NBS hv Br2 ROOR

Chemistry
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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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**Title: Monohalogenation in Radical Reactions**

**Objective:** 

Predict the monohalogenation products of these radical reactions, indicating major and minor products.

---

**Explanation:**

Monohalogenation involves the substitution of a hydrogen atom in an organic compound with a halogen atom through radical mechanisms. In these types of reactions, understanding the stability of the resulting radicals is crucial to predicting the major and minor products.

1. **Radical Formation:**
   - The initiation step involves the homolytic cleavage of the halogen molecule (e.g., Cl<sub>2</sub> or Br<sub>2</sub>) to form two halogen radicals.

2. **Propagation Steps:**
   - A hydrogen atom is abstracted from the alkane, creating an alkyl radical.
   - The alkyl radical then reacts with another halogen molecule to form the monohalogenated product and regenerate the halogen radical.

3. **Product Distribution:**
   - The major product is typically derived from the most stable radical intermediate. Stability is generally determined by factors such as the degree of substitution (tertiary > secondary > primary) and resonance stabilization.

Understanding these principles allows for accurate predictions of product distribution in monohalogenation reactions.
Transcribed Image Text:**Title: Monohalogenation in Radical Reactions** **Objective:** Predict the monohalogenation products of these radical reactions, indicating major and minor products. --- **Explanation:** Monohalogenation involves the substitution of a hydrogen atom in an organic compound with a halogen atom through radical mechanisms. In these types of reactions, understanding the stability of the resulting radicals is crucial to predicting the major and minor products. 1. **Radical Formation:** - The initiation step involves the homolytic cleavage of the halogen molecule (e.g., Cl<sub>2</sub> or Br<sub>2</sub>) to form two halogen radicals. 2. **Propagation Steps:** - A hydrogen atom is abstracted from the alkane, creating an alkyl radical. - The alkyl radical then reacts with another halogen molecule to form the monohalogenated product and regenerate the halogen radical. 3. **Product Distribution:** - The major product is typically derived from the most stable radical intermediate. Stability is generally determined by factors such as the degree of substitution (tertiary > secondary > primary) and resonance stabilization. Understanding these principles allows for accurate predictions of product distribution in monohalogenation reactions.
The image illustrates two chemical reactions involving the bromination of an alkenyl benzene (styrene-like) compound. 

1. **Top Reaction:**
   - The chemical structure shows an alkene group attached to a benzene ring. 
   - The reaction conditions are NBS (N-Bromosuccinimide) and light (hv).
   - This is a free radical bromination reaction typical of allylic bromination, where NBS is used as a bromine source.

2. **Bottom Reaction:**
   - The chemical structure is identical to the one above.
   - The reaction conditions are Br₂ (bromine) with ROOR (a peroxide initiator).
   - This setup suggests a radical chain reaction, presumably leading to anti-Markovnikov addition or allylic bromination of the compound.

Both reactions utilize radical initiators and highlight different conditions for achieving bromination. The peroxide in the second reaction indicates that it uses radical conditions under thermal initiation.
Transcribed Image Text:The image illustrates two chemical reactions involving the bromination of an alkenyl benzene (styrene-like) compound. 1. **Top Reaction:** - The chemical structure shows an alkene group attached to a benzene ring. - The reaction conditions are NBS (N-Bromosuccinimide) and light (hv). - This is a free radical bromination reaction typical of allylic bromination, where NBS is used as a bromine source. 2. **Bottom Reaction:** - The chemical structure is identical to the one above. - The reaction conditions are Br₂ (bromine) with ROOR (a peroxide initiator). - This setup suggests a radical chain reaction, presumably leading to anti-Markovnikov addition or allylic bromination of the compound. Both reactions utilize radical initiators and highlight different conditions for achieving bromination. The peroxide in the second reaction indicates that it uses radical conditions under thermal initiation.
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