28995-75-7

Basic information

• Product Name: (1E)-2-iodohex-1-en-1-yl 4-methylphenyl sulfone
• CAS NO: 28995-75-7
• Molecular Formula: C₁₃H₁₇IO₂S
• Molecular Weight: 364.2424
• Mol File: 28995-75-7.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 426.6°C at 760 mmHg
• Flash Point: 211.8°C
• Density: 1.503g/cm³
• Vapor Pressure: 4.36E-07mmHg at 25°C
• Refractive Index: 1.579
• CAS DataBase Reference: (1E)-2-iodohex-1-en-1-yl 4-methylphenyl sulfone(CAS DataBase Reference)
• NIST Chemistry Reference: (1E)-2-iodohex-1-en-1-yl 4-methylphenyl sulfone(28995-75-7)
• EPA Substance Registry System: (1E)-2-iodohex-1-en-1-yl 4-methylphenyl sulfone(28995-75-7)

Safety Data

• Hazardous Substances Data: 28995-75-7(Hazardous Substances Data)

Usage

General Description

The chemical (1E)-2-iodohex-1-en-1-yl 4-methylphenyl sulfone is a sulfone compound that contains an iodine atom and a double bond in its structure. It is also known as 2-iodohex-1-enyl 4-methylphenyl sulfone and is used in organic chemistry and in the synthesis of various organic compounds. This chemical has potential applications in pharmaceuticals, biotechnology, and material science due to its unique properties and reactivity. The presence of the iodine atom and the double bond in the molecule makes it a valuable building block for the synthesis of complex organic molecules. Further research and studies are needed to explore its full potential and possible applications in various industries.

Upstream product

• 1950-78-3 p-toluenesulfonyl iodide 
• 693-02-7 hex-1-yne 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 

Downstream Products

• 142572-60-9 (E)-2-methylamino-1-tosyl-1-hexene 
• 142572-61-0 (Z)-2-methylamino-1-tosyl-1-hexene 
• 142572-53-0 6-tosyl-7-(tosylmethyl)-6-undecen-4-yne 
• 105235-57-2 (Z)-1-tosyl-1-hexene 
• 108895-67-6 1-(p-tolylsulfonyl)-1-hexyne 
• 122471-88-9 1-tosyl-2-hexyne 
• 142572-69-8 (E)-2-(1-pyrrolidinyl)-1-tosyl-1-hexene 
• 58202-58-7 (Z)-2-methyl-1-p-tolylsulfonyl-1-hexene 
• 58202-59-8 1-[(2-butyl-1-hexenyl)sulfonyl]-4-methyl-benzene 
• 58202-63-4 (E)-1-p-Toluolsulfonyl-2-(2-phenylethinyl)-1-hexen 
• 105235-59-4 (Z)-2-hexenyl p-tolyl sulfone 
• 90633-60-6 1-[((E)-Hex-2-ene)-1-sulfonyl]-4-methyl-benzene 

Relevant articles and documents

Solvent-Driven Mono- and Bis-sulfenylation of (E)-β-Iodovinyl Sulfones with Thiols for Flexible Synthesis of 1,2-Thiosulfonylalkenes and 1,2-Dithioalkenes

The nature of solvent is a key factor for stereoselective mono- and bis-thiolation of (E)-β-iodovinyl sulfones with thiols under basic conditions. A novel and unprecedented vicinal bisthiolation of (E)-β-iodovinyl sulfones with thiols under the influence of K2CO3/DMSO at room temperature for quick assembly of (E)-1,2-dithio-1-alkenes is presented. Solvent-induced stereoselective monosulfenylation of (E)-β-iodovinyl sulfones with thiols has also been established for the synthesis of both (E)- and (Z)-1,2-thiosulfonylethenes in MeCN and MeOH, respectively. Moreover, K2CO3-mediated desulfonylative-sulfenylation of (Z)-1,2-thiosulfonylethenes with thiols in DMSO furnished unsymmetrical (Z)-1,2-dithio-1-alkenes for the first time. The solvent-dependent versatile reactivity of (E)-β-iodovinyl sulfones has been successfully explored to provide a set of (E)-/(Z)-1,2-dithio-1-alkenes and (E)-/(Z)-1,2-thiosulfonyl-1-alkenes in good to high yields with excellent stereoselectivities. Notably, this operationally simple process utilizes a broad substrate scope with good functional group tolerance and compatibility. The efficacy of the process has been proven for gram-scale reactions, and plausible mechanistic models are outlined on the basis of experimental results and control experiments.

Electrochemical Induced Regio- and Stereoselective Difunctionalization of Alkynes: The Synthesis of (E)-β-Iodovinyl Sulfones

An efficient, green, and oxidant-free electrochemical method for alkyne difunctionalization was described. Using undivided electrochemical cell for iodosulfonylation of alkynes with commercially available iodide radical (NaI), arylsulfonyl radical (ArSOs

Unprecedented Reactivity of β-Iodovinyl Sulfones: An Efficient Synthesis of β-Keto Sulfones and β-Keto Thiosulfones

An unprecedented reactivity of (E)-β-iodovinyl sulfones in the presence of NaOAc is reported. The (E)-β-iodovinyl sulfones were treated with NaOAc in DMSO/H2O to yield β-keto sulfones in moderate to high yields. A novel oxidative difunctionalization of β-iodovinyl sulfones with thiosulfonates and NaOAc in DMF has been developed. This metal-free oxosulfenylation is an operationally simple to access a wide range of β-keto thiosulfones (α-thioaryl-β-keto sulfones) in moderate to high yields. The transformations were reliable at gram-scale, thus illustrating its efficiency and practicality. A plausible mechanism for the protocol is also proposed.