Evans, David P. et al. published their research in Journal of the Chemical Society in 1939 | CAS: 698-01-1

2-Chloro-N,N-dimethylaniline (cas: 698-01-1) belongs to organic chlorides. An organic chloride is an organic compound containing at least one covalently bonded atom of chlorine. Their wide structural variety and divergent chemical properties lead to a broad range of names and applications.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.Product Details of 698-01-1

Ortho effect. IV. Kinetics of the formation of ortho substituted phenyltrimethylammonium iodides in methyl alcoholic solution was written by Evans, David P.;Watson, H. B.;Williams, Reginald. And the article was included in Journal of the Chemical Society in 1939.Product Details of 698-01-1 This article mentions the following:

The velocities of reaction of MeI with o-F, o-PhO, o-MeO, o-NO2, o-Cl, o-Me and o-Ph derivatives of Me2NPh have been measured and the results analyzed on the basis of the equation k = PZe-E/RT. Six of the 7 groups studied caused an increase in both E and PZ, but an o-F leads to no change in PZ. The largest effects are observed with o-Me and o-Ph and it is suggested that, in the transition complex, the group becomes “linked” to the N of NMe2 by a H bond. Effects of smaller magnitudes are found in the o-PhO, o-MeO, o-NO2 and o-Cl derivatives and these are regarded as due to an interaction between the unshared electrons of the N and the group in the ortho position whereby, without the formation of an actual “linkage,” the former are subjected to a constraint. The interactions here postulated would raise E by decreasing the electron-reactive portion of the complex. The interaction is not possible in o-FC6H4NMe2, since F cannot expand its valence groups; the lack of any ortho effect in the o-F compounds is, in fact, the key to the interpretation of the observations, as it was in previous work on the hydrolysis of benzoic esters (C. A. 31, 7862.1). In the experiment, the researchers used many compounds, for example, 2-Chloro-N,N-dimethylaniline (cas: 698-01-1Product Details of 698-01-1).

2-Chloro-N,N-dimethylaniline (cas: 698-01-1) belongs to organic chlorides. An organic chloride is an organic compound containing at least one covalently bonded atom of chlorine. Their wide structural variety and divergent chemical properties lead to a broad range of names and applications.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.Product Details of 698-01-1

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics