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The thiourea hydrogen bonds to the nitro group and stabilizes the incoming negative charge, while the amine acts a specific base to activate the nucleophile. This is an example of bifunctional catalysis. Hydrogen-bond catalysis is a type of organocatalysis that relies on use of hydrogen bonding interactions to accelerate and control organic ...
The hydrogen-powered Tu-155 prototype made its first flight on 15 April 1988. A hydrogen-powered aircraft is an aeroplane that uses hydrogen fuel as a power source. Hydrogen can either be burned in a jet engine or another kind of internal combustion engine, or can be used to power a fuel cell to generate electricity to power an electric propulsor.
Consequently, hydrogen bonds between or within solute molecules dissolved in water are almost always unfavorable relative to hydrogen bonds between water and the donors and acceptors for hydrogen bonds on those solutes. [44] Hydrogen bonds between water molecules have an average lifetime of 10 −11 seconds, or 10 picoseconds. [45]
Thioureas are often found to be stronger hydrogen-bond donors (i.e., more acidic) than ureas [7] because their amino groups are more positively charged. Quantum chemical analyses revealed that this counterintuitive phenomenon, which is not explainable by the relative electronegativities of O and S, results from the effective steric size of the ...
The Guerbet reaction, reported in 1899, [5] is an early example of a hydrogen auto-transfer process. The Guerbet reaction converts primary alcohols to β-alkylated dimers via alcohol dehydrogenation followed by aldol condensation and reduction of the resulting enones.
At shorter distances, the barrier between the two energy minima is low enough that the hydrogen is equally bound as a low-barrier, or single-well hydrogen bond. A Low-barrier hydrogen bond (LBHB) is a special type of hydrogen bond. LBHBs can occur when the pKa of the two heteroatoms are closely matched, which allows the hydrogen to be more ...
A hydrogen bond (H-bond), is a specific type of interaction that involves dipole–dipole attraction between a partially positive hydrogen atom and a highly electronegative, partially negative oxygen, nitrogen, sulfur, or fluorine atom (not covalently bound to said hydrogen atom). It is not a covalent bond, but instead is classified as a strong ...
Use of oxygen or sulfur as the nucleophilic atom causes minor differences in catalysis. Compared to oxygen, sulfur's extra d orbital makes it larger (by 0.4 Å) [29] and softer, allows it to form longer bonds (d C-X and d X-H by 1.3-fold), and gives it a lower pK a (by 5 units). [30]