66763-08-4Relevant academic research and scientific papers
A KINETIC STUDY OF CYCLODEHYDRATION OF β-(p-TOLUIDINO)ACROLEIN. III
Tamura, Shinzo,Todoriki, Reiko (nee Imamura)
, p. 3401 - 3406 (2007/10/02)
The reversible sulfonation at the α-position of β-(p-chloroanilino)acrolein (V) in sulfuric acid at various concentrations was studied kinetically.The rate constants of cyclodehydration of β-(p-toluidino)acrolein (I) with reversible sulfonation at the α-position were evaluated by non-linear least-squares analysis using the rate constants of the reversible sulfonation of V as approximate initial values for those of I.The rate constant k1 of cyclodehydration of I is related to Hammett's acidity function H0 as expressed by the equation log k1 + H0 = -13.97.The rate of cyclodehydration of I is one-fortieth of that of 4-(p-toluidino)-3-penten-2-one (VIII) in sulfuric acid at 25 deg C.Keywords - kinetic study; cyclodehydration; reversible sulfonation; β-(p-chloroanilino)acrolein; β-(p-toluidino)acrolein; 6-methylquinoline; 3-(p-chloroanilino)-1-oxo-2-propene-2-sulfonic acid
