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The Buchner ring expansion reaction was first used in 1885 by Eduard Buchner and Theodor Curtius [1] [2] who prepared a carbene from ethyl diazoacetate for addition to benzene using both thermal and photochemical pathways in the synthesis of cycloheptatriene derivatives. The resulting product was a mixture of four isomeric carboxylic acids ...
Decarboxylation is a chemical reaction that removes a carboxyl group and releases carbon dioxide (CO 2). Usually, decarboxylation refers to a reaction of carboxylic acids , removing a carbon atom from a carbon chain.
Benzene is an organic chemical compound with the molecular formula C 6 H 6. The benzene molecule is composed of six carbon atoms joined in a planar hexagonal ring with one hydrogen atom attached to each. Because it contains only carbon and hydrogen atoms, benzene is classed as a hydrocarbon.
Upon heating, 2,4,6-trinitrobenzoic acid undergoes decarboxylation to give 1,3,5-trinitrobenzene. [4] Reduction with tin gives 2,4,6-triaminobenzenoic acid, a precursor to phloroglucinol (1,3,5-trihydroxybenzene).
Thus, synthesis of benzaldehyde through the Friedel–Crafts pathway requires that formyl chloride be synthesized in situ. This is accomplished by the Gattermann-Koch reaction, accomplished by treating benzene with carbon monoxide and hydrogen chloride under high pressure, catalyzed by a mixture of aluminium chloride and cuprous chloride ...
In organic chemistry, a diethynylbenzene dianion is an anion consisting of two ethynyl anions as substituents on a benzene ring. With the chemical formula C 6 H 4 C 2− 4, three positional isomers are possible, differing in the relative positions of the two substituents around the ring: ortho-diethynylbenzene dianion; meta-diethynylbenzene dianion
It has become a classic reaction in organic synthesis and has been reviewed many times before. [3] [4] [5] It can be viewed as an intramolecular redox reaction, as one carbon center is oxidized while the other is reduced. Scheme 1. Benzilic acid rearrangement
Here decarbonylation accompanies the preparation of cyclopentadienyliron dicarbonyl dimer: 2 Fe(CO) 5 + C 10 H 12 → (η 5 −C 5 H 5) 2 Fe 2 (CO) 4 + 6 CO + H 2. Decarbonylation can be induced photochemically as well as using reagents such as trimethylamine N-oxide: Me 3 NO + L + Fe(CO) 5 → Me 3 N + CO 2 + LFe(CO) 4