26972-20-3

Basic information

• Product Name: 4-bromo-benzenethiol; deprotonated form
• Synonyms: 4-bromo-benzenethiol; deprotonated form
• CAS NO: 26972-20-3
• Molecular Weight: 188.068
• Mol File: 26972-20-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 4-bromo-benzenethiol; deprotonated form(CAS DataBase Reference)
• NIST Chemistry Reference: 4-bromo-benzenethiol; deprotonated form(26972-20-3)
• EPA Substance Registry System: 4-bromo-benzenethiol; deprotonated form(26972-20-3)

Safety Data

• Hazardous Substances Data: 26972-20-3(Hazardous Substances Data)

Upstream product

• 95062-75-2 S-(4-bromophenyl) thiocarbamate 
• 3229-70-7 phenolate 
• 31053-90-4 C₆H₄BrS 
• 60775-10-2 (4-bromo-phenyl)-(2,4-dinitro-phenyl)-sulfide 
• 28122-76-1 acetyl 4-bromo-thiophenolate 

Downstream Products

• 3229-70-7 phenolate 
• 31053-90-4 C₆H₄BrS 
• 781639-17-6 [Ir(H)2(η1-pyperidine)(SC6H4Br-4)(PPh3)2] 
• 192825-36-8 2-(4-Bromo-phenylsulfanyl)-3,5-dinitro-pyridine 
• 95062-75-2 S-(4-bromophenyl) thiocarbamate 

Relevant articles and documents

Enhanced reactivity in the ammonolysis of phenyl thiolacetates in aqueous medium

The ammonolysis of several substituted phenyl thiolacetates is kinetically studied in aqueous medium, 18°C, ionic strength 0.1 M (KCl). By following the leaving groups spectrophotometrically (λmax = 260-410 nm), under excess free ammonia, pseud

Reduction potentials and kinetics of electron transfer reactions of phenylthiyl radicals: Comparisons with phenoxyl radicals

The reduction potentials relative to the standard hydrogen electrode (SHE) for a number of para-substituted phenylthiyl radicals (Eo(p-XC6H4S./p-XC6H 4S-)) have been derived from pulse radiolytic studies of electron transfer equilibria which compare their values to those of radicals of known reduction potentials. A ladder combining the reduction potentials for both phenylthiyl and phenoxyl radicals has been established. These reduction potentials have been shown to be self-consistent and are intermediate between those of p-benzosemiquinone radical anion at 0.02 V and phenoxyl radical at 0.79 V. The reduction potential decreases as the electron donating power of the para substituent rises. The substituent effect is, however, much weaker for the phenylthiyl radicals than for their oxygen analogs. These observations demonstrate that the electronic interaction between the sulfur atoms and the aromatic ring system is much less than that which occurs with oxygen atoms. Examination of the rates of electron transfer in terms of the Marcus theory indicates that the reorganization energies of both p-XC6H4O. and p-XC6H4S. radicals are similarly affected by H, CH3, and CH3O substitution. However, the reorganization energies increase substantially for H2N and O- para substituents with the effect being much less for the p-XC6H4S. radicals than for the p-XC6H4O. radicals. These observations are in accord with structural information from spectroscopic and theoretical studies of the radicals which show that in the latter system the substituent groups interact strongly with the aromatic π system.