6293-66-9

Basic information

• Product Name: DIPHENYLIODONIUM P-TOLUENESULFONATE
• Synonyms: diphenyl-iodoniup-toluenesulfonate;DIPHENYLIODONIUM P-TOLUENESULFONATE , 99;diphenyliodoniuM 4-Methylbenzenesulfonate;DPIpTS;diphenyliodanium:4-methylbenzenesulfonate
• CAS NO: 6293-66-9
• Molecular Formula: C₇H₇O₃S*C₁₂H₁₀I
• Molecular Weight: 452.30595
• Product Categories: Cationic PhotoinitiatorsSelf Assembly&Contact Printing;Organic Photoinitiators;Photoacid Generators (PAGs);Photoresists;Polymerization Initiators
• Mol File: 6293-66-9.mol
• Article Data: 19

Chemical Properties

• Melting Point: 188-191 °C(lit.)
• Appearance: /
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: PGMEA: <1%
• CAS DataBase Reference: DIPHENYLIODONIUM P-TOLUENESULFONATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIPHENYLIODONIUM P-TOLUENESULFONATE(6293-66-9)
• EPA Substance Registry System: DIPHENYLIODONIUM P-TOLUENESULFONATE(6293-66-9)

Safety Data

• WGK Germany: 3
• RTECS: NN6670000
• Hazardous Substances Data: 6293-66-9(Hazardous Substances Data)

Usage

Uses

Cationic photoinitiator. Photoacid generator.

InChI:InChI=1/C12H10I.C7H8O3S/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12;1-6-2-4-7(5-3-6)11(8,9)10/h1-10H;2-5H,1H3,(H,8,9,10)/q+1;

Upstream product

• 591-50-4 iodobenzene 
• 98-80-6 phenylboronic acid 
• 104-15-4 toluene-4-sulfonic acid 
• 71-43-2 benzene 
• 657-84-1 sodium tosylate 
• 2217-79-0 diphenyliodonium iodide 
• 27126-76-7 [hydroxy(tosyloxy)iodo]benzene 
• 960-16-7 tributylphenylstannane 
• 934-56-5 trimethyl(phenyl)stannane 
• 1483-72-3 diphenyliodonium chloride 
• 59696-12-7 (p-chlorophenyl)phenyliodonium bromide 
• 768-32-1 trimethylphenylsilane 

Downstream Products

• 93-99-2 benzoic acid phenyl ester 
• 699-12-7 2-(phenylthio)ethanol 
• 1706-12-3 4-phenoxytoluene 
• 101-84-8 diphenylether 
• 1655-69-2 1-methoxy-4-phenoxy-benzene 
• 7005-72-3 4-chlorodiphenyl ether 
• 620-88-2 4-nitrophenyl phenyl ether 
• 2050-04-6 (pentyloxy)benzene 
• 1236291-45-4 ethyl O-phenylacetohydroxamate 
• 13054-95-0 2,3-diphenylbenzofuran 
• 13130-19-3 1,2,3,4-tetrahydrodibenzo[b,d]furan 
• 4846-21-3 O-phenylhydroxylamine 
• 33581-42-9 benzaldehyde O-phenyloxime 
• 1839-72-1 2-phenylbenzofuran 

Relevant articles and documents

One-Pot C?H Functionalization of Arenes by Diaryliodonium Salts

A transition-metal-free, mild, and highly regioselective synthesis of nitroarenes from arenes has been developed. The products are obtained in a sequential one-pot reaction by nitration of iodine(III) reagents with two carbon ligands, which are formed in situ from iodine(I). This novel concept has been extended to formation of aryl azides, and constitutes an important step towards catalytic reactions with these hypervalent iodine reagents. An efficient nitration of isolated diaryliodonium salts has also been developed, and the mechanism is proposed to proceed by a [2,2] ligand coupling pathway.

Metal-Free C-Arylation of Nitro Compounds with Diaryliodonium Salts

An efficient, mild, and metal-free arylation of nitroalkanes with diaryliodonium salts has been developed, giving easy access to tertiary nitro compounds. The reaction proceeds in high yields without the need for excess reagents and can be extended to α-arylation of nitroesters. Nitroalkanes were selectively C-arylated in the presence of other easily arylated functional groups, such as phenols and aliphatic alcohols.

Facile preparation of unsymmetrical diaryl ethers from unsymmetrical diaryliodonium tosylates and phenols with high regioselectivity

Unsymmetrical diaryl ethers were efficiently obtained in good yields by the reactions of aryl(4-methoxyphenyl)iodonium tosylates with phenols, and aryl(2,4-dimethoxyphenyl)iodonium tosylates with phenols, in the presence of potassium carbonate in acetonitrile, respectively. The latter iodonium tosylates provided the corresponding unsymmetrical diaryl ethers in good yields with high regioselectivities, together with the quantitative formation of 1-iodo-2,4-dimethoxybenzene. Georg Thieme Verlag Stuttgart New York.