73177-97-6

Basic information

• Product Name: -o-toluene
• Synonyms: -o-toluene
• CAS NO: 73177-97-6
• Molecular Weight: 406.241
• Mol File: 73177-97-6.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: -o-toluene(CAS DataBase Reference)
• NIST Chemistry Reference: -o-toluene(73177-97-6)
• EPA Substance Registry System: -o-toluene(73177-97-6)

Safety Data

• Hazardous Substances Data: 73177-97-6(Hazardous Substances Data)

Upstream product

• 31599-59-4 2-(diacetoxyiodo)toluene 
• 104-15-4 toluene-4-sulfonic acid 
• 108-88-3 toluene 
• 6192-52-5 p-toluenesulfonic acid monohydrate 
• 615-37-2 ortho-methylphenyl iodide 

Downstream Products

• 91228-56-7 (2-Methylphenyl)(5-methyl-2-thienyl)iodonium Tosylate 
• 1375917-64-8 (4-iodophenyl)(2-thienyl)iodonium tosylate 
• 1375917-62-6 (4-iodophenyl)(4-methoxyphenyl)iodonium tosylate 
• 73178-09-3 -p-iodobenzene 
• 1222531-97-6 (2-isopropylphenyl)(2'-methylphenyl)iodonium tosylate 
• 1222531-99-8 (2-methylphenyl)(2'-methoxyphenyl)iodonium tosylate 
• 1222531-90-9 (2-ethylphenyl)(2'-methylphenyl)iodonium tosylate 
• 84383-79-9 bis(2-methylphenyl)iodonium tosylate 
• 91228-43-2 (2-Methylphenyl)(2-thienyl)iodonium Tosylate 
• 85925-45-7 (p-chlorophenyl)(5-methyl-2-furyl)iodonium tosylate 
• 85925-59-3 Toluene-4-sulfonate(4-chloro-phenyl)-furan-2-yl-iodonium; 
• 73178-00-4 2,3'-Dimethyldiphenyliodonium tosylate 
• 92543-63-0 (tert-Butylethynyl)(2-methylphenyl)iodonium Tosylate 
• 85925-20-8 (o-tolyl)<5-(trimethylsilyl)-2-furyl>iodonium tosylate 

Relevant articles and documents

Synthesis of Koser's reagent and derivatives

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Fast and high-yield microreactor syntheses of ortho -substituted [ 18F]Fluoroarenes from reactions of [18F]Fluoride ion with diaryliodonium salts

A microreactor was applied to produce ortho-substituted [ 18F]fluoroarenes from the reactions of cyclotron-produced [ 18F]fluoride ion (t1/2 = 109.7 min) with diaryliodonium salts. The microreactor provided a very convenient means for running sequential reactions rapidly with small amounts of reagents under well-controlled conditions, thereby allowing reaction kinetics to be followed and Arrhenius activation energies (Ea) to be measured. Prepared symmetrical iodonium chlorides (Ar2I+Cl-) rapidly (6H4, 51%) to high (Ar = Ph or 2-MeC6H4, 85%) decay-corrected radiochemical yields (RCYs) of a single radioactive product (Ar18F). Reaction velocity with respect to Ar group was 2-MeOC6H4 6H4. Activation energies were in the range 18-28 kcal/mol. Prepared unsymmetrical salts (e.g., 2-RC6H 4I+2′-R′C6H4X -; X = Cl or OTs) also rapidly gave two products (2-RC 6H418F and 2-R′C6H 418F) in generally high total RCYs (79-93%). Selectivity for product [18F]fluoroarene was controlled by the nature of the ortho substituents. The power of ortho substituents to impart an ortho-effect was in the following order:, 2,6-di-Me > 2,4,6-tri-Me > Br > Me > Et ≈ iPr ? H > OMe. For (2-methyphenyl)(phenyl)iodonium chloride, the time-course of reaction product selectivity was constant and consistent with the operation of the Curtin-Hammett principle. These results will aid in the design of diaryliodonium salt precursors to 18F- labeled tracers for molecular imaging. This article not subject to U.S. Copyright. Published 2010 by the American Chemical Society.

Rapid microwave-promoted solvent-free synthesis of hypervalent iodine reagents

Hypervalent hydroxy(sulfonyloxy)iodoarenes, hydroxy(phosphoryloxy) iodoarenes and bis(trifluoroactoxy)iodobenzene have been synthesised by a fast and convenient solvent-free ligand exchange reaction from the (diacetoxyiodo)arene under microwave irradiation, providing a simple method for the synthesis of these hypervalent iodine reagents in good yield and in a short time.