Which of the following are intermediates in the mechanism for the reaction shown? (product intentionally not shown) Br I. I. only II. only II. and III. I. and III. (+) Br₂ CH3SH II. Br I III.

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**Title:** Identifying Reaction Intermediates

**Question:** Which of the following are intermediates in the mechanism for the reaction shown? (Product intentionally not shown)

**Reaction:**
- **Reactants:** An alkene reacting with Br₂ in the presence of CH₃SH.
- **Process:** The alkene undergoes a reaction with bromine and a thiol (CH₃SH).

**Potential Intermediates:**

**Structure I:**
- A bromonium ion intermediate.
- Features a three-membered ring with a positively charged bromine atom.

**Structure II:**
- A carbocation intermediate.
- Has a positively charged carbon atom bonded to a sulfur atom with a negative charge (S⁻).

**Structure III:**
- A stabilized carbocation intermediate.
- Contains both a bromine atom and a sulfur atom, with a positive charge on the sulfur.

**Options for Selection:**
- ○ I. only
- ○ II. only
- ○ II. and III.
- ○ I. and III.

Carefully analyze the types of intermediates typically involved in halogenation reactions of alkenes and the possible role of thiol in stabilizing intermediate structures.
Transcribed Image Text:**Title:** Identifying Reaction Intermediates **Question:** Which of the following are intermediates in the mechanism for the reaction shown? (Product intentionally not shown) **Reaction:** - **Reactants:** An alkene reacting with Br₂ in the presence of CH₃SH. - **Process:** The alkene undergoes a reaction with bromine and a thiol (CH₃SH). **Potential Intermediates:** **Structure I:** - A bromonium ion intermediate. - Features a three-membered ring with a positively charged bromine atom. **Structure II:** - A carbocation intermediate. - Has a positively charged carbon atom bonded to a sulfur atom with a negative charge (S⁻). **Structure III:** - A stabilized carbocation intermediate. - Contains both a bromine atom and a sulfur atom, with a positive charge on the sulfur. **Options for Selection:** - ○ I. only - ○ II. only - ○ II. and III. - ○ I. and III. Carefully analyze the types of intermediates typically involved in halogenation reactions of alkenes and the possible role of thiol in stabilizing intermediate structures.
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