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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.
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 .
Alcohol oxidation is a collection of oxidation reactions in organic chemistry that convert alcohols to aldehydes, ketones, carboxylic acids, and esters. The reaction mainly applies to primary and secondary alcohols. Secondary alcohols form ketones, while primary alcohols form aldehydes or carboxylic acids. [1] A variety of oxidants can be used.
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.
Ether synthesis by reaction of salicylaldehyde with chloroacetic acid and sodium hydroxide [1] The Williamson ether synthesis is an organic reaction, forming an ether from an organohalide and a deprotonated alcohol . This reaction was developed by Alexander Williamson in 1850. [2]
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 synthesis. The hydride reacts with the weak Bronsted acid releasing H 2. Hydrides such as calcium hydride are used as desiccants, i.e. drying agents, to remove trace water from ...
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 ...
In 1884, Svante Arrhenius proposed that a base is a substance which dissociates in aqueous solution to form hydroxide ions OH −. These ions can react with hydrogen ions (H + according to Arrhenius) from the dissociation of acids to form water in an acid–base reaction. A base was therefore a metal hydroxide such as NaOH or Ca(OH) 2.