Reimer-Tiemann reaction with m-bromo- and m-iodophenol was written by Hodgson, H. H.;Jenkinson, T. A.. And the article was included in Journal of the Chemical Society in 1927.Synthetic Route of C7H5IO2 This article mentions the following:
M-BrC6H4OH (67 g.) gives 14 g. of the 4-Br derivative and 15 g. of the isomeric 2,4-Br(HO)C6H3CHO. 4-Bromo-2-hydroxybenzaldehyde p-nitrophenylhydrazone, orange-yellow, m. 258° (decomposition); semicarbazone, m. 212°; benzoate, m. 115°. 4-Bromo-2-methoxybenzaldehyde, m. 71°; oxime, m. 132°; p-nitrophenylhydrazone, bright orange, m. 215°; semicarbazone, m. 224°; 4-bromo-2-methoxybenzoic acid, m. 155°. 4-Bromo-2-hydroxybenzoic acid, m. 214°; FeCl3 gives a violet color. 2-Bromo-4-hydroxybenzaldehyde p-nitrophenylhydrazone, dark red, m. 274° (decomposition); semicarbazone, m. 212°; oxime, m. 184°; 2-bromo-4-hydroxybenzoic acid, m. 151°; FeCl3 gives faint pink color. 2-Bromo-4-methoxybenzaldehyde, m. 77°; oxime, m. 93°; p-nitrophenylhydrazone, orange-red, m. 250°; semicarbazone, m. 232°; 2-bromo-4-methoxybenzoic acid, m. 199°. 2,4-Cl(MeO)C6H3CHO, m. 62.5°, yields an oxime, m. 93°; a p-nitrophenylhydrazone, orange-red, m. 249° (decomposition); and a semicarbazone, m. 240°. m-IC6H4OH (73 g.) gives 12 g. of 4-iodo-2-hydroxybenzaldehyde (I), m. 87°, and 2-iodo-hydroxybenzaldehyde (II), very pale yellow, m. 163°. The alkali metal, NH4 and Ag salts of I are all yellow; the Cu salt is green; oxime, m. 171°; p-nitrophenylhydrazone, orange, m. 242° (decomposition); semicarbazone, pale yellow, m. 252°; benzoate, m. 62°. 4-Iodo-2-hydroxybenzoic acid, m. 230°; FeCl3 gives a reddish violet color. 4-Iodo-2-methoxybenzaldehyde, m. 85°; oxime, m. 138°; p-nitrophenylhydrazone, orange-red, m. 238° (decomposition); semicarbazone, m. 228°; 4-iodo-2-methoxybenzoic acid, m. 150°, sublimes 120-30° and evolves I above its m. p. The alkali metal derivatives of II are yellow and the Cu derivative is less bluish green than that of I; p-nitrophenylhydrazone, dark red, m. 265° (decomposition); semicarbazone, pale yellow, m. 232° (decomposition); oxime, m. 155°; benzoate, m. 112°; 2-iodo-4-hydroxybenzoic acid, m. 179° (decomposition); gives no color with FeCl3. 2-Iodo-4-methoxybenzaldehyde, m. 115°; p-nitrophenylhydrazone, reddish orange, m. 246° (decomposition); semicarbazone, pale yellow, m. 211°; oxime, m. 101°; 2-iodo-4-methoxybenzoic acid, m. 184°. In the experiment, the researchers used many compounds, for example, 4-Hydroxy-2-iodobenzaldehyde (cas: 90151-01-2Synthetic Route of C7H5IO2).
4-Hydroxy-2-iodobenzaldehyde (cas: 90151-01-2) belongs to iodide derivatives. Organic iodides are organic compounds containing a carbon-iodine (C-I) bond. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. In the chemical industry, alkyl iodides serve as excellent alkylating agents and, specifically, methyl iodide is used as a methylating agent in the synthesis of various pharmaceutical drugs.Synthetic Route of C7H5IO2
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com