Synthetic analogs of nicotine. VI. Nicotine substituted in the 5-position was written by Rondahl, Lars. And the article was included in Acta Pharmaceutica Suecica in 1977.Electric Literature of C6H4INO2 This article mentions the following:
DL-5-chloro- and 5-bromonicotine were prepared by treating Et 5-chloro- and 5-bromonicotinate with 1-methyl-2-pyrrolidone to give the 1-methyl-3-(5-halonicotinoyl)-2-pyrrolidones, which were treated with HBr followed by KOH. DL-5-iodonicotine was prepared by amination and diazotization of DL-5-bromonicotine followed by substitution with KI. The basicity of the 5-halonicotines was related to the nicotine like activity. In the experiment, the researchers used many compounds, for example, 5-Iodonicotinic acid (cas: 15366-65-1Electric Literature of C6H4INO2).
5-Iodonicotinic acid (cas: 15366-65-1) belongs to iodide derivatives. Generally organic iodides can be divided into two classes of alkyl iodides and aryl iodides. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.Electric Literature of C6H4INO2
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com