37891-96-6

Basic information

• Product Name: Benzene, 1-[(iodomethyl)sulfonyl]-4-methyl-
• CAS NO: 37891-96-6
• Molecular Formula: C8H9IO2S
• Molecular Weight: 296.129
• Mol File: 37891-96-6.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Benzene, 1-[(iodomethyl)sulfonyl]-4-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-[(iodomethyl)sulfonyl]-4-methyl-(37891-96-6)
• EPA Substance Registry System: Benzene, 1-[(iodomethyl)sulfonyl]-4-methyl-(37891-96-6)

Safety Data

• Hazardous Substances Data: 37891-96-6(Hazardous Substances Data)

Usage

General Description

"Benzene, 1-[(iodomethyl)sulfonyl]-4-methyl-" is a compound with the molecular formula C8H9IO2S. It is a sulfonate ester containing an iodomethyl group attached to a benzene ring. Benzene, 1-[(iodomethyl)sulfonyl]-4-methyl- is commonly used as a reagent in organic synthesis and as a precursor to the synthesis of various pharmaceuticals and agrochemicals. It is also known for its potential use as a radiolabeling agent in positron emission tomography (PET) imaging studies. The presence of the iodine atom and the methyl group in the compound make it a versatile building block for the synthesis of diverse chemical compounds with a wide range of potential applications in various fields.

Upstream product

• 61820-94-8 1-(4-chlorophenyl)-2-tosylethanone 
• 75-11-6 diiodomethane 
• 98-59-9 p-toluenesulfonyl chloride 
• 61820-95-9 2-(toluene-4-sulfonyl)-1-p-tolylethanone 
• 31378-03-7 1-phenyl-2-tosylethanone 
• 5366-49-4 4-toluenesulfonylacetone 
• 901124-40-1 2-iodo-1-phenyl-2-(toluene-4-sulfonyl)ethanone 
• 92401-32-6 (dichloroiodanyl-methyl)-p-tolyl sulfone 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 896109-73-2 1-(4-isopropylphenyl)-2-[(4-methylphenyl)sulfonyl]ethanone 
• 896109-71-0 1-(4-hydroxy-phenyl)-2-(toluene-4-sulfonyl)-ethanone 

Downstream Products

• 69392-07-0 1-(1-Iodo-but-3-ene-1-sulfonyl)-4-methyl-benzene 
• 82877-02-9 <(diphenylphosphino)tosylmethylene>triphenylphosphorane 
• 5554-81-4 {[(4-methylphenyl)sulfonyl]methylidene}(triphenyl)-λ⁵-phosphane 
• 16212-08-1 1-methyl-4-((2-phenylallyl)sulfonyl)benzene 
• 189370-67-0 [H₂C(PPh₃)SO₂C₆H₄CH₃-4]CF₃SO₃ 
• 37891-98-8 phenylthiomethyl para-tolylsulphone 
• 58747-50-5 1-p-toluenesulfonylmethylpyridinium triflate 
• 52481-46-6 1-phenyl-3-tosylpropan-1-one 
• 69392-10-5 1-(4-Methylphenylsulfonyl)-1-iodcyclopropan 
• 69392-09-2 1-(1-Iodo-2-phenyl-ethanesulfonyl)-4-methyl-benzene 

Relevant articles and documents

The Photochemical Activity of a Halogen-Bonded Complex Enables the Microfluidic Light-Driven Alkylation of Phenols

A mild light-driven protocol for the direct alkylation of phenols is reported. The process is driven by the photochemical activity of a halogen-bonded complex formed upon complexation of the in situ generated electron-rich phenolate anion with the α-iodosulfone. The reaction proceeds rapidly (10 min) under microfluidic conditions, delivering a wide variety of ortho-alkylated products (27 examples, up to 97% yield, >20:1 regioselectivity, on a gram scale), including densely functionalized bioactive phenol derivatives.

Enantioselective Formal α-Methylation and α-Benzylation of Aldehydes by Means of Photo-organocatalysis

Detailed herein is the photochemical organocatalytic enantioselective α-alkylation of aldehydes with (phenylsulfonyl)alkyl iodides. The chemistry relies on the direct photoexcitation of enamines to trigger the formation of reactive carbon-centered radicals from iodosulfones, while the ground-state chiral enamines provide effective stereochemical control over the radical trapping process. The phenylsulfonyl moiety, acting as a redox auxiliary group, facilitates the generation of radicals. In addition, it can eventually be removed under mild reducing conditions to reveal methyl and benzyl groups.

Synthesis of α-iodo β-ketosulfones and α-iodo methylsulfones using iodine monochloride

The synthesis of α-iodo β-ketosulfones and α-iodo methylsulfones is described. Reaction of β-ketosulfones with iodine monochloride in acetic acid at room temperature gave the corresponding α-iodo β-ketosulfones, which, on treatment with aqueous alkali, un