4. Complete the outlined reaction sequence by drawing structures for the major products expected. Zn(Hg) Ck, 1 eq. KOH HCI(aq) UV-light heat AICa

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter10: Alcohols
Section: Chapter Questions
Problem 10.50P
icon
Related questions
icon
Concept explainers
Question
### Problem 4: Complete the Reaction Sequence

#### Description:
You are required to complete the outlined reaction sequence by drawing structures for the major products expected. Below is the reaction sequence provided:

1. Starting compound: Benzene
2. Reagent: AlCl₃
3. Intermediate Product (To be drawn): ?
4. Reagents: Zn(Hg), HCl(aq)
5. Intermediate Product (To be drawn): ?
6. Reagents: Cl₂, 1 eq., UV-light
7. Intermediate Product (To be drawn): ?
8. Reagents: KOH, heat
9. Final Product (To be drawn): ?

#### Explanation:

1. **Friedel-Crafts Acylation**: 
   - **Reagent**: AlCl₃ 
   - **Reactant**: Acyl chloride (benzoyl chloride)
   - **Intermediate Product**: Benzoylbenzene (Phenylacetophenone)

2. **Clemmensen Reduction**:
   - **Reagent**: Zn(Hg) with HCl(aq)
   - **Reactant**: Benzoylbenzene
   - **Intermediate Product**: Alkylbenzene (Ethylbenzene)

3. **Halogenation**:
   - **Reagent**: Cl₂, 1 eq. under UV-light
   - **Reactant**: Ethylbenzene
   - **Intermediate Product**: Chloroethylbenzene (1-Chloroethylbenzene)

4. **Dehydrohalogenation**:
   - **Reagent**: KOH with heat
   - **Reactant**: Chloroethylbenzene
   - **Final Product**: Styrene (Phenylethene)

Make sure to draw the skeletal structures for each intermediate product and the final product to complete the sequence as required by the problem.
Transcribed Image Text:### Problem 4: Complete the Reaction Sequence #### Description: You are required to complete the outlined reaction sequence by drawing structures for the major products expected. Below is the reaction sequence provided: 1. Starting compound: Benzene 2. Reagent: AlCl₃ 3. Intermediate Product (To be drawn): ? 4. Reagents: Zn(Hg), HCl(aq) 5. Intermediate Product (To be drawn): ? 6. Reagents: Cl₂, 1 eq., UV-light 7. Intermediate Product (To be drawn): ? 8. Reagents: KOH, heat 9. Final Product (To be drawn): ? #### Explanation: 1. **Friedel-Crafts Acylation**: - **Reagent**: AlCl₃ - **Reactant**: Acyl chloride (benzoyl chloride) - **Intermediate Product**: Benzoylbenzene (Phenylacetophenone) 2. **Clemmensen Reduction**: - **Reagent**: Zn(Hg) with HCl(aq) - **Reactant**: Benzoylbenzene - **Intermediate Product**: Alkylbenzene (Ethylbenzene) 3. **Halogenation**: - **Reagent**: Cl₂, 1 eq. under UV-light - **Reactant**: Ethylbenzene - **Intermediate Product**: Chloroethylbenzene (1-Chloroethylbenzene) 4. **Dehydrohalogenation**: - **Reagent**: KOH with heat - **Reactant**: Chloroethylbenzene - **Final Product**: Styrene (Phenylethene) Make sure to draw the skeletal structures for each intermediate product and the final product to complete the sequence as required by the problem.
Expert Solution
steps

Step by step

Solved in 2 steps with 1 images

Blurred answer
Knowledge Booster
Aromatic Compounds
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305580350
Author:
William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:
Cengage Learning