1483-72-3

Basic information

• Product Name: DIPHENYLIODONIUM CHLORIDE
• Synonyms: DIPHENYLIODONIUM CHLORIDE;chlorodiphenyliodonium;diphenyl-iodoniuchloride;Iodonium,diphenyl-,chloride;Iodonium,diphenyl-chloride;DIPHENYLIODONIUM CHLORIDE 97%;Diphenyliodonium;Diphenyliodonium chloride, 98+%
• CAS NO: 1483-72-3
• Molecular Formula: C₁₂H₁₀I*Cl
• Molecular Weight: 316.57
• EINECS: 216-049-8
• Product Categories: Diphenyliodonium Compounds;Hypervalent Iodine Compounds;Iodonium Sulfonium & Oxonium Compounds;Synthetic Organic Chemistry;Hypervalent Iodine;Oxidation;Synthetic Reagents
• Mol File: 1483-72-3.mol
• Article Data: 6

Chemical Properties

• Melting Point: 233-235 °C (subl.)(lit.)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: White to light cream-yellow/Powder
• Density: 1.6151 (estimate)
• Storage Temp.: 0-6°C
• Solubility: soluble in Methanol
• Water Solubility: Soluble in water and methanol.
• Sensitive: Light Sensitive
• Merck: 14,7464
• BRN: 3574977
• CAS DataBase Reference: DIPHENYLIODONIUM CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: DIPHENYLIODONIUM CHLORIDE(1483-72-3)
• EPA Substance Registry System: DIPHENYLIODONIUM CHLORIDE(1483-72-3)

Safety Data

• Hazard Codes: T,Xi
• Statements: 25-36/37/38
• Safety Statements: 26-36
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• RTECS: NN6651666
• F: 8
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 1483-72-3(Hazardous Substances Data)

Usage

Chemical Properties

WHITE TO LIGHT CREAM-YELLOW POWDER

Uses

Different sources of media describe the Uses of 1483-72-3 differently. You can refer to the following data:
1. Diphenyliodonium chloride is used as a reagent for electrophilic phenylation . It is used as a reactant for copper-catalyzed cross coupling reactions of purinesband arylation of anilines. It is involved in the preparation of acetylenic arylselenide and (arylmethylene)oxindoles. Further, it is employed in the preparation of aryl alkynes through Sonogashira coupling reactions.
2. Reactant for:Copper-catalyzed cross coupling reactions of purines and diaryliodonium saltsSynthesis of acetylenic arylselenidesSonogashira coupling reactions for the preparation of aryl alkynesC-H functionalization for synthesis of (arylmethylene)oxindolesArylation of anilinesStudies on the visible-light photosensitive system-dlourescein yellow-bis(di-Ph iodonium)Investigating the properties of direct and sensitized photolysis of dispersed photoacid generators

InChI:InChI=1/C12H10I/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h1-10H/q-1

Upstream product

• 932-72-9 (Dichloroiodo)benzene 
• 67-64-1 acetone 
• 71-43-2 benzene 
• 7732-18-5 water 
• 587-85-9 diphenylmercury(II) 
• 7647-01-0 hydrogenchloride 
• 591-50-4 iodobenzene 
• 536-80-1 iodosylbenzene 
• 2217-79-0 diphenyliodonium iodide 
• 1483-73-4 diphenyliodonium bromide 
• 64146-77-6 tetraphenyl-boric acid ; diphenyliodonium-salt 
• 591-51-5 phenyllithium 

Downstream Products

• 1008-88-4 3-phenylpyridine 
• 1008-89-5 2-phenylpyridine 
• 939-23-1 p-phenylpyridine 
• 591-50-4 iodobenzene 
• 108-90-7 chlorobenzene 
• 4888-39-5 1,2,3-triphenylpropane-1,3-dione 
• 10348-81-9 1,3-Diphenyl-3-phenoxy-propen-⁽²⁾-on-⁽¹⁾ 
• 22225-54-3 diethyl acetamido(phenyl)malonate 
• 93-58-3 benzoic acid methyl ester 
• 119-61-9 benzophenone 
• 92-52-4 biphenyl 
• 134-81-6 benzil 
• 80351-31-1 1-Benzhydryl-2-phenyl-[1,2]diazetidin-3-one 
• 934-87-2 S-phenyl thioacetate 

Relevant articles and documents

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CuBr catalyzed C-N cross coupling reaction of purines and diaryliodonium salts to 9-arylpurines

CuBr was found to be an efficient catalyst for the C-N cross coupling reaction of purine and diaryliodonium salts. 9-Arylpurines were synthesized in excellent yields with short reaction times (2.5 h). The method represents an alternative to the synthesis of 9-arylpurines via Cu(ii) catalyzed C-N coupling reaction with arylboronic acids as arylating agents. The Royal Society of Chemistry 2011.

Oxidative Anion Metatheses in Diaryliodonium Iodides and Chlorides

Oxidative anion metatheses in the crude title iodides and chlorides produced the corresponding pure hydrogensulfates, nitrates, tetrafluoroborates, triflates, tosylates, as well as bromides and chlorides (only from the iodides) in 54-86% yields. These procedures are easier and shorter than earlier methods. By using modified oxidative metatheses in the title iodides (in the presence of HBr or HCl) it was possible either to isolate, or to detect only, the intermediate dihaloiodates(I). [Ar2I]+[IX2]- (X = Br or Cl). A complex Ph2I+Cl- -1/2I2 was also obtained in 56% yield. Tetraethylammonium iodide was similarly converted into pure tetrafluoroborate or dibromoiodate(I) in 75 and 76% yields, respectively.