Effenberger, Franz et al. published their research in Journal of Organic Chemistry in 1984 | CAS: 34091-51-5

5-Iodo-1-methyl-1H-pyrazole (cas: 34091-51-5) belongs to iodide derivatives. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. A typical method for synthesis of aromatic iodides is diazotization of primary aromatic amines followed by treatment of potassium iodide. Aliphatic alcohols are converted to alkyl iodides by treating with hydrogen iodide.SDS of cas: 34091-51-5

Electrophilic aromatic substitution. 26. Regioselective halo- and carbodesilylation of (trimethylsilyl)-1-methylpyrazoles was written by Effenberger, Franz;Krebs, Andreas. And the article was included in Journal of Organic Chemistry in 1984.SDS of cas: 34091-51-5 This article mentions the following:

The isomeric 3-, 4-, and 5-(trimethylsilyl)- (I) as well as the 3,4- (II), 3,5- (III), and 4,5-bis(trimethylsilyl)-1-methylpyrazoles (IV) are obtained by methylation of the corresponding (trimethylsilyl)-1H-pyrazoles or by silylation of Grignard or lithio derivatives of appropriate 1-methylpyrazoles with ClSiMe3. II and IV are halodesilylated regioselectively in the 4-position by Br or ICl, yielding V (R = SiMe3, R1 = H; R = H, R1 = SiMe3). With addnl. Br, these monobromo compounds suffer exclusively bromodesilylation to give 3,4- and 4,5-dibromo-1-methylpyrazole. These findings are in accord with the electrophilic substitution reactivity indexes for 1-methylpyrazole and with the ipso-directing influence of the Me3Si group. The reaction of II with I2, unexpectedly, occurs preferentially at the 3-position. Regioselective carbodesilylation in the 5-position is observed in the fluoride-catalyzed reactions of I, III, and IV with electrophiles. The high regiospecificity of this reaction is rationalized in terms of carbanion stabilization at the individual pyrazole positions. In the experiment, the researchers used many compounds, for example, 5-Iodo-1-methyl-1H-pyrazole (cas: 34091-51-5SDS of cas: 34091-51-5).

5-Iodo-1-methyl-1H-pyrazole (cas: 34091-51-5) belongs to iodide derivatives. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. A typical method for synthesis of aromatic iodides is diazotization of primary aromatic amines followed by treatment of potassium iodide. Aliphatic alcohols are converted to alkyl iodides by treating with hydrogen iodide.SDS of cas: 34091-51-5

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com