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EzraAn ylide is a neutral molecule containing both a positive and negative charge on adjacent atoms, typically a carbanion adjacent to a positively charged atom such as phosphorus or sulfur. Ylides are important in organic chemistry as they can undergo reactions like the Wittig reaction to form alkenes.
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Is the reaction mechanism affected by the use of a stabilized ylide versus an unstabilized ylide in the formation of a Wittig reaction product?
Yes, the reaction mechanism is affected by the use of a stabilized ylide versus an unstabilized ylide in the formation of a Wittig reaction product. Stabilized ylides are more reactive and form the desired product more efficiently compared to unstabilized ylides.
What is the mechanism for the synthesis of E and Z alpha phenylcinnamic acid?
The synthesis of E and Z α-phenylcinnamic acid can be achieved through the Wittig reaction, which involves the reaction of an aldehyde or ketone with a phosphonium ylide to form an alkene. By selecting appropriate reactants with specific stereochemistry, either the E or Z isomer can be obtained. Moreover, the stereochemistry of the product can be controlled by the choice of the phosphonium ylide used in the reaction.
How can one make a Wittig reagent?
To make a Wittig reagent, one can react an aldehyde or ketone with a phosphonium ylide. This reaction forms a carbon-carbon double bond, which is the key feature of a Wittig reagent. The resulting compound can be used in organic synthesis to convert carbonyl compounds into alkenes.
What is the reaction mechanism of sworn oxidation reaction?
In the Swern oxidation reaction, oxalyl chloride reacts with dimethyl sulfoxide (DMSO) to form an electrophilic sulfuranyl chloride intermediate, which in turn oxidizes the alcohol substrate to an aldehyde or ketone. This reaction proceeds through a two-step process involving a cyclic transition state.
