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

Description

Benzene, 1-[(iodomethyl)sulfonyl]-4-methyl-, also known as a sulfonate ester, is a compound with the molecular formula C8H9IO2S. It features an iodomethyl group attached to a benzene ring, which makes it a versatile building block for the synthesis of diverse chemical compounds. The presence of the iodine atom and the methyl group in the compound contributes to its wide range of potential applications in various fields.

Uses

Used in Organic Synthesis:
Benzene, 1-[(iodomethyl)sulfonyl]-4-methylis used as a reagent in organic synthesis for the creation of various chemical compounds. Its unique structure allows for the development of new molecules with specific properties, making it a valuable component in the synthesis process.
Used in Pharmaceutical and Agrochemical Industries:
As a precursor, Benzene, 1-[(iodomethyl)sulfonyl]-4-methylplays a crucial role in the synthesis of various pharmaceuticals and agrochemicals. Its ability to be incorporated into the molecular structures of these products aids in the development of new drugs and agricultural chemicals.
Used in Radiolabeling for PET Imaging Studies:
Benzene, 1-[(iodomethyl)sulfonyl]-4-methylis also known for its potential use as a radiolabeling agent in positron emission tomography (PET) imaging studies. The presence of the iodine atom in the compound makes it suitable for this application, contributing to advancements in medical imaging and diagnostics.

Upstream product

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

Downstream Products

• 3185-99-7 Methyl p-tolyl sulfone 
• 92401-32-6 (dichloroiodanyl-methyl)-p-tolyl sulfone 
• 69392-16-1 1-(1-Iodo-propane-1-sulfonyl)-4-methyl-benzene 
• 69392-08-1 1-Iodheptyl-4-methylphenylsulfon 
• 69392-09-2 1-(1-Iodo-2-phenyl-ethanesulfonyl)-4-methyl-benzene 
• 69392-10-5 1-(4-Methylphenylsulfonyl)-1-iodcyclopropan 
• 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 

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