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The classic example of a dehydration reaction is the Fischer esterification, which involves treating a carboxylic acid with an alcohol to give an ester RCO 2 H + R′OH ⇌ RCO 2 R′ + H 2 O. Often such reactions require the presence of a dehydrating agent, i.e. a substance that reacts with water.
In this case, the water molecule is the conjugate acid of the basic hydroxide ion after the latter received the hydrogen ion from ammonium. On the other hand, ammonia is the conjugate base for the acidic ammonium after ammonium has donated a hydrogen ion to produce the water molecule.
Ammonia solution, also known as ammonia water, ammonium hydroxide, ammoniacal liquor, ammonia liquor, aqua ammonia, aqueous ammonia, or (inaccurately) ammonia, is a solution of ammonia in water. It can be denoted by the symbols NH 3 (aq). Although the name ammonium hydroxide suggests a salt with the composition [NH + 4][OH −
The primary advantages of Fischer esterification compared to other esterification processes are based on its relative simplicity. Straightforward acidic conditions can be used if acid-sensitive functional groups are not an issue; sulfuric acid can be used; weaker acids can be used with a tradeoff of longer reaction times.
The Mannich reaction starts with the nucleophilic addition of an amine to a carbonyl group followed by dehydration to the Schiff base. The Schiff base is an electrophile which reacts in a second step in an electrophilic addition with an enol formed from a carbonyl compound containing an acidic alpha-proton.
Alkaline hydrolysis of esters is also known as saponification. A base such as sodium hydroxide is required in stochiometric amounts. Unlike acid-catalyzed ester hydrolysis, it is not an equilibrium reaction and proceeds to completion. Hydroxide ion attacks the carbonyl carbon to give a tetrahedral intermediate, which then expels an alkoxide ion.
Sulfate is an inert anion, so nature activates it by the formation of ester derivative of adenosine 5'-phosphosulfate (APS) and 3'-phosphoadenosine-5'-phosphosulfate (PAPS). Many organisms utilize these reactions for metabolic purposes or for the biosynthesis of sulfur compounds required for life. [9]
The hydrogen ion, or hydronium ion, is a Brønsted–Lowry acid when dissolved in H 2 O and the hydroxide ion is a base because of the autoionization of water reaction H 2 O + H 2 O ↽ − − ⇀ H 3 O + + OH − {\displaystyle {\ce {H2O + H2O <=> H3O+ + OH-}}}