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The product is isolated from the mixture by the following work-up: [3] Synthesis of 4-methylcyclohexene with work-up step in red. A concentrated solution of sodium chloride in water, known as a brine solution, is added to the mixture and the layers are allowed to separate. The brine is used to remove any acid or water from the organic layer.
A workup step with acid is included to ensure formation of 2-aminopyridine. Reaction progress can be measured by the formation of hydrogen gas and red color from σ-adduct formation. [3] Sodium amide is a handy reagent for the Chichibabin reaction but handling it can be dangerous and caution is advised. [4] σ-adduct (Meisenheimer adduct) formation
Acid–base extraction is a subclass of liquid–liquid extractions and involves the separation of chemical species from other acidic or basic compounds. [1] It is typically performed during the work-up step following a chemical synthesis to purify crude compounds [2] and results in the product being largely free of acidic or basic impurities.
Retrosynthetic analysis is a technique for solving problems in the planning of organic syntheses. This is achieved by transforming a target molecule into simpler precursor structures regardless of any potential reactivity/interaction with reagents. Each precursor material is examined using the same method.
Arrow pushing or electron pushing is a technique used to describe the progression of organic chemistry reaction mechanisms. [1] It was first developed by Sir Robert Robinson.In using arrow pushing, "curved arrows" or "curly arrows" are drawn on the structural formulae of reactants in a chemical equation to show the reaction mechanism.
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.
Selenic acid is liberated in the final step to give the 1,2-dicarbonyl product. Allylic oxidation using selenium-dioxide proceeds via an ene reaction at the electrophilic selenium center. A 2,3-sigmatropic shift , proceeding through an envelope-like transition state , gives the allylselenite ester, which upon hydrolysis gives the allylic alcohol.
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