Draw the neutral organic starting material. Br, CH,CI, Br

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Draw the neutral organic starting material.

### Organic Chemistry Reaction: Identifying the Starting Material

**Objective:**
Draw the neutral organic starting material that yields the specified product when reacted with Br₂ in CH₂Cl₂.

**Reaction Details:**
- **Reagent:** Br₂ (Bromine)
- **Solvent:** CH₂Cl₂ (Dichloromethane)
- **Product:** A molecule that features a five-membered ring with one oxygen atom (tetrahydrofuran) and a bromomethyl substituent.

**Analysis:**
To determine the neutral organic starting material, we need to reverse-engineer the given product:

1. The product is a brominated organic compound containing a five-membered ring with an oxygen atom (an ether), specifically tetrahydrofuran (THF) with a bromomethyl group.
2. The Br₂ in CH₂Cl₂ condition suggests a bromination reaction, typically involving an alkene or alkyne.

### Step-by-Step Reaction:

1. **Draw the Product:** Tetrahydrofuran (THF) with a -CH₂Br group.

2. **Identify the Bromination Site:** The bromomethyl group indicates the presence of an alkyl group originally, likely from an alkene or alcohol precursor.

3. **Starting Material:** The likely starting material could be tetrahydrofuran with a -CH₂ functional group (such as a hydroxymethyl group) that reacts with Br₂ to yield the brominated product.

**Example Answer of the Starting Material:**
- 2-methyltetrahydrofuran (CH3 on the 2-position)
- THF having a substituent like -CH₂OH (hydroxymethyl tetrahydrofuran)

**Graph/Diagram Explanation:**

1. **Graph Paper:** Provided for drawing structure.
2. **Reaction Scheme:**
    - Left side: Reaction conditions (Br₂, CH₂Cl₂).
    - Right side: Product is depicted as a five-membered ring with oxygen (THF) and bromomethyl group substitution.

**Conclusion:**
Understanding the structure and reactivity helps identify the starting material. In this case, the neutral organic starting material is likely to be tetrahydrofuran with a functional group that can be brominated.

**Note:** The drawn starting material can vary based on interpretation and structural possibilities involved in organic synthesis reactions.
Transcribed Image Text:### Organic Chemistry Reaction: Identifying the Starting Material **Objective:** Draw the neutral organic starting material that yields the specified product when reacted with Br₂ in CH₂Cl₂. **Reaction Details:** - **Reagent:** Br₂ (Bromine) - **Solvent:** CH₂Cl₂ (Dichloromethane) - **Product:** A molecule that features a five-membered ring with one oxygen atom (tetrahydrofuran) and a bromomethyl substituent. **Analysis:** To determine the neutral organic starting material, we need to reverse-engineer the given product: 1. The product is a brominated organic compound containing a five-membered ring with an oxygen atom (an ether), specifically tetrahydrofuran (THF) with a bromomethyl group. 2. The Br₂ in CH₂Cl₂ condition suggests a bromination reaction, typically involving an alkene or alkyne. ### Step-by-Step Reaction: 1. **Draw the Product:** Tetrahydrofuran (THF) with a -CH₂Br group. 2. **Identify the Bromination Site:** The bromomethyl group indicates the presence of an alkyl group originally, likely from an alkene or alcohol precursor. 3. **Starting Material:** The likely starting material could be tetrahydrofuran with a -CH₂ functional group (such as a hydroxymethyl group) that reacts with Br₂ to yield the brominated product. **Example Answer of the Starting Material:** - 2-methyltetrahydrofuran (CH3 on the 2-position) - THF having a substituent like -CH₂OH (hydroxymethyl tetrahydrofuran) **Graph/Diagram Explanation:** 1. **Graph Paper:** Provided for drawing structure. 2. **Reaction Scheme:** - Left side: Reaction conditions (Br₂, CH₂Cl₂). - Right side: Product is depicted as a five-membered ring with oxygen (THF) and bromomethyl group substitution. **Conclusion:** Understanding the structure and reactivity helps identify the starting material. In this case, the neutral organic starting material is likely to be tetrahydrofuran with a functional group that can be brominated. **Note:** The drawn starting material can vary based on interpretation and structural possibilities involved in organic synthesis reactions.
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