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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Supply the missing reagents and intermediates (A—C) in the following synthesis.
please explain steps
Transcribed Image Text:The image shows a multi-step organic synthesis pathway. Here's a detailed description of the steps involved:
1. **First Reaction (Reagent A):**
- **Starting Material:** A cyclic compound with a phenyl group (Ph) and an alcohol group (OH) bonded to a benzene ring.
- **Intermediate:** This is converted to a compound with the protective group TBS (tert-butyldimethylsilyl) replacing the hydroxyl hydrogen.
- **Reagent Used:** Not specified, labeled as "A".
2. **Second Reaction (Acidic Hydrolysis):**
- **Intermediate:** The TBS-protected alcohol undergoes hydrolysis in the presence of an acid (H₃O⁺) leading to the removal of a portion of the cyclic ether.
- **Resulting Compound:** A ketone derivative with the TBS-protected benzyl alcohol intact.
3. **Third Reaction (Reagents B and Further Acidic Treatment):**
- **Reagents Used:** Labeled as "1. B" and "2. H₃O⁺".
- **Intermediate:** The ketone undergoes an unspecified transformation with "B", and subsequent acidic treatment, forming a compound with a newly introduced double bond and a hydroxyl group.
4. **Final Reaction (Deprotection with TBAF):**
- **Reagent:** TBAF (tetrabutylammonium fluoride) is used for the removal of the TBS protecting group.
- **Final Product (C):** A compound with restored alcohol groups and an allylic chain.
Each step in this pathway highlights the use of protecting groups, strategic transformations, and deprotection in synthetic organic chemistry.
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