1483-72-3 Usage
Description
Diphenyliodonium chloride, also known as DPI, is a chemical compound with the formula (C6H5)2I+Cl?. It is a white to light cream-yellow powder and is widely used in various chemical reactions and processes due to its unique properties.
Uses
Used in Chemical Synthesis:
Diphenyliodonium chloride is used as a reagent for electrophilic phenylation, which is a crucial step in the synthesis of various organic compounds. It is also employed in the preparation of acetylenic arylselenide and (arylmethylene)oxindoles, contributing to the development of new chemical structures and compounds.
Used in Copper-Catalyzed Cross-Coupling Reactions:
In the field of organic chemistry, DPI is used as a reactant for copper-catalyzed cross-coupling reactions of purines and diaryliodonium salts. These reactions are essential for the synthesis of complex organic molecules, including pharmaceuticals and natural products.
Used in Sonogashira Coupling Reactions:
Diphenyliodonium chloride is utilized in Sonogashira coupling reactions for the preparation of aryl alkynes. This reaction is a significant method for forming carbon-carbon bonds, which are vital in the synthesis of various organic compounds, including those with potential applications in materials science and pharmaceuticals.
Used in Arylation of Anilines:
DPI is also involved in the arylation of anilines, a process that allows for the introduction of aryl groups into the aniline molecule. This reaction is crucial for the synthesis of various aromatic compounds, which have applications in the chemical, pharmaceutical, and materials industries.
Used in Photochemistry:
Diphenyliodonium chloride is employed in studies on the visible-light photosensitive system-dlourescein yellow-bis(di-Ph iodonium) and investigating the properties of direct and sensitized photolysis of dispersed photoacid generators. These studies contribute to the understanding of photochemical processes and the development of new photochemical applications.
Check Digit Verification of cas no
The CAS Registry Mumber 1483-72-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,4,8 and 3 respectively; the second part has 2 digits, 7 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 1483-72:
(6*1)+(5*4)+(4*8)+(3*3)+(2*7)+(1*2)=83
83 % 10 = 3
So 1483-72-3 is a valid CAS Registry Number.
InChI:InChI=1/C12H10I/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h1-10H/q-1
1483-72-3Relevant articles and documents
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Freidlina,Nessmejanow
, (1941)
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CuBr catalyzed C-N cross coupling reaction of purines and diaryliodonium salts to 9-arylpurines
Niu, Hong-Ying,Xia, Chao,Qu, Gui-Rong,Zhang, Qian,Jiang, Yi,Mao, Run-Ze,Li, De-Yang,Guo, Hai-Ming
supporting information; experimental part, p. 5039 - 5042 (2011/08/07)
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
Kazmierczak, Pawel,Skulski, Lech
, p. 219 - 224 (2007/10/03)
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.
