Search results
Results from the WOW.Com Content Network
The hydride reacts with the weak Bronsted acid releasing H 2. Hydrides such as calcium hydride are used as desiccants, i.e. drying agents, to remove trace water from organic solvents. The hydride reacts with water forming hydrogen and hydroxide salt. The dry solvent can then be distilled or vacuum transferred from the "solvent pot".
The distance between the metal and the hydrogen is typically 1.8–2.3 Å, and the M┄H−C angle is in the range of 90°–140°. The presence of a 1 H NMR signal that is shifted upfield from that of a normal aryl or alkane, often to the region normally assigned to hydride ligands.
The term hydride is probably most often used to describe compounds of hydrogen with other elements in which the hydrogen is in the formal −1 oxidation state. In most such compounds the bonding between the hydrogen and its nearest neighbor is covalent. An example of a hydride is the borohydride anion (BH − 4).
The higher the proton affinity, the stronger the base and the weaker the conjugate acid in the gas phase.The (reportedly) strongest known base is the ortho-diethynylbenzene dianion (E pa = 1843 kJ/mol), [3] followed by the methanide anion (E pa = 1743 kJ/mol) and the hydride ion (E pa = 1675 kJ/mol), [4] making methane the weakest proton acid [5] in the gas phase, followed by dihydrogen.
Binary hydrogen compounds in group 1 are the ionic hydrides (also called saline hydrides) wherein hydrogen is bound electrostatically. Because hydrogen is located somewhat centrally in an electronegative sense, it is necessary for the counterion to be exceptionally electropositive for the hydride to possibly be accurately described as truly behaving ionic.
The most common hydrogenating pair is an organosilane as the hydride source (e.g. triethylsilane), and a strong oxyacid as the proton source (e.g. trifluoroacetic acid or triflic acid). The hydride and proton source cannot combine to give H 2, which limits the hydricity and acidity of the H − and H + sources, respectively.
Other strong non-nucleophilic bases are sodium hydride and potassium hydride. These compounds are dense, salt-like materials that are insoluble and operate by surface reactions. Some reagents are of high basicity (pK a of conjugate acid around 17) but of modest but not negligible nucleophilicity.
Organocatalytic transfer hydrogenation has been described by the group of List in 2004 in a system with a Hantzsch ester as hydride donor and an amine catalyst: [12] In this particular reaction the substrate is an α,β-unsaturated carbonyl compound. The proton donor is oxidized to the pyridine form and resembles the biochemically relevant ...