Phosphonium Compounds. III. Mechanism of Hydroxide Cleavage of Tetrakis(hydroxymethyl)phosphonium Chloride

Spontaneous self-assembly and disassembly of colloidal gold nanoparticles induced by tetrakis(hydroxymethyl) phosphonium chloride

“…The rate of decay follows an exponential trend relative to pH, which suggests pseudo second-order order kinetics similar to the THPC oxidation mechanism elucidated by Grayson in bulk solution (Figure S6). [7c] The decay constant observed at pH 9.6 (k = 0.15 M −1 min −1 ) is consistent with that reported by Grayson (k = 0.166 M −1 min −1 ), although at a reduced pH value compared to Grayson’s system (pH 13).…”

“…Upon reacting THPC with NaOH in bulk solution, Hoffman first observed a THPC oxidation while Grayson elucidated the mechanism of conversion to tri(hydroxymethyl) phosphine oxide (THPO). [7] Because this aqueous chemistry is well characterized, we hypothesize that this reaction can also proceed on-particle. It is plausible that an oxidized THPC ligand adsorbed to the nanoparticle surface cannot maintain the van der Waals interactions necessary for particle assembly.…”

The Iodometric Determination of P(III) in Flame Retardants for Cotton

“…E5] and Kubota and ()giwara [9]. ~ Hayakawa et al [8] reported photoinitiated copolymerzation reactions of fluoroalkyl acrylates from vapor phase with cotton. I'hillips el al.…”

Synthesis of tris(aminomethyl)phosphine oxide and its carbon dioxide adduct from tetrakis(hydroxymethyl)phosphonium salts via their methyl carbamate derivatives

“…Until recently, 6 was accessible only from tetrakis(hydroxymethy1)phosphonium chloride (THPC, la)3 by a five-step synthesis via tris(chloromethy1)phosphine oxide in a overall yield of 28.8% (1)(2)(3)(4)(5). The last step of this synthesis, a Gabriel reaction (5), was ill suited for scale-up.…”