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In intramolecular organic reactions, two reaction sites are contained within a single molecule. This configuration elevates the effective concentration of the reacting partners resulting in high reaction rates. Many intramolecular reactions are observed where the intermolecular version does not take place.
In chemistry, the effective molarity (denoted EM) [1] is defined as the ratio between the first-order rate constant of an intramolecular reaction and the second-order rate constant of the corresponding intermolecular reaction (kinetic effective molarity) [1] [2] or the ratio between the equilibrium constant of an intramolecular reaction and the equilibrium constant of the corresponding ...
Similar reactions will occur far faster if the reaction is intramolecular. The effective concentration of acetate in the intramolecular reaction can be estimated as k 2 /k 1 = 2 x 10 5 Molar. However, the situation might be more complex, since modern computational studies have established that traditional examples of proximity effects cannot be ...
The Ugi reaction has been applied in combination with an intramolecular Diels-Alder reaction [16] in an extended multistep reaction. A reaction in its own right is the Ugi–Smiles reaction with the carboxylic acid component replaced by a phenol. In this reaction the Mumm rearrangement in the final step is replaced by the Smiles rearrangement. [17]
Intramolecular vibrational energy redistribution (IVR) is a process in which energy is redistributed between different quantum states of a vibrationally excited molecule, which is required by successful theories explaining unimolecular reaction rates [1] [2] such as RRKM theory. Such theories assume a full statistical redistribution between all ...
As an example, consider the gas-phase reaction NO 2 + CO → NO + CO 2.If this reaction occurred in a single step, its reaction rate (r) would be proportional to the rate of collisions between NO 2 and CO molecules: r = k[NO 2][CO], where k is the reaction rate constant, and square brackets indicate a molar concentration.
Another way to understand the stability of cyclic hemiacetals is to look at the equilibrium constant as the ratio of the forward and backward reaction rate. For a cyclic hemiacetal the reaction is intramolecular so the nucleophile is always held close to the carbonyl group ready to attack, so the forward rate of reaction is much higher than the ...
The mechanism of the intramolecular aldol reaction involves formation of a key enolate intermediate followed by an intramolecular nucleophilic addition process. First, hydroxide abstracts the α-hydrogen on a terminal carbon to form the enolate.