139650-07-0

Basic information

• Product Name: Benzenesulfonyl fluoride, 3-formyl-2,4,6-trimethyl-
• CAS NO: 139650-07-0
• Molecular Formula: C10H11FO3S
• Molecular Weight: 230.26
• Mol File: 139650-07-0.mol

Chemical Properties

• CAS DataBase Reference: Benzenesulfonyl fluoride, 3-formyl-2,4,6-trimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonyl fluoride, 3-formyl-2,4,6-trimethyl-(139650-07-0)
• EPA Substance Registry System: Benzenesulfonyl fluoride, 3-formyl-2,4,6-trimethyl-(139650-07-0)

Safety Data

• Hazardous Substances Data: 139650-07-0(Hazardous Substances Data)

Upstream product

• 201230-82-2 carbon monoxide 
• 108-67-8 1,3,5-trimethyl-benzene 
• 1403672-32-1 3-formyl-2,4,6-trimethylbenzenesulfonyl chloride 
• 1403672-37-6 Potassium 3-formyl-2,4,6-trimethylbenzenesulphonate 
• 487-68-3 mesytaldehyde 

Relevant articles and documents

Dual Reactivity of the Formyl Cation as an Electrophile and a Broensted Acid in Superacids

The nature of the formyl cation in the Gattermann-Koch formylation was studied by comparing the formylation with the acetylation and sulfonation in CF3SO3H-SbF5 and FSO3H-SbF5, respectively.The results of the kinetic studies in CF3SO3H-SbF5 showed that the formyl cation has dual reactivity as an electrophile and as a Broensted acid.Upon comparing the formylation with the sulfonation in FSO3H-SbF5, it was found that the protonated aromatic compounds also act as Broensted acids to produce formyl cations.Therefore, the formylation has a priority over other typical electrophilic substitutions under conditions where most of aromatic compounds are protonated because the formyl cation is reproduced close to the aromatic compounds by the protonation of CO with not only superacids but also protonated aromatic compounds.

Sulfonyl fluoride-based prosthetic compounds as potential 18F labelling agents

Nucleophilic incorporation of [18F]F- under aqueous conditions holds several advantages in radiopharmaceutical development, especially with the advent of complex biological pharmacophores. Sulfonyl fluorides can be prepared in water

Formylation of Aromatic Compounds with CO in HSO3F-SbF5 under Atmospheric Pressure

The formylation of aromatic compounds such as benzene, toluene, xylenes, mesitylene, indan, tetralin, fluorobenzene, chlorobenzene, and bromobenzene was carried out in HSO3F-SbF5 under atmospheric CO pressure at 0 deg C.In HSO3F-SbF5, both formylation and sulfonation took place to give formyl and sulfonyl compounds.In the case of alkylbenzenes, including toluene, xylenes, mesitylene, and tetralin, formylalkylbenzenesulfonyl fluorides, new compounds, were obtained by a one-pot reaction as well as alkylbenzaldehydes, alkylbenzenesulfonyl fluorides, and bis(alkylphenyl) sulfones.The direct introduction of a formyl and sulfonyl group was achieved in alkylbenzenes.The reaction path of the new compounds is a two-step reaction comprised of formylation as the first step and sulfonation as the second step.The product composition was strongly dependent on the acid strength of the HSO3F-SbF5 systems.The formyl compounds became predominant with increasing acidity of the HSO3F-SbF5 system.On the other hand, only sulfonyl compounds were produced when the acidity of the HSO3F-SbF5 system was low.