Water and other protic solvents cannot serve as a medium for ionic hydrides because the hydride ion is a stronger base than hydroxide and most hydroxyl anions.
12.
Protic solvents react with strong nucleophiles with good basic character in an acid / base fashion, thus decreasing or removing the nucleophilic nature of the nucleophile.
13.
These are SN1 reactions, a type of substitution reaction in organic chemistry, involving a carbocation intermediate under strongly acidic conditions in polar protic solvents like methanol.
14.
Although typically " doping " conductive polymers involves oxidizing or reducing the material, conductive organic polymers associated with a protic solvent may also be " self-doped ."
15.
Both such phenomena are common for protic solvents, in which the hydrogen is exchangeable, and they may form dipole-dipole interactions or hydrogen bonds with polar molecules.
16.
Sodium borohydride is soluble in protic solvents such as water and lower alcohols; it will also react with these solvents to produce H 2; however, these reactions are fairly slow.
17.
Thus amides can participate in hydrogen bonding with water and other protic solvents; the oxygen atom can accept hydrogen bonds from water and the N H hydrogen atoms can donate H-bonds.
18.
With triethylborane as a novel metal-free reagent, the required hydrogen atoms are abstracted from protic solvents, the reactor wall or even ( in strictly anhydrous conditions ) the borane itself.
19.
Thus, as you can see, stronger bases are often " worse " nucleophiles in a polar protic solvent . talk ) 23 : 36, 31 May 2008 ( UTC)
20.
If you check the charts, ethanol is not that different from acetone in some ways, but it has a terminal-OH that makes it a polar protic solvent and greatly increases its hydrogen bonding potential.
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