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An example of nucleophilic substitution is the hydrolysis of an alkyl bromide, R-Br under basic conditions, ... while compounds such as amines, hydrogen, and alkanes ...
Amine alkylation (amino-dehalogenation) is a type of organic reaction between an alkyl halide and ammonia or an amine. [1] The reaction is called nucleophilic aliphatic substitution (of the halide), and the reaction product is a higher substituted amine. The method is widely used in the laboratory, but less so industrially, where alcohols are ...
A nucleophilic aromatic substitution (S N Ar) is a substitution reaction in organic chemistry in which the nucleophile displaces a good leaving group, such as a halide, on an aromatic ring. Aromatic rings are usually nucleophilic, but some aromatic compounds do undergo nucleophilic substitution.
This gives an overall effect of substitution, and is the mechanism of the common nucleophilic acyl substitution often seen with esters, amides, and related structures. [ 1 ] Another common type of addition–elimination is the reversible reaction of amines with carbonyls to form imines in the alkylimino-de-oxo-bisubstitution reaction, and the ...
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.
Nitrenoids can be generated from O-alkylhydroxylamines containing an N−H bond via deprotonation or from O-alkyloximes via nucleophilic addition. These intermediates react with carbanions to give substituted amines. Other electron-deficient, sp 3 amination reagents react by similar mechanisms to give substitution products. [3]
This extends the chain by forming another nucleophilic species to act as a donor for the next addition. This process repeats until the reaction is quenched by chain termination. [ 37 ] The original Michael donor can be a neutral donor such as amines , thiols , and alkoxides , or alkyl ligands bound to a metal.
The reaction mechanism of the Mitsunobu reaction is fairly complex. The identity of intermediates and the roles they play has been the subject of debate. Initially, the triphenyl phosphine (2) makes a nucleophilic attack upon diethyl azodicarboxylate (1) producing a betaine intermediate 3, which deprotonates the carboxylic acid (4) to form the ion pair 5.