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  2. Cannizzaro reaction - Wikipedia

    en.wikipedia.org/wiki/Cannizzaro_reaction

    Under ideal conditions the reaction produces 50% of both the alcohol and the carboxylic acid (it takes two aldehydes to produce one acid and one alcohol). [5] This can be economically viable if the products can be separated and both have a value; the commercial conversion of furfural into furfuryl alcohol and 2-furoic acid is an example of this ...

  3. Sodium hydride - Wikipedia

    en.wikipedia.org/wiki/Sodium_hydride

    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 .

  4. Bouveault–Blanc reduction - Wikipedia

    en.wikipedia.org/wiki/Bouveault–Blanc_reduction

    In practice, considerable sodium is consumed by the formation of hydrogen. [citation needed] For this reason, an excess of sodium is often required. Because the hydrolysis of sodium is rapid, not to mention dangerous, the Bouveault-Blanc reaction requires anhydrous ethanol and can give low yields with insufficiently dry ethanol.

  5. Alcohol oxidation - Wikipedia

    en.wikipedia.org/wiki/Alcohol_oxidation

    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.

  6. Carbonyl reduction - Wikipedia

    en.wikipedia.org/wiki/Carbonyl_reduction

    The idealized equation for the reduction of an ester by lithium aluminium hydride is: 2 RCO 2 R' + LiAlH 4 → LiAl(OCH 2 R) 2 (OR') LiAl(OCH 2 R) 2 (OR') + 4 H 2 O → LiAl(OH) 4 + 2 HOCH 2 R + 2 HOR' Sodium borohydride can, under some circumstances, be used for ester reduction, especially with additives. [1]

  7. Hydride - Wikipedia

    en.wikipedia.org/wiki/Hydride

    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 ...

  8. Alkoxide - Wikipedia

    en.wikipedia.org/wiki/Alkoxide

    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.

  9. Deprotonation - Wikipedia

    en.wikipedia.org/wiki/Deprotonation

    Acid–base reactions typically occur faster than any other step which may determine the product of a reaction. The conjugate base is more electron-rich than the molecule which can alter the reactivity of the molecule. For example, deprotonation of an alcohol forms the negatively charged alkoxide, which is a much stronger nucleophile.