83187-56-8Relevant academic research and scientific papers
1,2,4-TRINITROBENZENE AS A THIOL REAGENT
Takahashi, Seitaro,Kokubo, Masayuki,Satake, Kazuo
, p. 1445 - 1448 (1983)
The 2,4-dinitrophenylation of thiol or amino group with 1,2,4-trinitrobenzene proceeded quantitatively at pH 8.5 and 30 deg C.The rate of S-dinitrophenylation was ca. 1E4 times faster than that of N-dinitrophenylation.So this reaction can be used for both the determination of thiol even in the presence of large excess amine and the specific modification of thiol in proteins.
Activation volumes for ester hydrolysis via elimination-addition
Isaacs, Neil S.,Najem, Tariq S.
, p. 1140 - 1144 (2007/10/02)
Esters that have an acidic proton α to the carbonyl group (or vinylogous situation) and a good leaving group may undergo hydrolysis by elimination to an intermediate ketene, which rapidly hydrates.Examples are found in p-hydroxybenzoate, malonate, and acetoacetate esters of nitrophenols.The evidence for this mechanism (E1 cb type) includes the independence of rate with pH in the region of dissociation of the acidic proton and, in particular, positive volumes of activation that contrast sharply with negative values typical of the more usual BAc2 mechanism of hydrolysis.
