Structure and Behavior of Organic Analytical Reagents. II. Stability of Chelates of o-Aminophenol and of o-Aminobenzenethiol¹

Journal Article · Sat Mar 01 00:00:00 EST 1952 · Journal of the American Chemical Society

DOI:https://doi.org/10.1021/ja01126a007· OSTI ID:4417490

Charles, Robert G. ^[1]; Freiser, Henry ^[1]

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1. Univ. of Pittsburgh, PA (United States)

The acid dissociation constants of o-aminophenol and o-aminobenzenethiol and the stability constants of the chelates of these reagents with some common divalent metals have been determined by potentiometric titration techniques. The chelates of o-aminophenol are less stable than those of o-aminobenzenethiol, despite the greater acidity of the latter reagent. This is attributed to the probably greater covalent character of the metal-sulfur bond than that of metal-oxygen bond. While the order of stability of metal chelates in o-aminophenol and o-aminobenzenethiol is similar to that observed in beta-diketones and salicylaldehydes, there are some significant differences. Finally, the reactions of the o-aminophenol and o-amino-benzenethiol with metals have been observed and tabulated.

• Research Organization: Univ. of Pittsburgh, PA (United States)
• Sponsoring Organization: US Atomic Energy Commission (AEC)
• NSA Number: NSA-05-006652
• OSTI ID: 4417490
• Report Number(s): NYO--737
• Journal Information: Journal of the American Chemical Society, Journal Name: Journal of the American Chemical Society Journal Issue: 6 Vol. 74; ISSN 0002-7863
• Publisher: American Chemical Society (ACS)
• Country of Publication: United States
• Language: English

Related Subjects

ACIDS
ALDEHYDES
CHELATES
CHEMICAL REACTIONS
CHEMICALS
CHEMISTRY
DECOMPOSITION
ELECTRIC POTENTIAL
IONS
KETONES
MEASURED VALUES
METALS
ORGANIC NITROGEN COMPOUNDS
ORGANIC SULFUR COMPOUNDS
PHENOLS
QUALITATIVE ANALYSIS
STABILITY
TABLES
TITRATION