Frederick R. Longo

A study of bromoporphins

Abstract The synthesis and characterizations of 2-bromoporphin, 5-bromoporphin, 5,15-dibromoporphin, and 5, 10, 15-tribromoporphin are described. Yields of the bromoporphins obtained with a variety of brominating agents are reported. Spectral properties were measured and, along with chemical properties, are presented as evidence for a preferred delocalization pathway in porphin.

Catalytic hydrolysis of phosphate esters in microemulsions

We have continued our kinetics investigation of the iodosobenzoate (IBA) catalysis of the hydrolysis of p-nitrophenyl diphenyl phosphate (PNDP), in microemulsion media composed of hexadecane in water stabilized by cetyltrimethylammonium bromide and 1-butanol over a range of water mass fractions. We have examined two iodosobenzoic acid derivatives (5-nitro-2-iodosobenzoic acid and 5-octyloxy-2-iodosobenzoic acid) as catalysts. In addition, we have determined by31P FT-NMR techniques that the major product of the hydrolysis of PNDP, both in IBA catalyzed and in uncatalyzed media, is diphenylphosphate.

Catalytic hydrolysis of phosphate esters in microemulsions. VII: 1-alkyl-2-pyrrolidinones as cosurfactants

Abstract We have measured the second order rate constants for the uncatalyzed and o-iodosobenzoate catalyzed hydrolysis of p-nitrophenyldiphenyl phosphate in microemulsions containing the surfactant cetyltrimethyl ammonium bromide, the cosurfactants 1-alkyl-2-pyrrolidinones, and the oils hexadecane, toluene, and 4-tert-butyltoluene. Pseudo-ternary phase maps have been prepared for systems containing 1-methyl-2-pyrrolidinone and 1-cyclohexyl-2-pyrrolidinone as cosurfactants. Microemulsions containing N-alkyl-2-pyrrolidinones as cosurfactants effectively penetrate polymers, solubilize phosphate esters, and provide media in which phosphate esters hydrolyze rapidly.

PHYSICAL PROPERTIES OF SURFACTANT ENHANCED MIXED SOLVENT SYSTEMS

ABSTRACT The object of this research is to discover substitutes for halogenated solvents In detergent formulations. Recent work in our Laboratories indicates that the study of surfactant enhanced solvent blends may be very rewarding in this regard. In particular, N.N-dialkylamides and N-alkylpyrrolidinones, although they are not as effective as chlorinated solvents, can be more easily blended with water and common surfactants to produce very effective solvent and reaction systems for toxic oils and inorganics. These solvents are biodegradable and not extremely toxic. We have initiated a study of the appropriate physical properties of these blends in order to determine their efficacy as media for the dissolution and degradation of model compounds.

Substituted sulfonamides, ureas, and alkyl-3-nitrophthali-mides as identification derivatives of pentyl-, hexyl-, heptyl-, octyl-, and decylamines

Summaryp-Bromo-,m-nitro-,p-nitrobenzenesulfonamides,p-toluenesulfonamides,p-tolyl-, anda-naphthylureas, and 3-nitrophthalimide derivatives of pentyl-, hexyl-, heptyl-, octyl-, and decylamines were prepared.m-Nitrobenzenesulfonamides,p-nitrobenzensulfonamides, andp-tolylureas appear to be the most satisfactory derivatives for the identification of these amines.