57730-42-4

Basic information

• Product Name: 2,4,6-TRIIODOPHLOROGLUCINOL
• Synonyms: 2,4,6-TRIIODOPHLOROGLUCINOL;2,4,6-triiodobenzene-1,3,5-triol
• CAS NO: 57730-42-4
• Molecular Formula: C₆H₃I₃O₃
• Molecular Weight: 503.8
• Mol File: 57730-42-4.mol
• Article Data: 5

Chemical Properties

• Melting Point: 170 °C (decomp)(Solv: chloroform (67-66-3))
• Boiling Point: 232.1°C at 760 mmHg
• Flash Point: 94.2°C
• Appearance: /
• Density: 3.337g/cm³
• Vapor Pressure: 0.0395mmHg at 25°C
• Refractive Index: 1.907
• PKA: 5.58±0.33(Predicted)
• CAS DataBase Reference: 2,4,6-TRIIODOPHLOROGLUCINOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,6-TRIIODOPHLOROGLUCINOL(57730-42-4)
• EPA Substance Registry System: 2,4,6-TRIIODOPHLOROGLUCINOL(57730-42-4)

Safety Data

• Hazardous Substances Data: 57730-42-4(Hazardous Substances Data)

Usage

Type of Compound

Chemical compound

Known for

Antimicrobial and antifungal properties

Common Usage

Agricultural and horticultural settings as a natural fungicide and bactericide

Purpose

Protect plants from diseases caused by fungi and bacteria

Researched for

Combating antibiotic-resistant bacteria

Mechanisms of Action

Disrupting the cell walls and membranes of microorganisms, interfering with their metabolic processes

Potential Benefits

Enhancing plant growth, increasing resistance of plants to environmental stressors through its effects on plant growth-promoting rhizobacteria

Applications

Agricultural and medical fields

InChI:InChI=1/C6H3I3O3/c7-1-4(10)2(8)6(12)3(9)5(1)11/h10-12H

Upstream product

• 108-73-6 3,5-dihydroxyphenol 

Downstream Products

• 1036711-67-7 1,3,5-tris(3,4,5-tridodecyloxybenzoyloxy-4'-benzoyloxy-4''-benzoyloxy)-2,4,6-triiodobenzene 
• 1036711-66-6 1,3,5-tris(3,4,5-tridodecyloxybenzoyloxy-4'-benzoyloxy)-2,4,6-triiodobenzene 

Relevant articles and documents

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

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

Regiospecific 2,4-diiodination of resorcinol with nascent iodine.

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