3. The following reaction is discussed in a later chapter of the textbook. It consists of four mechanistic steps. For each step (A-D), a. Draw in all implied lone pairs. b. Draw the appropriate curved arrows to show the bonds formation and bond breaking that occur. A B C D HH HH ΘΗ H ΘῊ HH + CH3 нон -CH3 H - t. ΘΗ + CH3 + H = CH3 O H HH = H-O-H HH H CH3 HH + CH3 CH3 O-H CH3 HOH

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**Mechanistic Steps in a Reaction**

**Introduction:**

The following reaction is discussed in a later chapter of the textbook. It consists of four mechanistic steps (A–D). For each step, students need to:

a. Draw in all implied lone pairs.
b. Draw the appropriate curved arrows to show the bonds formation and bond breaking that occur.

**Step A:**

- **Reactants:** A compound with a benzene ring and an attached carbonyl group is reacting with methanol (CH₃OH) and a proton (H⁺).
- **Product:** Formation of an intermediate with a positive charge on the oxygen of the carbonyl group, and a separate methanol molecule with a positive charge on the oxygen.

**Step B:**

- The intermediate with the positively charged oxygen loses an alcohol group (in the form of water), leaving behind a structure with a positive charge on the carbon atom next to the benzene ring.

**Step C:**

- **Reactants:** A different structure with a benzene ring, a carbonyl group, and a protonated oxygen is reacting with methanol.
- **Product:** Formation of an intermediate with the original structure, but with an additional methyl group (CH₃) attached to the oxygen from methanol, leaving a positive charge on the oxygen.

**Step D:**

- The structure with the newly attached methyl group loses a proton, resulting in the final product with the oxygen no longer carrying a positive charge. Methanol, with a positive charge on the oxygen, is formed as a byproduct.

**Notes on Curved Arrows and Lone Pairs:**

- In each mechanistic step, appropriate curved arrows should be drawn to indicate the movement of electrons during bond formation and bond breaking.
- Lone pairs should be added to the structures where necessary to indicate potential sites of nucleophilic attack or charge stabilization.

This sequence illustrates a typical reaction mechanism involving proton transfers, formation of intermediates, and rearrangements leading to the final product.
Transcribed Image Text:**Mechanistic Steps in a Reaction** **Introduction:** The following reaction is discussed in a later chapter of the textbook. It consists of four mechanistic steps (A–D). For each step, students need to: a. Draw in all implied lone pairs. b. Draw the appropriate curved arrows to show the bonds formation and bond breaking that occur. **Step A:** - **Reactants:** A compound with a benzene ring and an attached carbonyl group is reacting with methanol (CH₃OH) and a proton (H⁺). - **Product:** Formation of an intermediate with a positive charge on the oxygen of the carbonyl group, and a separate methanol molecule with a positive charge on the oxygen. **Step B:** - The intermediate with the positively charged oxygen loses an alcohol group (in the form of water), leaving behind a structure with a positive charge on the carbon atom next to the benzene ring. **Step C:** - **Reactants:** A different structure with a benzene ring, a carbonyl group, and a protonated oxygen is reacting with methanol. - **Product:** Formation of an intermediate with the original structure, but with an additional methyl group (CH₃) attached to the oxygen from methanol, leaving a positive charge on the oxygen. **Step D:** - The structure with the newly attached methyl group loses a proton, resulting in the final product with the oxygen no longer carrying a positive charge. Methanol, with a positive charge on the oxygen, is formed as a byproduct. **Notes on Curved Arrows and Lone Pairs:** - In each mechanistic step, appropriate curved arrows should be drawn to indicate the movement of electrons during bond formation and bond breaking. - Lone pairs should be added to the structures where necessary to indicate potential sites of nucleophilic attack or charge stabilization. This sequence illustrates a typical reaction mechanism involving proton transfers, formation of intermediates, and rearrangements leading to the final product.
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In the given reaction mechanism showing curved arrows from nucleophile electrophile.

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