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Samarium (II) iodide is a one-electron reductant, and typically effects reduction through a series of electron transfer and proton transfer (from protic solvent) steps. [ 4 ][ 3 ] Reducible functional groups include: α-Functionalized carbonyl compounds. Ketones and aldehydes. Carboxylic acids (under strongly acidic or basic conditions) Organic ...
Samarium (II) iodide is an inorganic compound with the formula SmI 2. When employed as a solution for organic synthesis, it is known as Kagan 's reagent. SmI 2 is a green solid and forms a dark blue solution in THF. [1] It is a strong one-electron reducing agent that is used in organic synthesis.
With diisobutylaluminium hydride. The mechanism for the reduction of a nitrile to an aldehyde with DIBAL-H. The hydride reagent Diisobutylaluminium hydride, or DIBAL-H, is commonly used to convert nitriles to the aldehyde. [14] Regarding the proposed mechanism, DIBAL forms a Lewis acid-base adduct with the nitrile by formation of an N-Al bond.
Desulfonylation reactions. Desulfonylation reactions are chemical reactions leading to the removal of a sulfonyl group from organic compounds. As the sulfonyl functional group is electron -withdrawing, [1] methods for cleaving the sulfur –carbon bonds of sulfones are typically reductive in nature. Olefination or replacement with hydrogen may ...
The structure of a nitrile: the functional group is highlighted blue. In organic chemistry, a nitrile is any organic compound that has a −C≡N functional group.The name of the compound is composed of a base, which includes the carbon of the −C≡N, suffixed with "nitrile", so for example CH 3 CH 2 C≡N is called "propionitrile" (or propanenitrile). [1]
Reductions with hydrosilanes are methods used for hydrogenation and hydrogenolysis of organic compounds. The approach is a subset of ionic hydrogenation. In this particular method, the substrate is treated with a hydrosilane and auxiliary reagent, often a strong acid, resulting in formal transfer of hydride from silicon to carbon. [1]
The reduction of nitroaromatics is conducted on an industrial scale. [1] Many methods exist, such as: Catalytic hydrogenation using: Raney nickel [2] or palladium-on-carbon, [3] [4] [5] platinum(IV) oxide, or Urushibara nickel. [6] Iron in acidic media. [7] [8] [9] Sodium hydrosulfite [10] Sodium sulfide (or hydrogen sulfide and base ...
Pinner reaction. The Pinner reaction refers to the acid catalysed reaction of a nitrile with an alcohol to form an imino ester salt (alkyl imidate salt); this is sometimes referred to as a Pinner salt. [1] The reaction is named after Adolf Pinner, who first described it in 1877. [2][3][4] Pinner salts are themselves reactive and undergo ...