106003-69-4

Basic information

• Product Name: Benzenesulfonamide, N,2,4,6-tetramethyl-
• CAS NO: 106003-69-4
• Molecular Formula: C10H15NO2S
• Molecular Weight: 213.301
• Mol File: 106003-69-4.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Benzenesulfonamide, N,2,4,6-tetramethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonamide, N,2,4,6-tetramethyl-(106003-69-4)
• EPA Substance Registry System: Benzenesulfonamide, N,2,4,6-tetramethyl-(106003-69-4)

Safety Data

• Hazardous Substances Data: 106003-69-4(Hazardous Substances Data)

Upstream product

• 773-64-8 2-mesitylenesulphonyl chloride 
• 593-51-1 methylamine hydrochloride 
• 217497-19-3 2,4,6-trimethyl-benzenesulfonic acid-(methyl-nitroso-amide) 
• 100-61-8 N-methylaniline 
• 74-89-5 methylamine 
• 80-43-3 bis(1-methyl-1-phenylethyl)peroxide 
• 4543-58-2 2,4,6-trimethylbenzenesulfonamide 

Downstream Products

• 1351606-13-7 C₂₅H₃₈N₂O₇S₃ 
• 1351606-11-5 C₂₄H₃₆N₂O₅S₂ 
• 1351606-09-1 C₂₄H₃₄N₂O₄S₂ 
• 106003-75-2 N-methyl-N'-(2,7-octadienyl)-2,4,6-trimethylbenzenesulfamide 
• 217497-19-3 2,4,6-trimethyl-benzenesulfonic acid-(methyl-nitroso-amide) 

Relevant articles and documents

Copper(i)-catalyzed N-H olefination of sulfonamides for: N -sulfonyl enaminone synthesis

This communication reports copper-catalyzed N-H olefination of sulfonamides for enaminone synthesis using saturated ketones as olefin sources. With TEMPO derivatives and O2 as oxidants, this method provided an efficient way to produce various enaminones in good yields. Mechanistic studies helped figure out the stable intermediates and develop novel methodologies for the difunctionalization of saturated ketones.

N-Aroylsulfonamide-Photofragmentation (ASAP)-A Versatile Route to Biaryls

The photochemical fragmentation of N-aroylsulfonamides 9 (ASAP) is a powerful method for the preparation of various biaryls. Compounds 9 are easily accessible in two steps from amines by treatment with arenesulfonyl chlorides and aroyl chlorides. Many of these compounds were prepared for the first time. The irradiation takes place in a previously developed continuous-flow reactor using inexpensive UVB or UVC fluorescent lamps. Isocyanates and sulphur dioxide are formed as the only by-products. The ASAP tolerates a variety of functional groups and is even suited for the preparation of phenylnaphthalenes and terphenyls. The ASAP mechanism was elucidated by interaction of photophysical and quantum chemical (DFT) methods and revealed a spirocyclic biradical as key intermediate.

Stability and nitrosation efficiency of substituted N-methyl-N-nitrosobenzenesulfonamides

A series of substituted N-methyl-N-nitrosobenzenesulfonamides [2,4,6-(CH3)3, 4-CH3O, 4-CH3 4-Cl and 4-NO2] were synthesized. All of them transfer their nitroso group to N-methylaniline in a quantitative manner, the more reactive being those substituted with electron-withdrawing groups, thus resembling some of the known alkyl nitrites. Studies of their acid denitrosation and base-catalysed hydrolysis demonstrated that the nitrosobenzenesulfonamides are fairly stable in aqueous media between pH 2 and 11. Their relative stability in aqueous media together with their ability to transfer the nitroso group to nucleophiles suggest their use as excellent alternatives to alkyl nitrites in both neutral and basic media.