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Draw the major organic product for the reaction shown. 1. PPH3 2. BuLi Br 3.

Draw the major organic product for the reaction shown. 1. PPH3 2. BuLi Br 3.

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Question 7

**Title: Understanding the Major Organic Product in a Reaction** **Objective:** To identify the major organic product in the given chemical reaction sequence. **Reaction Overview:** We are starting with a bromobenzene derivative and using phosphorus triphenyl (PPh₃) and butyllithium (BuLi) as reagents. These will facilitate a reaction that involves a carbonyl compound with a ketone function. **Reagents and Conditions:** 1. **PPh₃ (Triphenylphosphine):** This reagent is typically used to form Wittig reagents, which are ylides, by reaction with alkyl halides. 2. **BuLi (Butyl Lithium):** A strong base that can remove protons and initiate nucleophilic additions. 3. **Carbonyl Compound:** In this case, it is a ketone, signified by the C=O moiety present in the diagram. **Reaction Steps:** 1. **Formation of the Ylide:** The bromide from the benzene derivative will react with PPh₃ to form a phosphonium salt. 2. **Deprotonation:** BuLi will deprotonate the phosphonium salt, forming the ylide. 3. **Wittig Reaction:** The ylide will then react with the ketone. This reaction is known for converting carbonyl groups to alkenes. **Expected Outcome:** The product of this reaction is typically an alkene, formed by replacing the C=O group with a C=C bond linking the two original fragments (the benzene derivative and the ketone). **Conclusion:** This reaction exemplifies the Wittig reaction, an essential tool in organic chemistry for constructing carbon-carbon double bonds by reacting phosphonium ylides with carbonyl compounds. This process is valuable in synthetic organic chemistry, facilitating the formation of various complex organic molecules.
Transcribed Image Text:**Title: Understanding the Major Organic Product in a Reaction** **Objective:** To identify the major organic product in the given chemical reaction sequence. **Reaction Overview:** We are starting with a bromobenzene derivative and using phosphorus triphenyl (PPh₃) and butyllithium (BuLi) as reagents. These will facilitate a reaction that involves a carbonyl compound with a ketone function. **Reagents and Conditions:** 1. **PPh₃ (Triphenylphosphine):** This reagent is typically used to form Wittig reagents, which are ylides, by reaction with alkyl halides. 2. **BuLi (Butyl Lithium):** A strong base that can remove protons and initiate nucleophilic additions. 3. **Carbonyl Compound:** In this case, it is a ketone, signified by the C=O moiety present in the diagram. **Reaction Steps:** 1. **Formation of the Ylide:** The bromide from the benzene derivative will react with PPh₃ to form a phosphonium salt. 2. **Deprotonation:** BuLi will deprotonate the phosphonium salt, forming the ylide. 3. **Wittig Reaction:** The ylide will then react with the ketone. This reaction is known for converting carbonyl groups to alkenes. **Expected Outcome:** The product of this reaction is typically an alkene, formed by replacing the C=O group with a C=C bond linking the two original fragments (the benzene derivative and the ketone). **Conclusion:** This reaction exemplifies the Wittig reaction, an essential tool in organic chemistry for constructing carbon-carbon double bonds by reacting phosphonium ylides with carbonyl compounds. This process is valuable in synthetic organic chemistry, facilitating the formation of various complex organic molecules.
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