1207-62-1

Upstream product

• 1197-22-4 N-phenylmethanesulfonamide 
• 124-63-0 methanesulfonyl chloride 
• 62-53-3 aniline 

Downstream Products

• 96422-12-7 N-(4-nitrophenyl)-N-(methylsulfonyl)methanesulfonamide 
• 1197-22-4 N-phenylmethanesulfonamide 
• 5470-49-5 4-methanesulfonylphenylamine 
• 62-53-3 aniline 

Relevant academic research and scientific papers

Combined experimental and theoretical studies on the chemical and spectroscopic properties of an antimicrobial N-(Phenyl)dimethyldisulfonimide

A disulfonimide derivative, N-(phenyl)dimethyldisulfonimide, was synthesized by two-step sulfonation of aniline with methane sulfonyl chloride. Antimicrobial activity of the molecule was investigated against some bacteria and fungus species by using the m

Photochemistry of N-Arylsulfonimides: An Easily Available Class of Nonionic Photoacid Generators (PAGs)

The photochemical behavior of differently substituted N-arylsulfonimides was investigated. Homolysis of the S?N bond took place as the exclusive path from the singlet state to afford both N-arylsulfonamides and photo-Fries adducts, the amount of which depended on reaction conditions and aromatic substituents. Sulfinic and sulfonic acids were released upon irradiation under deaerated and oxygenated conditions, respectively. The nature of the excited states and intermediates involved were proved by laser flash photolysis and EPR experiments. These results highlighted the potential of such compounds as nonionic photoacid generators able to photorelease up to two equivalents of a strong acid for each mole of substrate.

4-benzoyl isoxazoles derivatives and their use as herbicides

4-Benzoylisoxazole derivatives of the formula wherein R is H or an ester; R1is alkyl, haloalkyl or optionally substituted cycloalkyl; R2is halogen, optionally halogenated alkyl, alkenyl or alkynyl; alkyl substituted with one or more —OR5; —NO2, —CN, —CO2R5, —S(O)pR6, —O(CH2)mOR5, —COR5, —NR5R6, —N(R8)SOqR7, —CONR9R10or —OR51; or optionally substituted phenyl; R3is —S(O)qR7; X is —N(R8)—; n is 0, 1, 2, 3, or 4; R5, R51and R6are independently H; optionally halogenated alkyl, alkenyl or alkynyl; optionally substituted phenyl; or cycloalkyl; R7is optionally halogenated alkyl, alkenyl or alkynyl; cycloalkyl; optionally substituted phenyl; or optionally substituted amino; R8is H; optionally halogenated alkyl, alkenyl or alkynyl; cycloalkyl; optionally substituted phenyl; or alkoxy; m is 1, 2 or 3; p is 0, 1 or 2; q is 0 or 2; and their use as herbicides are described.

POLYSULFONYLAMINE: TEIL LXVIII. EINFLUSS DER N,N-DISULFONYLIERUNG AUF DIE C-N-BINDUNG PRIMAERER AMINE: SYNTHESE UND FESTKOERPERSTRUKTUREN VON VIER VERBINDUNGEN DES TYPS R'-N(SO2R)2

In order to obtain more accurate information about the bonding geometry of nitrogen in N-organyl disulfonylamines, the crystal and molecular structures of the following compounds were determined by low-temperature X-ray diffraction: N-Methyl benzene-1,2-disulfonimide (1; triclinic, space group P), N-methyl ditosylamine (2; monoclinic, P21/c), N-(cyclopropylmethyl) dimesylamine (3; monoclinic, P21/c), and N-phenyl dimesylamine (4; monoclinic, P21/c).In 2, 3 and 4, nitrogen displays a trigonal-planar CNS2 geometry, whereas the N atom of the cyclic imide 1 has a pyramidal coordination (mean C-N-S 118.3-119.5 deg for 1-4, S-N-S 112.8 deg for 1 and 121.0-123.3 deg for 2-4).All N-S bonds are short, with mean distances ranging from 166.7 to 167.9 pm.The most striking feature of the four molecular structures are the N-C bond distances (148.1 pm for 1 and 2, 149.8 pm for 3, 144.6 pm for 4), which are appreciably longer than the appropriate average N(sp2)-C(sp3) or N(sp2)-Car values (145.4 and 137.2 pm, respectively).The new compound 3 was obtained via ring contraction by treating AgN(SO2Me)2 with bromocyclobutane.The syntheses of the known compounds 1, 2 and 4 were effected by improved procedures. - Key words: N-Alkyl disulfonylamines; N-phenyl dimesylamine; synthesis; X-ray structure; long N(2p2)-C bonds

Mechanisms of hydrolysis and related nucleophilic displacement reactions of alkanesulfonyl chlorides: pH dependence and the mechanism of hydration of sulfenes

pH-rate profiles, primary kinetic isotope effects, deuterium substitution patterns, and pH-product ratios in the presence of added nucleophiles provide evidence for the following overlapping set of mechanisms for the hydrolysis of methanesulfonyl chloride (1) (in 0.1 M KCl at 25 °C): (a) pH ≤ 1-6.7, reaction with water by direct nucleophilic attack on the sulfonyl chloride; (b) pH ≥ 6.7-11.8, rate-determining attack by hydroxide anion to form sulfene (2), which is then trapped by water in a fast step; and (c) pH ≥ 11.8, sulfene formation and sulfene trapping by hydroxide anion; careful inspection showed no sign of sulfene formation in the reaction with water or of direct displacement by hydroxide anion. This pattern, with appropriate variations in the values of pHi (the pH at which two competing mechanisms have the same rate), is apparently general for simple alkanesulfonyl chlorides having at least one hydrogen on the carbon bearing the sulfonyl group. Azide and acetate anions react with 1 below pHi for 1 (6.7) by direct nucleophilic substitution at the sulfur, but above pHi by trapping of the sulfene. 2-Chlorophenoxide anion reacts with 1 below pH 6.7 by both (a) direct displacement to form the ester and (b) elimination to form the sulfene. Above pH 6.7, sulfene is formed from the sulfonyl chloride by reaction with either 2-chlorophenoxide or hydroxide ion; this is followed by trapping of the sulfene with 2-chlorophenoxide, water, or hydroxide. The possibility of the 2-chlorophenoxide anion acting as a general base promoting the reaction of water with either 1 and 2 was examined, but no sign of either process was detected.