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Sodium hydride is the chemical compound with the empirical formula Na H.This alkali metal hydride is primarily used as a strong yet combustible base in organic synthesis.NaH is a saline (salt-like) hydride, composed of Na + and H − ions, in contrast to molecular hydrides such as borane, silane, germane, ammonia, and methane.
Other alkali metals can be used in place of sodium, and most alcohols can be used in place of methanol. Generally, the alcohol is used in excess and left to be used as a solvent in the reaction. Thus, an alcoholic solution of the alkali alkoxide is used. Another similar reaction occurs when an alcohol is reacted with a metal hydride such as NaH.
Fig. 1 shows an example of a diastereoselective CBS reduction being used to prepare a complex macrocyclic alcohol en route to the synthesis of 11-desmethyllaulimalide [22] (an analog of the antitumor agent laulimalide). The authors noted that CBS reduction was much more effective than using either lithium tert-butoxyaluminum hydride or L ...
The k' pathway implicates a reaction between the doubly charged anion (RCHO 2 2−) and the aldehyde. The direct transfer of hydride ion is evident from the observation that the recovered alcohol does not contain any deuterium attached to the α-carbon when the reaction is performed in the presence of D 2 O.
The relatively weak reducer sodium borohydride is typically used for reducing ketones and aldehydes. It tolerates many functional groups (nitro group, nitrile, ester). [6] In their handling properties, lithium aluminium hydride and sodium borohydride (and their derivatives) strongly differ.
The term alcohol originally referred to the primary alcohol ethanol (ethyl alcohol), which is used as a drug and is the main alcohol present in alcoholic drinks. The suffix -ol appears in the International Union of Pure and Applied Chemistry (IUPAC) chemical name of all substances where the hydroxyl group is the functional group with the ...
Sodium bis(2-methoxyethoxy)aluminium hydride (SMEAH; [1] trade names Red-Al, Synhydrid, Vitride) is a hydride reductant with the formula NaAlH 2 (OCH 2 CH 2 OCH 3) 2. The trade name Red-Al refers to its being a reducing aluminium compound. It is used predominantly as a reducing agent in organic synthesis.
Hydrides such as sodium borohydride, lithium aluminium hydride, diisobutylaluminium hydride (DIBAL) and super hydride, are commonly used as reducing agents in chemical synthesis. The hydride adds to an electrophilic center, typically unsaturated carbon. Hydrides such as sodium hydride and potassium hydride are used as strong bases in organic ...