What is the nucleophile in step B? The chlorine. O The carbonyl oxygen on the original molecule. O The carbonyl oxygen on the added molecule. O The negatively charged carbon on the original molecule.

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
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Chapter13: Substitution
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**Mechanism Explanation for Educational Website**

The following diagram illustrates a chemical reaction mechanism, which is labeled from steps A to D for reference purposes.

**Step A:**
- The diagram starts with a cyclic structure containing a carbonyl group (C=O).
- The adjacent hydroxyl group (OH) interacts with an ethoxy group (OEt), resulting in a reversible reaction.

**Step B:**
- The carbonyl oxygen forms a bond with an incoming chlorine atom (Cl), which is part of a chloroethoxy molecule.
- This step involves the rearrangement of electrons, showing the formation of an intermediate complex.

**Step C:**
- The cyclic intermediate now has a chlorine atom and an ethoxy group attached.
- Electron movement is indicated, leading to the next intermediate, where the Cl and OEt are positioned for subsequent reactions.

**Step D:**
- The final product is shown as a cyclic structure with an ethoxy group attached to the carbonyl carbon.
- This represents the completion of the mechanism, depicting the transformation from the initial reactant to the product.

This sequence of steps demonstrates key concepts in reaction mechanisms, such as nucleophilic attack, intermediate formation, and product synthesis.
Transcribed Image Text:**Mechanism Explanation for Educational Website** The following diagram illustrates a chemical reaction mechanism, which is labeled from steps A to D for reference purposes. **Step A:** - The diagram starts with a cyclic structure containing a carbonyl group (C=O). - The adjacent hydroxyl group (OH) interacts with an ethoxy group (OEt), resulting in a reversible reaction. **Step B:** - The carbonyl oxygen forms a bond with an incoming chlorine atom (Cl), which is part of a chloroethoxy molecule. - This step involves the rearrangement of electrons, showing the formation of an intermediate complex. **Step C:** - The cyclic intermediate now has a chlorine atom and an ethoxy group attached. - Electron movement is indicated, leading to the next intermediate, where the Cl and OEt are positioned for subsequent reactions. **Step D:** - The final product is shown as a cyclic structure with an ethoxy group attached to the carbonyl carbon. - This represents the completion of the mechanism, depicting the transformation from the initial reactant to the product. This sequence of steps demonstrates key concepts in reaction mechanisms, such as nucleophilic attack, intermediate formation, and product synthesis.
**Question:**

What is the nucleophile in step B?

**Options:**

- ○ The chlorine.
- ○ The carbonyl oxygen on the original molecule.
- ○ The carbonyl oxygen on the added molecule.
- ○ The negatively charged carbon on the original molecule.
Transcribed Image Text:**Question:** What is the nucleophile in step B? **Options:** - ○ The chlorine. - ○ The carbonyl oxygen on the original molecule. - ○ The carbonyl oxygen on the added molecule. - ○ The negatively charged carbon on the original molecule.
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