In 2022,Kitamura, Mitsuru; Eto, Takashi; Konai, Kazushige; Takahashi, Shuhei; Shimooka, Hirokazu; Okauchi, Tatsuo published an article in European Journal of Organic Chemistry. The title of the article was 《Synthesis of Diazoquinones and Azidophenols via Diazo-Transfer Reaction of Phenols》.Quality Control of 3-Iodophenol The author mentioned the following in the article:
The first efficient diazo-transfer reaction of phenols was described for the synthesis of o-quinone diazides (diazoquinones) from phenols in high yields using 2-azido-1,3-bis(2,6-diisopropylphenyl)imidazolium hexafluorophosphate (IPrAP, 2-PF6), which was a safe and stable crystalline The reaction efficiently proceeded in methanol in the presence of a base. Phenols substituted with electron-donating groups reacted more smoothly than those having electron withdrawing groups. Reactive phenols were diazotized by IPrAP with iPr2NH as a base, and low reactive phenols were diazotized with N,N-dimethyl-4-aminopyridine (DMAP). Furthermore, the formed diazoquinones reacted with sodium azide in 2-methoxyethanol and afforded the corresponding azidophenol in high yields.3-Iodophenol(cas: 626-02-8Quality Control of 3-Iodophenol) was used in this study.
3-Iodophenol(cas: 626-02-8) belongs to organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. Quality Control of 3-Iodophenol Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com