19403-92-0

Basic information

• Product Name: 2,4,6-Triiodoresorcinol
• Synonyms: Riodoxol;2,4,6-triiodoresorcinol;2,4,6-TRIIODO-1,3-BENZENEDIOL;2,4,6-Triiodobenzene-1,3-diol;2，4，6-Triodo-l，3-benzenid
• CAS NO: 19403-92-0
• Molecular Formula: C₆H₃I₃O₂
• Molecular Weight: 487.8
• Mol File: 19403-92-0.mol

Chemical Properties

• Melting Point: 144 °C
• Boiling Point: 267.3 °C at 760 mmHg
• Flash Point: 115.5 °C
• Appearance: /
• Density: 3.198 g/cm³
• Vapor Pressure: 0.00497mmHg at 25°C
• Refractive Index: 1.86
• Storage Temp.: 2-8°C(protect from light)
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 5.96±0.28(Predicted)
• CAS DataBase Reference: 2,4,6-Triiodoresorcinol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,6-Triiodoresorcinol(19403-92-0)
• EPA Substance Registry System: 2,4,6-Triiodoresorcinol(19403-92-0)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 19403-92-0(Hazardous Substances Data)

Usage

Uses

Used in Dermatology:
2,4,6-Triiodoresorcinol is used as a keratolytic agent for promoting the shedding of the outer layers of the skin, particularly in conditions characterized by excessive keratinization, such as calluses, corns, and warts. Its ability to break down keratin helps in the treatment of various skin disorders.
Used in Veterinary Medicine:
In the veterinary field, 2,4,6-Triiodoresorcinol is used as a topical antipruritic to alleviate itching and discomfort in animals. It is also utilized as an antiseptic, particularly for its intestinal antiseptic properties, to help prevent and treat infections in the gastrointestinal tract of animals.
Used in Antiseptic Applications:
2,4,6-Triiodoresorcinol is employed as an antiseptic agent due to its ability to inhibit the growth of microorganisms, making it useful in the prevention and treatment of infections in both humans and animals. Its broad-spectrum antimicrobial activity contributes to its effectiveness in various medical and veterinary applications.

InChI:InChI=1/C6H3I3O2/c7-2-1-3(8)6(11)4(9)5(2)10/h1,10-11H

Upstream product

• 127-09-3 sodium acetate 
• 64-19-7 acetic acid 
• 108-46-3 recorcinol 
• 41046-67-7 2-iodoresorcinol 
• 123-91-1 1,4-dioxane 
• 60-29-7 diethyl ether 
• 7790-99-0 Iodine monochloride 
• 7732-18-5 water 
• 7553-56-2 iodine 
• 7647-01-0 hydrogenchloride 
• 36942-09-3 N,N-dichlorourea 
• 7664-93-9 sulfuric acid 
• 98-48-6 benzene-1,3-disulfonic acid 

Downstream Products

• 82-71-3 styphnic acid 

Relevant articles and documents

Isostructural polymorphs of triiodophloroglucinol and triiodoresorcinol

Triiodoresorcinol (TIR, 2,4,6-triiodoresorcinol) and triiodophloroglucinol (TIG, 2,4,6-triiodophloroglucinol) crystallized as orthorhombic (TIR-O and TIG-O in P212121) and monoclinic (TIR-M and TIG-M in P21/n) p

Iodination of phenols and anilines with bis(sym-collidine)iodine(I) hexafluorophosphate

Iodination of a wide range of phenols and anilines was achieved by the action of the title reagent in methylene chloride.

Synthesis, characterization, X-ray structural analysis, and iodination ability of benzyl(triphenyl)phosphonium dichloroiodate

Benzyl(triphenyl)phosphonium dichloroiodate (BTPPICl2), BnPh3P+(ICl2)-, is easily synthesized in a nearly quantitative yield by the addition of BnPh 3P+Cl- to a CH2Cl2 solution of iodine monochloride (ICl). BnPh3P+Cl - can be prepared by the reaction of Ph3P and BnCl. The compound was characterized by physicochemical and spectroscopic methods (elemental analysis, FT-IR, and 1H-NMR). The use of phosphonium counterion improves the quality of the BTPPICl2 crystals. BTPPICl2 crystallizes in the monoclinic system, and its crystal and molecular structure has been determined at 100(1) K by X-ray diffraction. The structure was solved by the direct method and had refined R value of 0.0637 for 699 reflections (I>2σ(I)), space group P21/n with a=12.4700(3), b=13.2196(3), c=14.4580(3) A, β=102.6340(10)°, V=2325.67(9) A3, and Z=4. The I-atom is coordinated by two Cl-atoms as ligands in a linear geometry. This compound is a versatile reagent for the efficient and selective iodination of organic substrates, in particular of aromatic phenols to the corresponding iodo compounds, under mild conditions. To assess the generality of method, a wide variety of phenols with electron-donating and electron-withdrawing substituents were studied. BTPPICl2 is a mild iodination reagent, which offers a new avenue for an expeditious iodination of phenols. The inexpensive, relatively non-toxic reagent, and mild conditions are the positive features of the procedure and reagent. Copyright

Iodination of anilines and phenols with 18-crown-6 supported ICl 2-

A highly crystalline iodinating reagent, {[K·18-C-6]ICl 2}n, was synthesized in high yield (93%). The trihalide is supported by an 18-crown-6 macrocycle and forms a coordination polymer in the solid state. This reagent iodinates anilines and phenols efficiently under mild conditions. Controlled mono-iodination with anilines was easily achieved while poly-iodination was observed with phenols.

Mild and efficient iodination of aromatic and heterocyclic compounds with the NaClO2/NaI/HCl system

NaClO2/NaI in the presence of HCl is a mild, cheap, and non-toxic reagent for the iodination of phenols, including estradiol and naphthol, aromatic amines, and heterocyclic substrates, e.g., indoles, 8-hydroxyquinoline, imidazole, in fair to excellent yields by a very simple isolation protocol. The scope of the procedure is exemplified by the first iodination of 5-nitroindole to 3-iodo-5-nitroindole in 75% yield.

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The reaction of phenols with benzyltrimethylammonium dichloroiodate(1-) in dichloromethane-methanol in the presence of CaCO3 or NaHCO3 for several hours at room temperature gave iodophenols in good yields.