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The Birch reduction is an organic reaction that is used to convert arenes to 1,4-cyclohexadienes.The reaction is named after the Australian chemist Arthur Birch and involves the organic reduction of aromatic rings in an amine solvent (traditionally liquid ammonia) with an alkali metal (traditionally sodium) and a proton source (traditionally an alcohol).
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Arthur John Birch, AC CMG FRS FAA (3 August 1915 – 8 December 1995) was an Australian organic chemist. [1] [2] [3] [4]Birch developed the Birch reduction of aromatic rings (by treatment with lithium metal and ammonia) which is widely used in synthetic organic chemistry.
Where is the standard reduction potential of the half-reaction expressed versus the standard reduction potential of hydrogen. For standard conditions in electrochemistry (T = 25 °C, P = 1 atm and all concentrations being fixed at 1 mol/L, or 1 M) the standard reduction potential of hydrogen E red H+ ⊖ {\displaystyle E_{\text{red H+ ...
In aqueous solutions, redox potential is a measure of the tendency of the solution to either gain or lose electrons in a reaction. A solution with a higher (more positive) reduction potential than some other molecule will have a tendency to gain electrons from this molecule (i.e. to be reduced by oxidizing this other molecule) and a solution with a lower (more negative) reduction potential ...
Arrow pushing or electron pushing is a technique used to describe the progression of organic chemistry reaction mechanisms. [1] It was first developed by Sir Robert Robinson.In using arrow pushing, "curved arrows" or "curly arrows" are drawn on the structural formulae of reactants in a chemical equation to show the reaction mechanism.
Industrially, cyclohexenone is prepared from phenol by Birch reduction. [3] Cyclohexenone is a ketone, or more precisely an enone. Common reactions include nucleophilic conjugate addition with organocopper reagents, Michael reactions and Robinson annulations. [4] [5]
The first reduction occurs at ≈-1.0 V (Fc/ Fc +), showing that C 60 is a reluctant electron acceptor. C 60 tends to avoid having double bonds in the pentagonal rings, which makes electron delocalization poor, and results in C 60 not being "superaromatic". C 60 behaves like an electron deficient alkene. For example, it reacts with some ...