13553-70-3

Basic information

• Product Name: 4-methyl-N-(tetrahydro-1H-1lambda~4~-thiophen-1-ylidene)benzenesulfonamide
• CAS NO: 13553-70-3
• Molecular Formula: C₁₁H₁₅NO₂S₂
• Molecular Weight: 257.3723
• Mol File: 13553-70-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 441°C at 760 mmHg
• Flash Point: 220.5°C
• Density: 1.36g/cm³
• Vapor Pressure: 1.46E-07mmHg at 25°C
• Refractive Index: 1.648
• CAS DataBase Reference: 4-methyl-N-(tetrahydro-1H-1lambda~4~-thiophen-1-ylidene)benzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methyl-N-(tetrahydro-1H-1lambda~4~-thiophen-1-ylidene)benzenesulfonamide(13553-70-3)
• EPA Substance Registry System: 4-methyl-N-(tetrahydro-1H-1lambda~4~-thiophen-1-ylidene)benzenesulfonamide(13553-70-3)

Safety Data

• Hazardous Substances Data: 13553-70-3(Hazardous Substances Data)

Upstream product

• 110-01-0 thiophene 
• 127-65-1 chloroamine-T 
• 70284-20-7 N-bromo-N-potassio-p-toluenesulfonamide 
• 55962-05-5 [N-(p-tolylsulfonyl)imino]phenyliodinane 
• 1600-44-8 1-oxothiolane 
• 70-55-3 toluene-4-sulfonamide 

Downstream Products

• 57872-24-9 1,1,2,3,4,5-hexahydro-1-<<(4-methylphenyl)sulfonyl>imino>tiophene 1-oxide 
• 110-01-0 thiophene 

Relevant articles and documents

Sulfonylimino group transfer reaction using imino-λ3-iodanes with I2 as catalyst under metal-free conditions

A new practical procedure of imination for sulfide has been developed. The treatment of (N-tosylimino)-phenyl-λ3-iodane, PhINTs, with various sulfides in the presence of a catalytic amount of I2 under metal-free conditions affords the corresponding N-tosylsulfilimine compounds with moderate to good yields. This facile transfer procedure of the sulfonylimino group can also be applied to triphenylphosphine to produce the respective iminotriphenylphosphoranes in high yields. According to the reaction mechanism studies, the process of imination from (N-tosylimino)-phenyl-λ3-iodane to sulfide under the conditions may involve radical steps within the reaction mechanism.

Mechanism of the Reaction of Dialkyl Sulphides with Bromamine T in Alkaline Medium

Bromamine T (p-MeC6H4SO2NBr-K+) reacts readily with dialkyl sulphides (R2S) to yield sulphoxides (R2SO) and sulphimides (R2SNTs).The kinetics of the reaction were investigated in buffered alkaline water-methanol solutions.In rate-determining steps HOBr and p-MeC6H4SO2NHBr formed in equilibrium reactions convert dialkyl sulphides into bromosulphonium (R2SBr+) intermediates (ρ* -1.22 and 1.11, ρI -13.3 and -14.4, respectively.).Electrophilic additions of Br+ to sulphur atom are significantly hindered by the steric effect of S-alkyl groups (δ 0.713 and 0.765, ρs 0.766 and 0.792, respectively).Products are rapidly formed from bromosulphonium ions by nucleophilic displacement with OH- and p-MeC6H4SO2NH- nucleophiles.Product distribution depends on pH and the concentration of p-MeC6H4SO2NH2 but is not influenced markedly by S-alkyl groups in sulphides.Results are compared with those obtained earlier for chloramine T.