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1. ether 2. H* -MgBr Mesyl chloride руг

1. ether 2. H* -MgBr Mesyl chloride руг

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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**Organic Chemistry Reaction Sequence** This image showcases a two-step organic reaction sequence involving the transformation of an epoxide. Below are the details of the reactions indicated: 1. **Step 1: Grignard Reagent Addition** - **Reactant:** An epoxide ring structure. - **Reagent:** \( \text{MgBr} \) (Grignard reagent). - **Solvent:** Ether. - **Condition:** Acid medium (\( \text{H}^+ \)). - **Outcome:** The Grignard reagent opens the epoxide ring to form a chain or ring-extended alcohol. 2. **Step 2: Conversion to Mesylate** - **Reactant:** Product from Step 1. - **Reagent:** Mesyl chloride (methanesulfonyl chloride). - **Solvent/Catalyst:** Pyridine (base). - **Outcome:** The alcohol group is converted into a mesylate, a good leaving group which can undergo further reactions. **Note on Reactions:** - **Grignard Reaction:** A Grignard reagent attacks the less substituted carbon of the epoxide. After ring-opening, an acidic workup (H\(^+\)) is essential to yield the final alcohol. - **Mesylation:** The alcohol group in the product forms a mesylate ester when reacted with mesyl chloride in the presence of pyridine. This mesylate ester can participate in various substitution or elimination reactions due to the mesylate being a strong leaving group. **Visual Description:** - The image shows the structure of an epoxide on the left reacting with "MgBr" and "ether" followed by "H\(^+\)" to yield a product. - The intermediate product then reacts with "Mesyl chloride" in the presence of "pyridine" to yield the final product. This reaction sequence is utilized in organic synthesis to introduce functional groups, transform molecules into more reactive forms, or extend carbon chains.
Transcribed Image Text:**Organic Chemistry Reaction Sequence** This image showcases a two-step organic reaction sequence involving the transformation of an epoxide. Below are the details of the reactions indicated: 1. **Step 1: Grignard Reagent Addition** - **Reactant:** An epoxide ring structure. - **Reagent:** \( \text{MgBr} \) (Grignard reagent). - **Solvent:** Ether. - **Condition:** Acid medium (\( \text{H}^+ \)). - **Outcome:** The Grignard reagent opens the epoxide ring to form a chain or ring-extended alcohol. 2. **Step 2: Conversion to Mesylate** - **Reactant:** Product from Step 1. - **Reagent:** Mesyl chloride (methanesulfonyl chloride). - **Solvent/Catalyst:** Pyridine (base). - **Outcome:** The alcohol group is converted into a mesylate, a good leaving group which can undergo further reactions. **Note on Reactions:** - **Grignard Reaction:** A Grignard reagent attacks the less substituted carbon of the epoxide. After ring-opening, an acidic workup (H\(^+\)) is essential to yield the final alcohol. - **Mesylation:** The alcohol group in the product forms a mesylate ester when reacted with mesyl chloride in the presence of pyridine. This mesylate ester can participate in various substitution or elimination reactions due to the mesylate being a strong leaving group. **Visual Description:** - The image shows the structure of an epoxide on the left reacting with "MgBr" and "ether" followed by "H\(^+\)" to yield a product. - The intermediate product then reacts with "Mesyl chloride" in the presence of "pyridine" to yield the final product. This reaction sequence is utilized in organic synthesis to introduce functional groups, transform molecules into more reactive forms, or extend carbon chains.
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