Synthesis of 2-arylhydrazono-4-chloro-3-oxobutanoates existing as (E)/(Z)-hydrazone isomers in solution: Correlation between equilibrium constants and substituent constants was written by Kawamura, Chihaya;Yoshida, Kiminari;Yamazaki, Naoki;Sato, Noriko;Nagai, Kenichiro;Kaji, Eisuke;Kurasawa, Yoshihisa. And the article was included in Journal of Molecular Structure in 2020.Application of 638-07-3 The following contents are mentioned in the article:
Various 2-arylhydrazono-4-chloro-3-oxobutanoates ClCH2COC(:NNHR)CO2Et (R = 4-R1C6H4; R1 = O2N, NC, MeCO, Cl, Br, F, H, Me, MeO) (I) were prepared by the reactions of Et 4-chloro-3-oxobutanoate with benzenediazonium chlorides (prepared from the corresponding anilines); the stereochemistries of the hydrazones in DMSO-d6 were determined and the equilibrium constants for stereoisomerization correlated to the Hammett substituent constants for the para substituents. The preponderance of the (Z)-hydrazone isomers in I was assumed to be directed by the 4-chloro substituent; the equlilibrium constants for stereoisomerization of I decreased with decreasing Hammett substituent constants and increasing temperature This study involved multiple reactions and reactants, such as Ethyl 4-chloro-3-oxobutanoate (cas: 638-07-3Application of 638-07-3).
Ethyl 4-chloro-3-oxobutanoate (cas: 638-07-3) belongs to organic chlorides. Organochlorines stimulate the central nervous system and cause convulsions, tremor, nausea, and mental confusion. Examples are dichlorodiphenyltrichloroethane (DDT), chlordane, lindane, endosulfan, and dieldrin. Aryl chlorides may be prepared by the Friedel-Crafts halogenation, using chlorine and a Lewis acid catalyst.Application of 638-07-3
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics