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The mechanism for base-catalyzed aldol condensation can be seen in the image below. A mechanism for aldol condensation in basic conditions, which occurs via enolate intermediates and E1CB elimination. The process begins when a free hydroxide (strong base) strips the highly acidic proton at the alpha carbon of the aldehyde.
The aldol reaction (aldol addition) is a reaction in organic chemistry that combines two carbonyl compounds (e.g. aldehydes or ketones) to form a new β-hydroxy carbonyl compound. Its simplest form might involve the nucleophilic addition of an enolized ketone to another: These products are known as aldols, from the ald ehyde + alcoh ol, a ...
Condensation reaction. In organic chemistry, a condensation reaction is a type of chemical reaction in which two molecules are combined to form a single molecule, usually with the loss of a small molecule such as water. [1] If water is lost, the reaction is also known as a dehydration synthesis. However other molecules can also be lost, such as ...
Henry reaction. The Henry reaction is a classic carbon–carbon bond formation reaction in organic chemistry. Discovered in 1895 by the Belgian chemist Louis Henry (1834–1913), it is the combination of a nitroalkane and an aldehyde or ketone in the presence of a base to form β-nitro alcohols. [1][2][3] This type of reaction is also referred ...
Mukaiyama aldol addition. In organic chemistry, the Mukaiyama aldol addition is an organic reaction and a type of aldol reaction between a silyl enol ether (R2C=CR−O−Si (CH3)3) and an aldehyde (R−CH=O) or formate (R−O−CH=O). [1] The reaction was discovered by Teruaki Mukaiyama in 1973. [2] His choice of reactants allows for a crossed ...
The reaction mechanism of the Biginelli reaction is a series of bimolecular reactions leading to the desired dihydropyrimidinone. [14]According to a mechanism proposed by Sweet in 1973 the aldol condensation of ethylacetoacetate 1 and the aryl aldehyde is the rate-limiting step leading to the carbenium ion 2.
α,β-Unsaturated acids, esters, and amides. An α,β-unsaturated acid is a type of α,β-unsaturated carbonyl compound that consists of an alkene conjugated to a carboxylic acid. [ 3 ] The simplest example is acrylic acid (CH 2 =CHCO 2 H). These compounds are prone to polymerization, giving rise to the large area of polyacrylate plastics.
Robinson annulation is one notable example of a wider class of chemical transformations termed Tandem Michael-aldol reactions, that sequentially combine Michael addition and aldol reaction into a single reaction. As is the case with Robinson annulation, Michael addition usually happens first to tether the two reactants together, then aldol ...