3-Hydroxy-4-iodobenzoic acid

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  • 2025-10-13
  • CAS:58123-77-6
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3-Hydroxy-4-iodobenzoic acid Basic information
Product Name:3-Hydroxy-4-iodobenzoic acid
Synonyms:RARECHEM AL BE 0964;3-HYDROXY-4-IODOBENZOIC ACID;4-IODO-3-HYDROXY BENZOIC ACID;3-Hydroxy-4-Iodobenzoic;3-Hydroxy-4-iodobenzoic acid 97%;3-Hydroxy-4-iodobenzoic Acid >;Benzoic acid, 3-hydroxy-4-iodo-;Acetylchloride,2-[6-(trifluoromethyl)phenoxy]-
CAS:58123-77-6
MF:C7H5IO3
MW:264.02
EINECS:
Product Categories:Carboxylic Acids;C7;Carbonyl Compounds
Mol File:58123-77-6.mol
3-Hydroxy-4-iodobenzoic acid Structure
3-Hydroxy-4-iodobenzoic acid Chemical Properties
Melting point 225-229 °C
Boiling point 319.8±32.0 °C(Predicted)
density 2.155±0.06 g/cm3(Predicted)
storage temp. Inert atmosphere,Room Temperature
form powder to crystal
pka3.90±0.10(Predicted)
color White to Almost white
Sensitive Light Sensitive
InChIInChI=1S/C7H5IO3/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,9H,(H,10,11)
InChIKeyUABBBWVTEWIIMN-UHFFFAOYSA-N
SMILESC(O)(=O)C1=CC=C(I)C(O)=C1
Safety Information
Hazard Codes T,Xi
Risk Statements 25-37/38-41-36/37/38
Safety Statements 26-36/39-45-37/39
RIDADR UN 2811 6.1/PG 3
WGK Germany 3
Hazard Note Irritant
HazardClass 6.1
PackingGroup 
HS Code 29225090
MSDS Information
ProviderLanguage
SigmaAldrich English
3-Hydroxy-4-iodobenzoic acid Usage And Synthesis
Chemical PropertiesWhite solid
Synthesis
3-Hydroxybenzoic acid

99-06-9

3-Hydroxy-4-iodobenzoic acid

58123-77-6

General procedure for the synthesis of 3-hydroxy-4-iodobenzoic acid from m-hydroxybenzoic acid: 21.0 g (0.52 mol, 1.05 eq.) of sodium hydroxide and 78.7 g (0.52 mol, 1.05 eq.) of sodium iodide were sequentially added to a 700 mL methanol solution containing 69.1 g (0.5 mol, 1 eq.) of 3-hydroxybenzoic acid. The reaction mixture was cooled to 0 °C, followed by slow dropwise addition of aqueous sodium hypochlorite (0.52 mol, 1.05 eq.). The reaction system was kept stirred at 0-5 °C for 2 h, after which stirring was continued overnight at room temperature. Upon completion of the reaction, methanol was removed by evaporation followed by acidification of the reaction mixture with concentrated hydrochloric acid solution. The precipitated product was collected by filtration, washed with water and dried to give 121 g of 3-hydroxy-4-iodobenzoic acid as an off-white solid in 92% yield.

References[1] Patent: WO2006/18325, 2006, A1. Location in patent: Page/Page column 25-26
[2] Patent: WO2006/18326, 2006, A1. Location in patent: Page/Page column 78
[3] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1995, # 9, p. 1103 - 1114
[4] Beilstein Journal of Organic Chemistry, 2009, vol. 5,
[5] Journal of the Chemical Society - Perkin Transactions 1, 1999, # 15, p. 2077 - 2086
3-Hydroxy-4-iodobenzoic acid Preparation Products And Raw materials
Raw materials3-Hydroxybenzoic acid-->Water-->Sodium iodide-->Sodium hypochlorite-->Methanol-->Sodium hydroxide
Preparation Products4-Iodo-3-methoxybenzenecarboxylic acid
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