Linear free energy relationship of the energy of the CTTS transition of Halide ions with the solvatochromic parameter ?

Luehrs, Dean C.; Brown, R. W.; Godbole, Kalpana A.

doi:10.1007/bf00657333

Cited by 11 publications

(2 citation statements)

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“…The dielectric constant of liquid ammonia is only 16.0 at 25 °C, but many salts and organic compounds have good solubility. , However, some properties of liquid ammonia are very different from those of water. Although ammonia is a good H-bond acceptor and its lone pair can strongly solvate cations, it is not a good hydrogen bond donor . The solvation of anions is weak, and anionic nucleophiles in liquid ammonia are therefore more reactive than in water .…”

Section: Introductionmentioning

confidence: 99%

Micelle Formation in Liquid Ammonia

2015

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Perfluorinated long chain alkyl amides aggregate in liquid ammonia with increasing concentration which reflects micelle-type formation based on changes in (19)F NMR chemical shifts. The critical micelle concentrations (cmc) decrease with increasing chain length and give Kleven parameters A = 0.18 and B = 0.19. The micelles catalyze the ammonolysis of esters in liquid ammonia. The corresponding perfluorinated long chain alkyl carboxylates form ion pairs in liquid ammonia, but the equilibrium dissociation constants indicate favorable interactions between the chains in addition to the electrostatic forces. These perfluorinated carboxylates form micelles in aqueous solution, and their cmc's generate a Kleven B-value = 0.52 compared with 0.30 for the analogous alkyl carboxylates. The differences in hydrophobicity of CH2 and CF2 units in water and liquid ammonia are discussed, as is the possible relevance to life forms in liquid ammonia.

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Section: Introductionmentioning

confidence: 99%

Micelle Formation in Liquid Ammonia

2015

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“…Despite the low dielectric constant of liquid ammonia (16.0 at 25°C), many salts and organic compounds have good solubility . The nitrogen lone pair makes ammonia a good H‐bond acceptor and liquid ammonia strongly solvates cations, but, unlike water, it is not a good hydrogen bond donor and does not significantly solvate anions . Liquid ammonia thus renders anionic nucleophiles more ‘naked’ than in water and are therefore expected to be more reactive and, conversely, make anionic leaving groups poorer relative to that in water.…”

Section: Introductionmentioning

confidence: 99%

The ammonolysis of esters in liquid ammonia

Griffin

Atherton

Page

2013

J of Physical Organic Chem

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Engineering, Chemical Data Correlation

Mullins

Rogers

Radecki³

2000

Kirk-Othmer Encyclopedia of Chemical Technology

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Methods for correlating experimentally observed data to the known physical, chemical, or molecular properties of a substance or a mixture of substances are discussed. These correlations, once drawn, can be used to estimate values not experimentally obtainable. The correlation methods may be theoretically, semitheoretically, or empirically based. The theoretically based correlations, most often rooted in thermodynamics, are usually preferred. Data correlation may result from the empirical use of basic mathematical and numerical techniques, nomographs, or reference substances. Alternatively, the methodology may incorporate group contributions, structure‐activity relationships, molecular connectivity indexes, and graph theory. A significant amount of investigation is devoted to the assessment of the degree to which mathematical constructs faithfully mimic real systems.

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Linear free energy relationship of the energy of the CTTS transition of Halide ions with the solvatochromic parameter ?

Cited by 11 publications

References 36 publications

Micelle Formation in Liquid Ammonia

Micelle Formation in Liquid Ammonia

The ammonolysis of esters in liquid ammonia

Engineering, Chemical Data Correlation

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