88571-24-8

Basic information

• Product Name: 2-[(2-Aminophenyl)-sulfonyl]-ethanol
• Synonyms: 2-[(2-Aminophenyl)-sulfonyl]-ethanol
• CAS NO: 88571-24-8
• Molecular Formula: C₈H₁₁NO₃S
• Molecular Weight: 201.24
• Mol File: 88571-24-8.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 462.0±45.0 °C(Predicted)
• Appearance: /
• Density: 1.364±0.06 g/cm3(Predicted)
• PKA: 13.53±0.10(Predicted)
• CAS DataBase Reference: 2-[(2-Aminophenyl)-sulfonyl]-ethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(2-Aminophenyl)-sulfonyl]-ethanol(88571-24-8)
• EPA Substance Registry System: 2-[(2-Aminophenyl)-sulfonyl]-ethanol(88571-24-8)

Safety Data

• Hazardous Substances Data: 88571-24-8(Hazardous Substances Data)

Usage

General Description

2-[(2-Aminophenyl)-sulfonyl]-ethanol is a chemical compound known for its versatility in various aspects of science, especially in the field of organic synthesis and pharmaceutical science. As its name suggests, this substance's structure consists of an ethanol portion attached to a 2-aminophenyl sulfonyl group. As an organic compound, it participates in many chemical reactions due to the functional groups, notably the amino group and the sulfonyl group, it contains. The presence of these groups in the compound makes it a valuable intermediate in the synthesis of numerous complex substances, including pharmaceuticals. However, like most chemical substances, its handling requires proper safety measures due to potential toxicity.

Upstream product

• 137-07-5 2-amino-benzenethiol 
• 77474-06-7 2-<(2-Hydroxyethyl)thio>aniline 

Downstream Products

• 117341-21-6 2-<(2-Bromoethyl)sulfonyl>aniline hydrobromide 

Relevant articles and documents

Formation of Benzoxathiete under Mild Conditions and Its Valence Tautomerism in Solution to Monothio-o-benzoquinone: An Experimental and Quantum Chemical Study

Aprotic diazotization of 2-aniline in dimethoxyethane affords products that include biphenylene and dibenzo-1,4-oxathiane.Detection of these products is consistent with the formation of benzoxathiete and the valence tautomerism to monothio-o-benzoquinone with concomitant formation of dehydrobenzene by a competing pathway.The latter was independently trapped with 1,3-diphenylisobenzofuran and with 9,10-dimethylanthracene.The requirement for SO group participation in the formation of benzoxathiete is established by comparison with the behavior of the analogous thioether and sulfone compounds.EPR and spin-trapping experiments confirm the intermediacy of both oxygen- and nitrogen-centered free radicals which is consistent with the homolytic pathways proposed for the diazotization process.Parallel aqueous diazotization of 2-aniline affords vinyl acetate, phenol, and halobenzene consistent with the generation of dehydrobenzene but not benzoxathiete under these conditions.Spin-trapping/EPR studies gave no evidence for free-radical components in the protic diazotization reaction.Ab initio calculations using the 3-21G* and 6-31G* basis sets within the Hartree-Fock approximation, as well as the MP2/3-21G* method, predict an energetically feasible tautomerism of benzoxathiete to monothio-o-benzoquinone.The 3-21G* calculations reveal the presence of a biradical intermediate for this reaction which, as a singlet, features an energy higher than the benzoxathiete by 33 kcal/mol, while as the corresponding triplet it proves to be lower in energy than the benzoxathiete by 2.5 kcal/mol.This process, however, might be symmetry forbidden.By contrast, the symmetry-allowed cycloreversion pathway of benzoxathiete to dehydrobenzene and SO is energetically much less favorable.