6295-94-9

Basic information

• Product Name: 2'-METHOXY-P-TOLUENESULFONANILIDE
• Synonyms: 2'-METHOXY-P-TOLUENESULFONANILIDE;N-(2-Methoxyphenyl)-4-methylbenzenesulfonamide;N-(2-Methoxyphenyl)-p-toluenesulfonamide;N-(2-methoxyphenyl)benzenesulfonamide4-methyl-benzenesulfonamide
• CAS NO: 6295-94-9
• Molecular Formula: C₁₄H₁₅NO₃S
• Molecular Weight: 277.3388
• Mol File: 6295-94-9.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 423.9°Cat760mmHg
• Flash Point: 210.1°C
• Appearance: /
• Density: 1.267g/cm³
• Vapor Pressure: 2.16E-07mmHg at 25°C
• Refractive Index: 1.6
• CAS DataBase Reference: 2'-METHOXY-P-TOLUENESULFONANILIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-METHOXY-P-TOLUENESULFONANILIDE(6295-94-9)
• EPA Substance Registry System: 2'-METHOXY-P-TOLUENESULFONANILIDE(6295-94-9)

Safety Data

• Hazardous Substances Data: 6295-94-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H15NO3S/c1-11-7-9-12(10-8-11)19(16,17)15-13-5-3-4-6-14(13)18-2/h3-10,15H,1-2H3

Upstream product

• 90-04-0 2-methoxy-phenylamine 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 578-57-4 2-bromoanisole 
• 70-55-3 toluene-4-sulfonamide 
• 5720-06-9 2-Methoxyphenylboronic acid 
• 127-65-1 chloroamine-T 
• 21849-40-1 dibromamine-T 
• 941-55-9 4-toluenesulfonyl azide 
• 103687-94-1 ethyl 3-(2-methoxyphenylamino)propanoate 
• 529-28-2 4-iodoanisol 
• 103687-95-2 ethyl β-(N-tosyl-o-anisidino)propionate 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 90-04-0 2-methoxy-phenylamine 

Relevant articles and documents

High-Throughput Discovery and Evaluation of a General Catalytic Method for N-Arylation of Weakly Nucleophilic Sulfonamides

Through targeted high-throughput experimentation (HTE), we have identified the Pd/AdBippyPhos catalyst system as an effective and general method to construct densely functionalized N,N-diaryl sulfonamide motifs relevant to medicinal chemistry. AdBippyPhos is particularly effective for the installation of heteroaromatic groups. Computational steric parametrization of the investigated ligands reveals the potential importance of remote steric demand, where a large cone angle combined with an accessible Pd center is correlated to successful catalysts for C-N coupling reactions.

A red-emissive two-photon fluorescent probe for mitochondrial sodium ions in live tissue

A cyclocyanine (CC)-based organic small molecule two-photon (TP) fluorescent probe (CCNa1) was developed for mitochondrial sodium ion sensing.CCNa1exhibits a low solvatochromic shift and strong TP fluorescence enhancement at 575 nm upon binding to Na

Characteristic Hydrogen Bonding Observed in the Crystals of Aromatic Sulfonamides: 1D Chain Assembly of Molecules and Chiral Discrimination on Crystallization

N-Phenylbenzenesulfonamides exist preferentially in (+)- or (-)-synclinal conformations, which place the aromatic rings at both ends in the same direction with a twist. We have systematically analyzed the crystal structure of secondary aromatic sulfonamides bearing methyl, ethyl, and/or methoxy groups on the benzene rings. Intermolecular hydrogen bonding between the sulfonamide protons and sulfonyl oxygens was observed in 81 out of 85 crystals. The intermolecular hydrogen-bonding patterns could be classified into four types, i.e. Dimeric, Zigzag, Helical, and Straight patterns, with retention of the synclinal conformation of the sulfonamide moiety. We investigated the relationship between the hydrogen-bonding pattern and the proportion of the compounds that show chiral crystallization. On the basis of our classification of the intermolecular hydrogen bonds of aromatic sulfonamides, the crystals with Dimeric and Zigzag patterns, which both have enantiomeric synclinal conformers, intrinsically become achiral, except for kryptoracemates. In contrast, a high proportion of compounds with Helical or Straight patterns in the crystals showed chiral crystallization. Our classification is useful for discussion regarding the chirality of molecular assemblies, on the basis of the conformational chirality of the molecules in the crystal.