-88-2 (2,2-diphenylcyclobutyl) acetic acid 2-thioxo-2H-pyridin-1-yl ester 

Relevant academic research and scientific papers

The Grignard reagent formation reaction of 2-chloro-1,1,1-triphenylethane revisited

The reaction of 2-chloro-1,1,1-triphenylethane (1) with magnesium in THF has been reinvestigated. The reaction produced a dark-red solution and after deuterolysis with D2O, 1,1,1-triphenylethane (2; 16%), 2-D-1,1,1-triphenylethane (3; 52%) and 1,1,2-triphenylethene (4; 26%) were isolated. Rate constants for phenyl migration in the 2,2,2-triphenylethyl radical were measured directly between 23°C and 55°C; the reaction is described by logk = 11.2 - 7.5/2.3 RT [kcal/mol] and the rate constant for rearrangement at 20°C is 4.0 × 105 s-1. The combined results support the intermediate formation of radicals in the reaction of chloride 1 with magnesium. The red colour of the reaction mixture, however, indicates the formation of a carbanionic species, which has not yet been identified. The diffusion model for Grignard formation reactions of Garst et al. is in line with the product distribution. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

Efficient production of enol ether radical cations by heterolytic cleavage of β-mesylate radicals

(Matrix presented) α-Methoxy-β-mesyloxy radicals were produced in laser flash photolysis reactions, and yields of enol ether radical cations formed by heterolytic fragmentation of the mesylate group were determined. The mesylate heterolysis reaction is fa

Heterolytic cleavage of a β-phosphatoxyalkyl radical resulting in phosphate migration or radical cation formation as a function of solvent polarity

(Equation Presented) The 2-(diethylphosphatoxy)-2-(p-methoxyphenyl)-1,1-dimethylethyl radical (1) reacted to give the benzylic radical product from phosphate migration or a radical cation (or a mixture of the two) as a function of solvent. Smooth acceleration in rates of reactions of 1 in solvents of increasing polarity and consistent entropies of activation indicate that radical 1 reacts by common mechanism irrespective of the final products formed, specifically by initial heterolysis to a radical cation-phosphate anion pair.