3. One of the reactions shown below (a-b) is not valid and is considered a synthetic trap. Identify which proposed reaction is not valid and draw the correct expected product. (a) (b) 1. LDA 2. Br e مرا مدم HCI HO

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**Problem 3: Synthetic Traps in Reactions**

One of the reactions shown below (a-b) is not valid and is considered a synthetic trap. Identify which proposed reaction is not valid and draw the correct expected product.

**Reaction (a):**

1. LDA (Lithium diisopropylamide)
2. Bromine (Br)

- Reactants: A ketone with a 3-carbon chain and a methyl group attached to the alpha position.
- Proposed Product: A ketone with the same 3-carbon chain, but the methyl group has been moved to a new position.

**Reaction (b):**

- Reactants: A ketone with a 3-carbon chain.
- Reagents: HCl (Hydrochloric acid)
- Final Product: A compound with an alcohol (OH) and a chlorine (Cl) on an ethyl chain.

**Explanation:**

In reaction (a), LDA is a strong base used for deprotonating the alpha position of ketones to form enolates. The reaction suggests an alpha-halogenation with bromine.

Reaction (b) involves hydrochloric acid, implying a nucleophilic substitution or an addition reaction to a ketone, resulting in a compound with an alcohol and chlorine group.

**Task:**

Identify the inappropriate reaction step or product and propose the correct expected product based on fundamental organic chemistry principles.
Transcribed Image Text:**Problem 3: Synthetic Traps in Reactions** One of the reactions shown below (a-b) is not valid and is considered a synthetic trap. Identify which proposed reaction is not valid and draw the correct expected product. **Reaction (a):** 1. LDA (Lithium diisopropylamide) 2. Bromine (Br) - Reactants: A ketone with a 3-carbon chain and a methyl group attached to the alpha position. - Proposed Product: A ketone with the same 3-carbon chain, but the methyl group has been moved to a new position. **Reaction (b):** - Reactants: A ketone with a 3-carbon chain. - Reagents: HCl (Hydrochloric acid) - Final Product: A compound with an alcohol (OH) and a chlorine (Cl) on an ethyl chain. **Explanation:** In reaction (a), LDA is a strong base used for deprotonating the alpha position of ketones to form enolates. The reaction suggests an alpha-halogenation with bromine. Reaction (b) involves hydrochloric acid, implying a nucleophilic substitution or an addition reaction to a ketone, resulting in a compound with an alcohol and chlorine group. **Task:** Identify the inappropriate reaction step or product and propose the correct expected product based on fundamental organic chemistry principles.
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