24702-28-1

Basic information

• Product Name: N-[(4-chlorophenyl)(methyl)-lambda~4~-sulfanylidene]-4-methylbenzenesulfonamide
• Synonyms: N-((4-Chlorophenyl)(methyl)-.lambda.~4~-sulfanylidene)-4-methylbenzenesulfonamide
• CAS NO: 24702-28-1
• Molecular Formula: C₁₄H₁₄ClNO₂S₂
• Molecular Weight: 327.8495
• Mol File: 24702-28-1.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 492.7°C at 760 mmHg
• Flash Point: 251.8°C
• Density: 1.33g/cm³
• Vapor Pressure: 2.26E-09mmHg at 25°C
• Refractive Index: 1.626
• CAS DataBase Reference: N-[(4-chlorophenyl)(methyl)-lambda~4~-sulfanylidene]-4-methylbenzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-[(4-chlorophenyl)(methyl)-lambda~4~-sulfanylidene]-4-methylbenzenesulfonamide(24702-28-1)
• EPA Substance Registry System: N-[(4-chlorophenyl)(methyl)-lambda~4~-sulfanylidene]-4-methylbenzenesulfonamide(24702-28-1)

Safety Data

• Hazardous Substances Data: 24702-28-1(Hazardous Substances Data)

Upstream product

• 144-86-5 N-chloro-4-methylbenzenesulfonamide 
• 123-09-1 4-chlorophenyl methyl sulfide 
• 127-65-1 chloroamine-T 
• 55962-05-5 [N-(p-tolylsulfonyl)imino]phenyliodinane 
• 71996-32-2 N-(5λ⁴-dibenzo[b,d]thiophen-5-ylidene)-4-methylbenzenesulfonamide 
• 941-55-9 4-toluenesulfonyl azide 
• 242461-31-0 [N-(p-toluenesulfonyl)imino](2-tert-butylsulfonyl)phenyliodinane 

Downstream Products

• 123-09-1 4-chlorophenyl methyl sulfide 
• 35539-97-0 C₁₄H₁₄ClNO₃S₂ 

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.

A Mononuclear Nonheme Iron(V)-Imido Complex

Mononuclear nonheme iron(V)-oxo complexes have been reported previously. Herein, we report the first example of a mononuclear nonheme iron(V)-imido complex bearing a tetraamido macrocyclic ligand (TAML), [(TAML)FeV(NTs)]? (1). The spectroscopic characterization of 1 revealed an S = 1/2 Fe(V) oxidation state, an Fe - N bond length of 1.65(4) ?, and an Fe - N vibration at 817 cm-1. The reactivity of 1 was demonstrated in C - H bond functionalization and nitrene transfer reactions.

A diiron(III,IV) imido species very active in nitrene-transfer reactions

Metal-catalyzed nitrene transfer reactions arouse intense interest as clean and efficient procedures for amine synthesis. Efficient Rh- and Ru-based catalysts exist but Fe alternatives are actively pursued. However, reactive iron imido species can be very short-lived and getting evidence of their occurrence in efficient nitrene-transfer reactions is an important challenge. We recently reported that a diiron(III,II) complex is a very efficient nitrene-transfer catalyst to various substrates. We describe herein how, by combining desorption electrospray ionization mass spectrometry, quantitative chemical quench experiments, and DFT calculations, we obtained conclusive evidence for the occurrence of an {FeIIIFeIV=NTosyl} intermediate that is very active in H-abstraction and nitrene-transfer reactions. DFT calculations revealed a strong radical character of the tosyl nitrogen atom in very low-lying electronic configurations of the FeIV ion which are likely to confer its high reactivity. Nitrene transfer: An FeIIIFeIV imido intermediate is identified in nitrene-transfer reactions by desorption electrospray ionization mass spectrometry (DESI-MS). DFT calculations show that low-lying FeIIIFeIII-.N-tosyl configurations play a major role in the high reactivity of the intermediate. Copyright