Organometallic compounds of the alkali metals. VII. Orientation in protophilic aromatic metalation by ethylsodium and ethyllithium-potassinm reagents: factors influencing the reactivity of metalating reagents was written by Bryce-Smith, D.. And the article was included in Journal of the Chemical Society in 1963.COA of Formula: C8H10ClN This article mentions the following:
An extension of previous work on the metalation of isopropyl-benzene by alkylsodiums and an EtLi-K complex is described. The isomer ratios for metalation of isopropylbenzene by EtNa are similar at 20° and 85° and very similar to those given by C5H11Na at 20°: meta-substitution predominates in each case. The total rate factors for nuclear metalation of isopropylbenzene by EtNa and an EtLi-K complex are closely similar, and show that the isopropyl group behaves as a deactivating substituent, in agreement with previous work. Little or no rearrangement appears to occur in the conditions employed, in contrast with the recently reported behavior of related Li-free systems. PhLi-K is less reactive than PhK towards PhMe and PhCl. It is suggested that metalations of the present type may occur in homogeneous spin., notwithstanding the apparent heterogeneity of the reaction systems. In the experiment, the researchers used many compounds, for example, 2-Chloro-N,N-dimethylaniline (cas: 698-01-1COA of Formula: C8H10ClN).
2-Chloro-N,N-dimethylaniline (cas: 698-01-1) belongs to organic chlorides. Chlorinated organic compounds are found in nearly every class of biomolecules and natural products including alkaloids, terpenes, amino acids, flavonoids, steroids, and fatty acids.While alkyl bromides and iodides are more reactive, alkyl chlorides tend to be less expensive and more readily available. Alkyl chlorides readily undergo attack by nucleophiles.COA of Formula: C8H10ClN
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics