2550-37-0Relevant academic research and scientific papers
Thioacetate deprotection
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Sheet 1/2, (2008/06/13)
A method of thioacetate deprotection by providing a compound of the formula R1—S—CO—R2, and reacting the compound with a quaternary ammonium cyanide salt in the presence of a protic solvent in an inert atmosphere to convert the compound to a product of the formula R1—SH. R1 is an organic group in which the bonding to sulfur is through a saturated carbon, and R2 is an aliphatic group.
Correlation pKa - activitee catalitique des thiols dans la reeaction d'hydrolyse de l'aceetate de p-nitropheenyle
Brembilla, Alain,Roizard, Denis,Schoenleber, Jacqueline,Lochon, Pierre
, p. 2330 - 2336 (2007/10/02)
The kinetic study of the hydrolysis of p-nitrophenylacetate in the presence of primary thiols indicates the thiolate anion as the sole catalytic species.Comparison of the true second order constants (kRS-) reveals that purely aliphatic primary thiols behave differently from aromatic α-substituted primary thiols.In the latter group a correlation can be established between the true second order rate constants and the pKSH values by means of the Broensted equation log kRS- = βpKSH + C, with β equal to 0.40 and C equal to -0.85.
