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What would be the products (if any) of the Wittig reaction using the starting materials below...

Question:

What would be the products (if any) of the Wittig reaction using the starting materials below with and the same reagents and conditions as in your experiment (50% NaOH solution and propanol as the solvent)? Draw the full mechanism, showing intermediates with any resonance structures, and if a product doesn't exist, explain why. Indicate chiral centers and E/Z isomerism.

a). benzyl chloride, triphenylphosphine, and benzaldehyde.

b). benzyl chloride, triphenylphosphine, and 2-propanone.

c). 9-(chloromethyl)anthracene, triphenylphosphine, and 9-anthraldehyde.

Wittig reaction as a connection process

For the Wittig reaction, we connect any halo-organic compounds with any carbonyl carbon-containing organic compound using triphenylphosphine to form alkenes. Generally, the intermediate compound formed is called a betaine. It is also important to determine the different isomers of the product.

Answer and Explanation:

a). benzyl chloride, triphenylphosphine, and benzaldehyde.

The resulting product may exist since the substituents are not that crowded, thus no...

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Learn more about this topic:

The Wittig Reaction & Alkene Synthesis: Definition & Examples
The Wittig Reaction & Alkene Synthesis: Definition & Examples

from Chemistry 304: Organic Chemistry II

Chapter 2 / Lesson 14
573

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