Solvation of ions. XIV. Protic-dipolar aprotic solvent effects on rates of bimolecular reactions. Solvent activity coefficients of reactants and transition states at 25°.

1968 ◽  
Vol 90 (19) ◽  
pp. 5049-5069 ◽  
Author(s):  
R. Alexander ◽  
E. C. F. Ko ◽  
A. J. Parker ◽  
T. J. Broxton





1972 ◽  
Vol 94 (4) ◽  
pp. 1148-1158 ◽  
Author(s):  
R. Alexander ◽  
A. J. Parker ◽  
J. H. Sharp ◽  
W. E. Waghorne


1971 ◽  
Vol 36 (13) ◽  
pp. 1792-1795 ◽  
Author(s):  
Paul Haberfield ◽  
Abraham Nudelman ◽  
Allen Bloom ◽  
Richard Romm ◽  
Henry Ginsberg


1982 ◽  
Vol 35 (3) ◽  
pp. 535 ◽  
Author(s):  
M Rasmussen ◽  
JM Hope

The N3 : N7 : N9 alkylation patterns for reactions of the lithium, sodium, and potassium salts of adenine with various alkylating agents in dimethyl sulfoxide were determined by 1H n.m.r. spectroscopy. Only for the Li+ salt was any significant effect of ionic association noticed. Of the alkylating agents used, only chloromethyl pivalate gave a concentration dependent alkylation pattern. The latter effect was most pronounced with the heterogeneous alkylation conditions of anhydrous Na2CO3/HCONMe2, adenine, and chloromethyl pivalate; here, increasing concentrations changed the main reaction from N7- to N9-alkylation. Solvent effects on the alkylation patterns were also studied. Within the common dipolar aprotic solvent group, (Me2N)3PO, HCONMe2 and Me2SO, effects were small; in protic solvents, particularly formamide, enhanced N3-alkylation was observed.



1963 ◽  
Vol 16 (4) ◽  
pp. 585 ◽  
Author(s):  
AJ Parker

The rates of reaction of methyl iodide with chloride ion in some protic-dipolar aprotic solvent mixtures have been measured. The rate-retarding effect of protic solvents at M concentration in dimethylacetamide is in the order p-NO2C6H4OH > C6H5OH > C6H5SH > C6H5CO2H ≈ CH3OH > C6H5NH2 >H2O ≈ D2O. Protic solvents slow the reaction by a general rather than a specific hydrogen bonding interaction with the anion. Both the dipolar aprotic solvent and the protic solvent, as well as the anion, accept hydrogen bonds, and this influences the interaction between protic solvent and anion.





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