:0⁰: H3C enolate H₂C+ H || CH3 H iminium H3C H3C..,CH3 :O: -H H

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For the reaction shown below, add arrows to indicate the movement of electrons. In the reaction, does the enolate act as the electrophile or as the nucleophile?

### Enolate and Iminium Ion Reaction

This diagram illustrates a chemical reaction involving an enolate ion and an iminium ion to form a new compound.

**Enolate Ion:**
- Structure: Contains a negatively charged oxygen atom double-bonded to a carbon. The carbon is also bonded to another carbon atom with a single bond, creating a chain with the formula CH₃C=O⁻.
- Characteristics: The enolate ion is a resonance-stabilized anion, often formed by the deprotonation of a carbonyl compound.

**Iminium Ion:**
- Structure: Contains a positively charged nitrogen atom double-bonded to a carbon, which is also bonded to two methyl groups and a hydrogen atom. The structure is denoted as (H₃C)₂N⁺=CH₂.
- Characteristics: The iminium ion is a reactive intermediate featuring a positive charge on the nitrogen atom, often found in reactions involving aldehydes or ketones and amines.

**Reaction Process:**
- The enolate ion reacts with the iminium ion, resulting in the formation of a new compound. This involves nucleophilic attack by the enolate carbon on the electrophilic carbon of the iminium ion.
- **Product:** The resulting structure features a newly formed carbon-nitrogen bond, with the formula CH₃C(=O)CH₂(N(CH₃)₂).

This type of reaction is significant in organic chemistry, particularly in synthesis and catalysis, enabling the formation of carbon-nitrogen bonds that are essential in forming various organic compounds.
Transcribed Image Text:### Enolate and Iminium Ion Reaction This diagram illustrates a chemical reaction involving an enolate ion and an iminium ion to form a new compound. **Enolate Ion:** - Structure: Contains a negatively charged oxygen atom double-bonded to a carbon. The carbon is also bonded to another carbon atom with a single bond, creating a chain with the formula CH₃C=O⁻. - Characteristics: The enolate ion is a resonance-stabilized anion, often formed by the deprotonation of a carbonyl compound. **Iminium Ion:** - Structure: Contains a positively charged nitrogen atom double-bonded to a carbon, which is also bonded to two methyl groups and a hydrogen atom. The structure is denoted as (H₃C)₂N⁺=CH₂. - Characteristics: The iminium ion is a reactive intermediate featuring a positive charge on the nitrogen atom, often found in reactions involving aldehydes or ketones and amines. **Reaction Process:** - The enolate ion reacts with the iminium ion, resulting in the formation of a new compound. This involves nucleophilic attack by the enolate carbon on the electrophilic carbon of the iminium ion. - **Product:** The resulting structure features a newly formed carbon-nitrogen bond, with the formula CH₃C(=O)CH₂(N(CH₃)₂). This type of reaction is significant in organic chemistry, particularly in synthesis and catalysis, enabling the formation of carbon-nitrogen bonds that are essential in forming various organic compounds.
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